A woman walking down a quiet, sunlit city street with colorful buildings on either side, capturing the essence of slow travel and urban exploration.

Stop Rushing Your Vacation: How Slow Travel Helps You Experience More

Beth Glosner  | 

Have you ever returned from vacation feeling like you need another vacation?

You visited the landmarks, checked off the restaurants, took the photos, and followed the itinerary you carefully planned. On paper, it was a fantastic trip. But somewhere between rushing from one attraction to the next and trying to squeeze just one more thing into the day, you realized you weren’t actually experiencing the place.

You were keeping up with your schedule.

Let’s Dig In to why slowing down might actually help you experience more, not less, on your next adventure.

Disclaimer:

Note: This post contains affiliate links to the products that I use and trust. This means that I might receive a small commission (at no extra cost to you) if you make a purchase using any of my links below. See full disclosure here

What Is Slow Travel?

Slow travel isn’t about traveling slowly in the literal sense. It’s about being more intentional with your time.

Instead of asking, “How many things can I see?” slow travel asks, “How do I want to experience this place?”

That might mean spending three days in one town instead of trying to visit five. It could mean wandering through a neighborhood without a specific destination, lingering over lunch, or sitting on a park bench and watching the world go by.

And no, that doesn’t mean you have to abandon your itinerary completely.

You can still visit the famous landmark. You can still take the tour. You can still have a list of things you want to see.

The difference is leaving yourself enough breathing room to actually enjoy them.

You Don’t Have to See Everything

One of the hardest parts of travel can be accepting that you simply can’t see everything.

There will always be another museum, another viewpoint, another historic building, another restaurant someone insists you absolutely cannot miss.

Trying to fit them all into one trip can turn your vacation into a scavenger hunt.

And honestly? You don’t get extra vacation points for exhaustion.

Instead, choose the experiences that genuinely interest you.

If you’re fascinated by history, spend more time exploring the historic district or local museums. If food is your favorite way to experience a destination, make room for a leisurely meal. If you love nature, don’t feel guilty about spending an entire afternoon on one trail.

You don’t have to experience a destination the way everyone else does. “Don’t keep up with the Joneses,” but follow your own interests.

Leave Room for the Unexpected

Some of my favorite travel moments aren’t the ones I carefully planned.

They’re the moments that happen because I had nowhere else I needed to be.

Maybe it’s a tiny bookstore tucked away on a side street. A garden you didn’t know existed. A local bakery that smells so good you have to stop. A beautiful view that isn’t mentioned in your guidebook.

These are the moments that can easily disappear when every hour of your day is accounted for.

This is also one reason I love searching for hidden gem travel destinations. Sometimes the most memorable experiences happen when you step just a little beyond the obvious attractions.

If you’re interested in finding those lesser-known places, check out my guide on How to Find Hidden Gem Travel Destinations.

Try Spending More Time in One Place

There’s something special about staying put for a while.

When you’re constantly moving from one destination to another, it’s easy to experience a place only from the perspective of a visitor passing through. You see the highlights, take a few photos, grab a meal, and move on to the next stop.

But stay a little longer, and something begins to change.

You start recognizing the same café each morning. You notice when the neighborhood comes alive and when it quiets down. You discover which street catches the afternoon light or which little shop you might have walked right past on a faster-paced trip. You may even have a brief conversation with someone who lives there.

You don’t have to become a local.

But giving yourself enough time to develop a little familiarity can make a destination feel much more personal.

And spending more time in one place doesn’t necessarily mean adding extra days to your vacation. Even on a short trip, you can slow down by choosing one neighborhood or area to explore rather than trying to see an entire city in a single afternoon.

In Philadelphia, for example, instead of racing between every major attraction, consider spending a few hours exploring one of the city’s distinctive neighborhoods. Things to Do in Germantown, PA: History, Hidden Gems & Local Flavor offers a chance to step beyond the usual tourist checklist and discover a different side of the city.

Or, if Pittsburgh is on your itinerary, make time to wander through Shadyside, where historic streets, local shops, restaurants, and scenic spots give you plenty to experience without constantly checking the clock. A Weekend in Pittsburgh: Explore Shadyside, Scenic Views, and Adventures can help you get started.

The goal isn’t to see everything.

It’s to give yourself enough time to actually notice where you are.

