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Looking to slow down, breathe deep, and explore a town where art, food, and nature live in perfect harmony? Easton, Maryland is your hidden gem just over an hour from Annapolis. With its charming downtown, thriving arts scene, and food that’ll make your tastebuds sing, this spot is tailor-made for your next weekend adventure. Let’s Dig In.

Why Easton Is the Getaway You Didn’t Know You Needed

Whether you’re escaping the chaos of city life or planning a relaxing romantic retreat, this town delivers on all fronts:

• Cultural Vibes: Home to one of the region’s top art museums and a walkable arts district.
• Locally Loved Eats: Think fresh seafood, artisan bakeries, and dreamy bistros.
• Retail Therapy: From antiques to boutique fashion, Easton shopping is a whole vibe.
• Outdoor Escapes: Close to the Chesapeake Bay, perfect for biking, kayaking, and birdwatching.

Pro Tip: Come hungry, leave inspired. Bring walking shoes and an empty weekend calendar.

 Where to Stay — Historic Charm Meets Modern Comfort

Start your visit with the perfect home base. Check into the Tidewater Inn, a 1940s icon located in the heart of downtown. You’ll find plush beds, cozy nooks, and a walkable location close to everything. Want something more intimate? The Hummingbird Inn offers B&B charm, homemade breakfasts, and Southern-style porches you’ll never want to leave.

From Bay to Brunch

Easton might be small, but it’s dining game is strong:

• Out of the Fire: Wood-fired everything, farm-to-table freshness.
• Bas Rouge: Chic fine dining with European flair — perfect for date night.
• Weather Gage: Coffee, pastries, and locally loved vibes.
• Doc’s Downtown Casual bar and restaurant.

Pro Tip: Make reservations for dinner on weekends — these spots fill up fast.

 Explore the Arts

Art is in this town’s DNA. Start with the Academy Art Museum, where rotating exhibits feature both local talent and national names. Want more? Gallery-hop along Harrison and South Street where spaces like The Trippe Gallery and Studio B keep the creativity flowing.

Pro Tip: Visit during First Friday Gallery Walks to mingle with artists and catch live music.

Shop Like a Local

You’ll find treasures on every corner:

• Curlicue : Eclectic gifts, coastal home decor and jewelry.
• Vintage Bookstore & Gallery: Old books, local art, and coffee in one stop.
• Levity: Boutique fashion with a relaxed, chic vibe.
• MARC|RANDAL: Euro styling with cutting-edge appeal.

Day Trips & Nature Breaks Around Easton

Just a short drive away, you’ll find more Eastern Shore magic:

• St. Michaels: Waterfront town with cute shops, wine tastings, and boat tours.
• Oxford: A sleepy harbor town with bikes for rent and ferry rides.
• Pickering Creek Audubon Center: Nature trails, birdwatching, and serenity now.

Pro Tip: Rent bikes or kayaks in town — or just slow-walk it all.

Are You Packed Yet?

Easton is more than a stop — it’s a whole mood. With cozy places to stay, art on every block, and flavors that tell a story, your weekend away might just turn into your new favorite tradition. Pack light, come curious, and make room in your camera roll.

Got a favorite Easton spot I missed? Drop it in the comments or tag your trip with #EastonMDGetaway.

Looking for things to do in Annapolis read the blog 24 Hours in Annapolis.

Stay curious, stay hungry, and keep exploring!

-Beth

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Hungry in Annapolis? Whether you’re visiting for a day or lucky enough to call this charming capital home, you’re probably wondering: Where should I eat right now? From fresh crab feasts to creative small plates and decadent desserts, Annapolis knows how to feed you right. This list isn’t just about what’s trendy — it’s about what tastes amazing. Let’s Dig In.

1. Iron Rooster — All-Day Brunch Heaven

Ever wish brunch lasted all day? At Iron Rooster, it does. Famous for its giant homemade Pop-Tarts and chicken & waffles, this place nails comfort food with a local twist. Located near City Dock, it’s a must-stop before a day of exploring.

Pro Tip: Weekends get busy — go early or aim for a weekday morning.

