Easton, MD: The Ultimate Weekend Getaway on Maryland's Eastern Shore

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

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.
Small-town shopping with a big personality

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.

Wake up refreshed and ready to explore at The Hummingbird Inn.

From Bay to Brunch

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

Chesapeake flavors and Eastern Shore hospitality all in one bite or maybe several!

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.

From Chesapeake shores to brush strokes — Easton paints a pretty picture.

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:

Shopping small never looked (or felt) so good.

Day Trips & Nature Breaks Around Easton

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

Just you, the water, and a whole lot of peace.

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
Hi, I’m Beth! Growing up as a pescatarian in a family of meat lovers, I had to get creative at the dinner table (the family dog was a big fan of my strategy). My love for food, travel, and photography was sparked at home and grew into Bite-Sized Adventures. Join me as we explore the world one bite and snapshot at a time!

Leave a Reply

Your email address will not be published. Required fields are marked *