Sometimes the moments you remember most aren’t the ones you hurried to find. They’re the quiet ones that happened because you finally stopped rushing.

Plan Your Priorities, Not Every Minute

I’m not suggesting you throw your itinerary out the window.

A little planning can make travel much easier, especially when you need reservations, transportation, or tickets for popular attractions.

The trick is to plan the things that need planning and leave the rest flexible.

For example, you might decide:

Morning: Visit the historic site you really want to see.

Lunch: Find somewhere nearby and take your time. (I look at 4-5 restaurants I’m interested in and then decide where at the spur of the moment.)

Afternoon: Wander. Browse shops. Visit a small museum. Sit in a park. Follow an interesting street.

Evening: Have dinner somewhere you’ve been wanting to try.

That’s a day with structure but not so much structure that you feel like you’re racing the clock.

Permit Yourself to Rest

Here’s something travelers don’t always like to admit:

Resting on vacation isn’t wasting vacation.

You don’t have to spend every waking hour sightseeing simply because you’re away from home.

Take a slow morning.

Sit at your hotel with a cup of coffee.

Read a few pages of your book.

Go back to a favorite café.

Take a nap.

Watch the sunset.

These moments might not look impressive on Instagram, but they can become some of the memories you treasure most.

And if you’re a solo traveler, there’s an added benefit: you don’t have to negotiate your downtime with anyone else.

Want to spend an hour sitting beside the water?

Do it.

Want to go back to your room after lunch?

Absolutely.

Want to skip the attraction everyone told you was a “must-see” and take a nap instead?

That’s your choice.

Travel During the Shoulder or Off-Season

Slow travel can also become much easier when you travel outside the busiest times of year.

Popular destinations can feel completely different when the crowds thin out. Restaurants may be easier to get into, streets can be quieter, and you may have more opportunities to experience a destination at a relaxed pace.

That doesn’t mean every off-season trip will be quiet or every popular destination will suddenly become peaceful.

But choosing a less-busy time can give you more breathing room.

If you’re interested in the benefits of traveling outside peak periods, take a look at The Benefits of Off-Season Travel.

Sometimes changing when you travel is just as important as changing how you travel.

Pay Attention to the Little Things

When we’re rushing, we tend to look for the big moments.

The famous building.

The spectacular view.

The perfect photo.

The attraction we traveled thousands of miles to see.

But slow travel encourages you to notice what’s happening between those moments.

The sound of a train arriving.

The smell of bread coming from a bakery.

Laundry hanging from a balcony.

The architecture on a residential street.

A musician playing in a plaza.

The way the light changes as the afternoon fades.

These little details may never make it onto your itinerary, but they’re often what make a destination feel real.

This section deserves something close-up and sensory.

Be a Thoughtful Traveler, Too

Slowing down isn’t only good for you.

It can also be better for the places you visit.

When we rush through destinations, it’s easy to treat them like attractions rather than communities where people actually live.

Slow travel encourages us to pay attention to the local environment, support small businesses, respect residential neighborhoods, and remember that we’re visitors.

That mindset connects closely with something I’ve written about before: how to be a thoughtful traveler.

Courtesy matters.

Being patient when a restaurant is busy, keeping noise down in residential areas, following local rules, and treating beautiful places with care may seem like small things.

They’re not.

If we want these destinations to remain beautiful and welcoming, we have to do our part.

You’re visiting someone’s home, not just checking off a destination.

You Might Actually Remember More

Here’s the funny thing about slowing down:

You may end up remembering more of your trip.

When you’re rushing, the days can blur together.

“Was that Tuesday or Wednesday?”

“Which city did we visit that morning?”

“Did we actually eat there, or was that another restaurant?”

But when you give yourself time to experience a place, individual moments have room to settle into your memory.

You remember the little café where you sat during an unexpected rain shower.

The bookstore you almost walked past.

The conversation you had with a shop owner.

The quiet street you wandered down after dinner.

The sunset you stayed to watch because there was nowhere else you needed to be.

Those are the stories you’ll probably tell years later.

A Simple Way to Try Slow Travel

You don’t have to change the way you travel completely.

On your next trip, try this:

Choose three things you really want to experience.

Not ten.

Not twenty.

Three.

Plan those into your day and leave the rest open.

Then permit yourself to wander.

You might discover something wonderful.

Or you might simply enjoy sitting with a cup of coffee and watching the city wake up.