2. Preserve — Modern American with a Fermented Flair

Into pickles? Then you’ll love Preserve, a cozy spot on Main Street turning preserved veggies into menu stars. Expect seasonal dishes, craft cocktails, and a fresh spin on Mid-Atlantic flavors. Think: roasted beets, sauerkraut pierogis, and ricotta gnocchi.

Pro Tip: Make a reservation — the space is small, but the flavor is big.

3. Vin 909 — Wood-Fired Pizza & Wine in Eastport

Cross the Spa Creek Bridge into Eastport and discover Vin 909, a cozy bungalow turned wood-fired pizza haven. Their farm-to-table menu changes daily, and the wine list is just as thoughtful. Great for date nights or a casual foodie hangout.

Pro Tip: No reservations here — arrive early or expect a short wait (totally worth it).

4. Boatyard Bar & Grill — Where Locals Go for Crab

This spot is pure Annapolis: nautical decor, boat shoes, and World’s Best Crab Cake Dinner. Sailors and locals love the Boatyard Bar & Grill for its laid-back vibe and standout crab cakes. It’s Maryland, so trust the crab.

Pro Tip: Grab a local beer or Orange Crush to wash it all down.

5. Chick & Ruth’s Delly — Quirky, Classic, and Full of Heart

Come for the kitschy vibe, stay for the massive milkshakes and towering sandwiches. Chick & Ruth’s is a longtime Annapolis institution that feels like stepping into a retro sitcom — in the best way.

Pro Tip: Check out their daily Pledge of Allegiance tradition around 8:30 AM.

6. Blackwall Hitch — Waterfront Dining with a View

Blackwall Hitch nails the vibe for upscale dining with gorgeous water views. The seafood is fresh, the cocktails are classy, and live music often sets the mood. Ideal for a fancier night out or celebration dinner.

Pro Tip: Ask for a table on the deck for prime sunset views.

7. Lemongrass — Thai Food with a Kick

Need a break from crab cakes? Try Lemongrass, Annapolis’s go-to Thai restaurant. With bold curries, crispy spring rolls, and tangy pad Thai, it’s a flavorful detour from typical tourist fare.

Pro Tip: Great for takeout too — grab a curry and picnic at the waterfront.

8. Mason’s Famous Lobster Rolls — New England Taste, Maryland Heart

This fast-casual favorite brings Maine’s famous lobster rolls to Maryland. Mason’s doesn’t overdo it — just buttery rolls, fresh lobster, and simple sides. Perfect for a quick but unforgettable lunch.

Pro Tip: Skip the line and order online for pick-up, then take the food to nearby Ego Alley to eat with a view.

Eat Your Way Through Annapolis

Annapolis might be small, but its food scene packs a punch. Whether you’re craving comfort food, global flavor, or dockside seafood, this city’s a seat waiting for you. Bookmark this list, bring your appetite, and maybe wear stretchy pants (just saying).

Which spot are you dying to try? Share your favorite local eats in the comments or tag your food pics with #AnnapolisBites—I’d love to see what’s on your plate.

Stay curious, stay hungry, and keep exploring!

–Beth

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Sip, Savor, and Explore Annapolis’ Best Java Shops

If you’ve ever visited Annapolis, you know it’s a city that exudes charm, history, and coastal beauty. But something else makes this Maryland gem truly special—the caffeine scene. Whether you’re looking for a cozy corner to sip your morning brew or a lively spot to people-watch, Annapolis has a coffee shop for every type of java lover. From artisan roasts to unique blends and cozy atmospheres, this city’s brew shops will keep you caffeinated while you explore its historic streets.

Let’s dig in and discover the best spots to grab a cup of joe in Annapolis!

1. Sofi’s Crepes and Coffee – Where Crepes and Caffeine Meet

Are you looking for a cozy, welcoming spot to enjoy a delicious crepe and a rich cup of joe? Sofi’s Crepes and Coffee is the place for you. Located just off Main Street, Sofi’s has become a local favorite for breakfast, brunch, and an expertly brewed cup. Their java is made from beans by a local roaster. 

But it’s not just the java worth mentioning; their sweet and savory crepes are a game-changer. Whether you’re in the mood for a classic Nutella-filled crepe or a savory option with cheese and tomato, there’s no way you’ll leave hungry—or without a smile.