Either way, you’ve experienced something.

Travel Isn’t a Race

This could also serve as your closing image before “Stay curious, stay hungry, and keep exploring!”

There will always be another destination.

Another attraction.

Another restaurant.

Another list of things you “should” see.

You don’t have to do them all.

Travel isn’t a race to the finish line. It’s an opportunity to notice where you are while you’re there.

So the next time you find yourself trying to squeeze one more attraction into an already packed day, stop for a moment.

Ask yourself what you actually want from the trip.

Maybe the answer is adventure.

Maybe it’s rest.

Maybe it’s good food, beautiful scenery, or simply the chance to wander somewhere you’ve never been.

Whatever it is, give yourself enough time to enjoy it.

Because sometimes, doing less is exactly how you experience more.

Stay curious, stay hungry, and keep exploring!

–Beth
A young woman walking past a white historic house decorated with fall flowers and American flags, reading a map or brochure.

How to Find Hidden Gem Travel Destinations

Beth Glosner  | 

Discover how to find hidden gem travel destinations, from charming small towns to local restaurants, scenic spots, and overlooked places worth exploring.

There’s something special about finding a place that doesn’t seem to be on everyone’s travel itinerary. You know the little town with a charming main street, the café you almost drove past, or the scenic overlook that makes you wonder why it isn’t packed with people. These are the places that can turn an ordinary getaway into a memorable adventure. 

Let’s Dig In.

Disclaimer:

Note: This post contains affiliate links to the products that I use and trust. This means that I might receive a small commission (at no extra cost to you) if you make a purchase using any of my links below. See full disclosure here

If you’re tired of seeing the same destinations pop up every time you search for your next trip, it may be time to look beyond the obvious choices. You don’t have to travel halfway around the world to find somewhere interesting. Sometimes, the best discoveries are hiding just outside a popular destination or a few hours down the road.

And if you’re a solo traveler, hidden gems can be especially appealing. Smaller destinations often give you more room to slow down, wander, eat something delicious, and explore at your own pace without feeling like you’re battling a tour bus for the perfect photo.

A little reSometimes the best adventures begin on a street you almost didn’t turn down.

Quick Guide to Finding Hidden Gem Destinations

Looking for the short version? Start here.

  • Best for small-town lovers: Look beyond major tourist cities.
  • Best for foodies: Search for locally owned restaurants, cafés, bakeries, and markets.
  • Best free activity: Wander the historic downtown and explore local parks.
  • Best photo opportunity: Scenic overlooks, historic streets, and colorful local businesses.
  • Best hidden gem strategy: Search the towns surrounding popular destinations.
  • Best research tool: Local tourism websites and community publications.
  • Best travel tip: Leave some room in your itinerary for the unexpected.

The goal isn’t necessarily to find a destination that absolutely nobody has heard of. That might be difficult unless you’re planning to vacation on a deserted island with three goats and a Wi-Fi problem.

Instead, look for underrated destinations places that may be overlooked but have plenty to offer.

How Do You Find Hidden Gem Travel Destinations?

One of my favorite ways to find hidden gems is to start with a destination that everyone already knows.

Popular destinations can be your starting point rather than your final destination. If a national park, major city, beach, or famous attraction is drawing visitors, take a look at the communities surrounding it.

Search for small towns within an hour or two of the popular destination. You may find a historic downtown, independent restaurants, scenic roads, local shops, or outdoor adventures that never made the big travel lists.

This approach also gives you options. You can visit the famous attraction for a day and then retreat to a quieter town where you can relax afterward.

Pro Tip: When researching a popular attraction, zoom out on your map. Look for the towns surrounding it rather than focusing only on the attraction itself.

Sometimes the road to the famous attraction leads to an even better discovery along the way.

What Should You Search for When Looking for Underrated Places?

Generic searches tend to give you generic results.

Instead of searching for “best places to travel,” get specific. Try phrases such as:

  • Hidden gems in [state]
  • Underrated towns in [state]
  • Charming small towns near [destination]
  • Best weekend getaways in [region]
  • Scenic towns near [city]
  • Underrated food destinations
  • Quiet coastal towns
  • Historic towns worth visiting
  • Best small towns for a weekend getaway

Once you find one interesting destination, keep digging.

A search for a small town might lead you to a historic district. The historic district might lead you to a local bakery. The bakery might lead you to a farmers market. Suddenly, you have the beginnings of a weekend trip, and you haven’t even packed your suitcase yet.

The research rabbit hole is real and sometimes it leads somewhere delicious.

How Can Food Help You Find Hidden Travel Destinations?

If you know me, you probably aren’t surprised that food gets its own section.

One of the easiest ways to determine whether an overlooked destination is worth visiting is to see what locals are eating.

Search for independent restaurants, cafés, bakeries, farmers markets, food festivals, specialty food shops, and farm-to-table restaurants. Don’t just look at the big chains.

A small town with a thriving local food scene often has other interesting things happening, too.

Look for the places locals recommend rather than simply the restaurants with the most tourist reviews. A tiny café serving homemade pastries may tell you more about a community than a restaurant with a 12-page menu. I would rather support a locally owned business.

And yes, I will happily plan part of a trip around breakfast. This is research, after all.

A delicious breakfast can be an excellent introduction to a new destination.

Where Can You Find Local Travel Recommendations?

Once you have a destination in mind, go local.

Visit the area’s official tourism website and look beyond the homepage. Check the events calendar, local attractions, seasonal activities, restaurant listings, historic sites, and suggested itineraries.

Then go one step further.

Search for the local newspaper, community magazine, regional bloggers, and websites written by people who actually live there. These sources can introduce you to places that don’t necessarily appear on national travel websites.

Local writers often know about the new café that just opened, the annual street festival, the favorite neighborhood restaurant, or the scenic trail that doesn’t get nearly as much attention as the famous one nearby.

Pro Tip: If you’re traveling for a specific event or attraction, check whether tickets or reservations should be booked in advance. Small-town events can be surprisingly popular, and “I’ll just get tickets when I arrive” doesn’t always end well.

Local sources can reveal the stories, places, and events you won’t always find in a national guidebook.

How Can Maps Help You Find Hidden-Gem Destinations?

Maps aren’t just for figuring out where you’re going after you’ve already gotten lost. Although I’ll admit, I do love my GPS. It’s hard to beat having someone—or something—tell you exactly when to turn.

But there are still places where cell service disappears completely. That’s when having a paper map tucked into your travel bag can be surprisingly handy. There’s something comforting about having a backup plan when your phone suddenly decides you’re driving through the middle of nowhere.

Maps are also one of my favorite tools for discovering destinations.

Once you’ve chosen a region, zoom in and start exploring. Look for independent bookstores, coffee shops, historic buildings, museums, parks, galleries, farmers markets, antique shops, scenic viewpoints, and locally owned restaurants. Then look at what’s nearby.

If you discover several interesting places clustered together, you’ve probably found an area worth exploring.

And don’t just look at the destinations themselves. Look at the roads connecting them.

One of my favorite examples is a drive I took from the Coos Bay area toward Bandon and Port Orford along the Southern Oregon Coast. I don’t remember exactly which road I took for every mile of that drive—and honestly, I’m glad I don’t. Sometimes the best road trips aren’t the ones where you remember every turn.

What I do remember is the scenery.

It was early in the morning, and the road was lined with towering pine and coastal trees. Fog hung low among the trees, creating that quiet, almost otherworldly feeling that makes you want to slow down and take it all in. The kind of morning where you find yourself thinking, Okay, this is why I love traveling.

The destination was Bandon and eventually Port Orford, but the drive itself became part of the adventure. If you want to visit this area, read my guide Weekend in Bandon & Port Orford, Oregon: Coastal Views, Slow Travel & Where to Eat

That’s something worth remembering when you’re planning a trip: don’t always choose the fastest route.

If you have the time, look for scenic byways, coastal roads, forest routes, and backroads connecting the places you want to visit. A slower drive may add a little time to your itinerary, but it can also give you the kind of scenery you’ll remember long after you’ve forgotten what time you arrived.

Sometimes the road between two destinations is the hidden gem.

The road to Bandon and Port Orford was almost as memorable as the destinations themselves especially with the morning fog drifting through the trees.

What Historic Places Make Good Hidden-Gem Destinations?

History can be another great clue when you’re searching for an underrated destination.

Look for old railroad towns, mining towns, historic downtowns, heritage sites, historic homes, old theaters, museums, and preserved neighborhoods.

You may be surprised by how much history is tucked away in communities that don’t make the typical tourist lists.