Pro Tip: Pair your high octane with one of their signature crepes for the ultimate Annapolis breakfast experience.

2. City Dock Coffee – Local Brews with a Waterfront View

Situated near the water at City Dock this local expresso shop offers a stunning view of the harbor and a top-notch cup of joe. City Dock Cafe has a laid-back vibe perfect for grabbing a quick pick-me-up before heading out for a stroll by the water.

Their signature drinks are a must-try. But the real charm of this place comes from its quaint, nautical-inspired decor and the easygoing atmosphere where you can sip your brew while watching the boats go by.

Pro Tip: Visit their outdoor seating on a nice day—grab a cup, sit back, and watch the world go by!

3. The Federal House – History Meets Brew in Annapolis’ Oldest Pub

While the Federal House is primarily known as a historic tavern, it doubles as an unexpected haven for brew lovers. If you’re in the mood for something a little more rustic, head over to this iconic spot in the heart of Annapolis. They serve rich coffee that pairs perfectly with their hearty breakfast options.

What’s special about The Federal House is its blend of history and comfort. Founded in 1682, this pub is one of Annapolis’ oldest establishments and still retains its historic charm. Whether you’re a history buff or a bean connoisseur, you’ll enjoy the warm atmosphere as much as the cup in your hand.

Pro Tip: Grab a seat by the fireplace for a cozy, intimate caffeine experience.

 4. 49 West Coffeehouse, Winebar & Gallery – Where Coffee Meets Culture

If you love your coffee with a side of creativity, 49 West is your go-to spot. Located in the heart of historic downtown Annapolis, this cozy, European-style café is more than just a place to grab a latte—it’s a hub for local art, music, and community.

Step inside and you’ll find walls adorned with rotating art exhibits, a menu full of rich espresso drinks and classic café fare, and an eclectic and welcoming vibe. Whether meeting a friend, catching a live jazz performance, or enjoying a quiet morning with your favorite book, 49 West offers a uniquely Annapolitan caffeine experience.

Pro Tip: Check out their event calendar—in the evenings, there are often live music, poetry readings, or gallery nights.

5. Curate Annapolis – Where Style Meets Specialty Coffee

If you’re looking for a chic spot that blends upscale design with serious coffee game, Curate Annapolis is your dream café. Tucked into a stylish corner of West Street, Curate is equal parts boutique and java bar—think thoughtfully sourced beans, minimalist decor, and a space that feels like your Pinterest board came to life.

Curate focuses on high-quality caffeine drinks crafted with precision, often using beans from some of the best roasters. It’s the kind of place where your pour-over comes with a little education and your latte looks like it could grace a magazine cover. And the best part? You can sip your brew while browsing a curated selection of gifts, accessories, and home goods.

Pro Tip: Try their seasonal lattes—they’re as beautiful as they are delicious, and often inspired by local flavors.

6. Bakers & Co – European Vibes and Seriously Good Coffee

Step into Bakers & Co., and you’ll feel like you’ve been transported to a charming European café right in the heart of Eastport. This small but mighty spot is known for its artisanal approach to both baking and brewing, offering a menu packed with hand-crafted pastries and perfectly pulled espresso shots.

Their caffeine menu may be simple, but it’s spot-on—each cup is brewed with care using quality beans that bring out rich, bold flavors. And don’t even get us started on the baked goods. Whether you grab a buttery croissant, a warm scone, or their seasonal quiche, it’s clear this place takes its pastries just as seriously as its caffeine.

Pro Tip: Arrive early—the best pastries tend to sell out fast or pre-order online, and the cozy space fills up with locals in the know.

Sip Your Way Through Annapolis’ Best Caffeine Shops

Annapolis isn’t just for history lovers or seafood enthusiasts—it’s also a hidden gem for brew connoisseurs. From cozy cafes to local roasters and artisanal brews, there’s no shortage of spots to indulge in a cup of the good stuff.

So, next time you find yourself in this charming city, take a java break and savor all the flavors Annapolis offers. Whether exploring the historic streets or enjoying the view, a great cup of joe is always available.

Stay curious, stay hungry, and keep exploring!

-Beth