A historic downtown also tends to be a wonderful place for a leisurely afternoon. You can walk, browse local shops, stop for coffee, find lunch, and take plenty of photos without rushing from one attraction to another.

That sounds like a pretty good travel day to me.

A little history can turn an ordinary walk through town into a journey through time.

What Are the Best Outdoor Activities in Hidden-Gem Destinations?

You don’t need a famous national park to enjoy the outdoors.

Small towns and lesser-known destinations often have hiking trails, lakes, rivers, waterfalls, scenic overlooks, botanical gardens, beaches, parks, and beautiful country roads nearby.

Look at local recreation websites and trail resources like AllTrails when planning your visit. Pay attention to seasonal conditions, parking, trail closures, and whether permits or reservations are required.

And remember: outdoor adventures don’t have to mean conquering a mountain before breakfast.

A short nature trail, peaceful park, scenic picnic spot, or easy walk can be just as enjoyable.

Especially if there’s a café waiting for you afterward.

You don’t need a famous trail to find a beautiful place to breathe, wander, and reconnect with nature

When Is the Best Time to Visit a Hidden-Gem Destination?

Once you’ve found your destination, consider visiting during the shoulder season. If you are looking for more information about shoulder season, read my guide to help you: Off-Season Travel: Why Traveling Outside Peak Season Saves

A place that feels busy in the middle of summer might be wonderfully peaceful in spring or fall. You may also find more availability at hotels and restaurants, smaller crowds, and seasonal events that give you another reason to visit.

Fall foliage, spring flowers, farmers markets, holiday celebrations, and harvest festivals can completely change the personality of a destination.

Before booking, check the local event calendar and seasonal opening hours. Some small businesses and attractions have limited schedules outside of peak season.

Sometimes the quieter season is when a destination really shines.

How Do You Explore a Hidden Gem Once You Arrive?

Here’s my biggest tip when you finally arrive at your hidden gem destination: don’t plan every second of your day.

Give yourself permission to wander.

Take a different street. Wander into that little bookstore you noticed while walking by. Stop at the café you didn’t research ahead of time. Sit in a park for a while. Take the scenic route instead of the fastest one.

And don’t be afraid to ask the locals for recommendations.

Trust me on this one. Asking a shop owner where they like to eat, grab coffee, or spend an afternoon has helped me discover some of the most unique local places I’ve visited. I’ve found restaurants, cafés, shops, and little gems that I probably never would have discovered on my own.

Sometimes the best travel recommendations don’t come from a search engine. They come from someone who actually lives there.

This is one of the reasons I love hidden-gem travel. You don’t have to race from one must-see attraction to another just because a travel website says you should. Slow down. Look around. Pay attention to what’s happening around you. Talk to the locals.

Those spontaneous moments are often the ones you’ll remember.

And if you’re traveling solo, there’s an added bonus: you get to change your plans whenever you want.

Want to spend another hour over coffee? Go for it.

Found a bookstore you love? Stay awhile.

A shop owner recommends a restaurant you’ve never heard of? Give it a try.

Changed your mind about visiting the museum? That’s okay, too. Nobody is waiting for you to make a decision.

That’s one of the best things about traveling on your own. Your day belongs to you.

Leave a little room in your itinerary for the places you never planned to find and don’t be afraid to ask a local where they would go.

Your Next Hidden Gem May Be Closer Than You Think

Finding hidden-gem travel destinations isn’t really about discovering a place that has never been visited before.

It’s about looking at familiar travel advice differently.

Instead of automatically choosing the most popular destination, look at what’s nearby. Instead of following every “must-see” list, search for locally owned businesses. Instead of planning every minute, leave some room for discovery.

Your next great getaway could be a small town you’ve driven past dozens of times.

It could be a café you’ve never noticed.

It could be a scenic road that wasn’t part of the original plan.

Or it could be somewhere completely unexpected.

The best part?

You don’t always have to go far to find a new adventure.

So grab a map, start searching, and give yourself permission to take the road that looks interesting even if it wasn’t part of the original plan.

Because sometimes the places we almost overlook become the places we never forget.

Stay curious, stay hungry, and keep exploring!

–Beth
Open suitcase filled with winter clothing, accessories, and travel essentials for a winter getaway.

Start Planning Your Winter Getaway

Beth Glosner  | 

Late Summer has arrived, which means summer is slowly giving way to cooler mornings, earlier sunsets, and that unmistakable feeling that the year is moving along a little too quickly.

And if you’re anything like me, you may still be thinking about summer adventures, not winter travel.

But here’s the thing: winter is closer than it feels.

If you’re dreaming about a snowy escape, a sunny beach, a cozy city getaway, or simply a few days somewhere that isn’t your everyday routine, September is a great time to start putting those plans together.

You’re not necessarily too late. But I wouldn’t wait until December to decide where you’re going in December.

Let’s Dig In!

Disclaimer

This post contains affiliate links to the products that I use and trust. This means that I might receive a small commission (at no extra cost to you) if you make a purchase using any of my links below. See full disclosure here

1. Your calendar is about to get very full

Summer can feel wonderfully loose. There are longer days, vacations, outdoor events, and maybe even a little more breathing room in the schedule.

Then September arrives.

Suddenly there are appointments, work projects, school activities, fall events, holidays, and approximately 47 things you somehow agreed to do. Then there is all the holiday shopping. I’m already exhausted thinking about all the shopping.

Trying to coordinate a winter trip when everyone’s calendar is already packed can turn a fun getaway into a scheduling puzzle.

Planning now gives you a chance to look at the calendar while there is still some room to maneuver.

And if you’re traveling solo, this part is even easier—you don’t have to coordinate with anyone else’s schedule. But you still need to consider your own work commitments, holiday plans, and everything else competing for your time.

2. You have more choices when you start early

One of the biggest advantages of planning isn’t always getting the absolute lowest price.

Sometimes it’s simply having choices.

Want a hotel in a particular neighborhood? Prefer a room with a view? Need a flight at a reasonable hour? Hoping to snag a popular tour?

The earlier you start looking, the more options you’re likely to have.

That matters to me because I don’t want to spend my vacation compromising on something important simply because I waited too long.

I’m not saying you need to book every single thing immediately. Start researching. Compare options. Watch prices. Figure out what matters most to you.

Then you can make informed decisions instead of scrambling later.

3. Winter doesn’t mean “off-season” everywhere

It’s easy to think of winter as a quiet travel season.

And in some places, it absolutely is.

That’s one of the reasons I enjoy off-season travel. Fewer crowds can mean a slower pace, easier sightseeing, and sometimes better value. If you’re interested in traveling when the crowds thin out, take a look at my guide to The Benefits of Off-Season Travel.

But winter is also peak season in plenty of destinations.

Think ski towns, warm-weather escapes, holiday markets, and tropical destinations. Add Thanksgiving, Christmas, New Year’s, school vacations, and long weekends to the mix, and suddenly a destination that seemed quiet isn’t so quiet anymore.

If you’ve had your eye on a particular place, check its winter calendar before assuming you’ll be able to find a room whenever you want one.

Popular places have a funny way of becoming very popular when everyone else has the same idea.

4. You can actually get the trip you want

There’s a difference between taking a trip and taking the trip you actually wanted.

Maybe you want to stay somewhere walkable so you don’t need a car.

Maybe you’re looking for a quiet little inn instead of a huge resort.

Maybe there’s a restaurant you’ve been wanting to try or a particular tour that caught your attention.

Those little details are often what make a trip memorable.

Planning ahead gives you a better chance of building the experience around what you actually enjoy instead of simply accepting whatever is left.

And honestly, that’s one of my favorite things about travel planning.

The little details count, but remember to leave a little time in your itinerary to explore the place you are vacationing.

5. Planning gives you something to look forward to

There is something wonderfully comforting about having a trip on the calendar.

Especially as the days get shorter.

If you’re heading somewhere warm, you can look forward to sunshine while you’re pulling on a sweater at home.

If you’re heading somewhere snowy, you can start imagining cozy cafés, twinkling lights, crisp winter air, and streets covered in snow.

And the anticipation is part of the fun.

I love having something to look forward to. Sometimes simply knowing that an adventure is coming can make an ordinary Tuesday feel a little less ordinary.

6. You have time to work out the details

Travel isn’t just about choosing a destination and buying a ticket.

There are all those little things.

Does your passport need to be renewed?
Do you need travel insurance?
Will you need a rental car?
What will the weather actually be like?
Do you need reservations for the activities you want to do?
What will you pack?

Starting early gives you time to answer those questions without panic.

It also gives you time to change your mind.

Maybe you discover that the destination you originally had in mind isn’t quite right. Maybe you find somewhere even better.

That’s much easier to do when you’re researching months ahead rather than trying to plan everything two weeks before departure.

7. You can spread out the cost

One of my favorite reasons to plan ahead is that travel doesn’t have to feel like one enormous expense landing on your credit card at once.

Depending on the trip, you may be able to book flights and accommodations separately, reserve activities in advance, or simply start putting money aside specifically for the trip.

Planning early also gives you time to watch for sales and compare prices rather than feeling pressured to book the first option you find.

And don’t forget to look at the whole cost of the trip, not just airfare.

Transportation, lodging, meals, attraction tickets and admission fees, parking, baggage fees, and little purchases along the way can add up quickly.

A little planning now can help prevent an unpleasant surprise later.

8. You can shop your closet before you shop for more

Winter travel can bring its own packing challenges.

If you’re heading somewhere cold, you’ll need layers. If you’re heading somewhere warm, you may need clothing that doesn’t get much use at home.

Before you go shopping, take a look at what you already own.

You might be surprised by what you can put together.

If you do discover you need something, having several months before your trip gives you time to find it rather than panic-buying something expensive or that is truly not your style the night before you leave.

And if you’re heading somewhere warm during winter, late summer can be a good time to see what summer clothing you already have before seasonal merchandise disappears from stores.

Where Should You Go This Winter?

Now comes the fun part.

Where should you actually go?

That depends entirely on what you’re craving.

Want sunshine?

Consider a winter escape to places such as Florida, Southern California, Arizona, Texas, or the Caribbean.

You don’t necessarily need to spend a week sitting on a beach. Winter can be a wonderful time for a city break, a road trip, a food-focused getaway, or a combination of sightseeing and sunshine.

For something with history and charm, Charleston, South Carolina is worth considering. You can wander the historic district, explore the city’s architecture, enjoy the food scene, and still find plenty of opportunities to get outside.

It you are looking for some ideas to start your warm weather daydreams take a look at my guide 8 Winter Getaways: Where to Escape the Chill

Want a cozy winter city?

Look toward destinations that embrace the season rather than trying to escape it.

Quebec City can feel wonderfully magical in winter, especially if you’re looking for historic streets, cozy cafés, and that storybook feeling.

Or consider a winter city trip somewhere like Madison, Wisconsin, where you can embrace the cold with good food, museums, history, and plenty of cozy places to warm up.

Want snow and scenery?

If snow is part of your ideal winter vacation, ski destinations aren’t your only option.

Look for places where you can enjoy winter hiking, scenic drives, snowshoeing, holiday markets, or simply sitting somewhere warm and watching the snow fall outside.

You don’t have to be a skier to enjoy winter.

In fact, sometimes my favorite part of a snowy destination would be the part where I’m inside with a warm drink watching everyone else brave the slopes. 

Hot Toddy, anyone!

Or maybe you want to go somewhere completely different

Winter can also be a fantastic time to experience another culture.

Depending on where you travel, winter may bring smaller crowds, seasonal celebrations, beautiful landscapes, or an entirely different atmosphere than you’d experience during the summer.

That’s one of the reasons I love travel so much.

There isn’t one “right” way to do it.

You can chase sunshine.

You can chase snow.

You can wander through a historic city.

You can take a road trip.

Or you can find a little place you’ve never heard of and see what happens.

And if a road trip is calling your name, my guide to The Best Road Trip Planner Apps can help you start mapping out your adventure.

Late Summer Is Your Reminder

I’m not saying you need to book a winter vacation tomorrow.

But the end of summer is a good reminder that winter really isn’t that far away.

If you’ve been talking about taking a trip, start looking.

If you’ve had a destination saved on your phone for months, check it out.

If you don’t know where you want to go yet, start making a list.

And if travel isn’t in the budget this year, there’s still something valuable about dreaming and researching. You can start saving now and have a plan ready for the next opportunity.

For me, that’s one of the best things about travel.

The adventure doesn’t always begin when you walk out the front door.

Sometimes it begins when you open a map, start researching a destination, and think:

“Maybe I could go there.”

So, where are you dreaming about going this winter?

Let me know where you’re headed—or where you’d love to go—in the comments.

Stay curious, stay hungry, and keep exploring!

–Beth