ITINERARIES

A Romantic Weekend in Downtown Easton

Easton park square Talbot County.

Enjoy a romantic weekend escape with the one you love in downtown Easton, Maryland.

This itinerary, designed for two nights and three days, offers just the right mix of relaxation and exploration.

Day 1:


Settle In

Arrive in Easton on Friday afternoon and settle in at the Hummingbird Inn. After dropping your bags, stretch your legs with a leisurely stroll to acquaint yourself with the town before enjoying a relaxing dinner.  Easton is a foodie haven, so whether you’re seeking an elegant fine-dining experience, a cozy bistro, or a laid-back pub, there is something for every palate. For a memorable evening, dine at Bas Rouge, to enjoy the creations of 2024 James Beard Foundation award-winning chef, Harley Peet.

Day 2:


Explore the Area

Saturday begins with an Instagram-worthy 4-course spread prepared by Owner/Chef Eric Levinson paired with Rise Up Coffee. Afterwards, take advantage of the inn’s complimentary bicycles to explore Easton’s Rails-to-Trails where you can view the Frederick Douglass on the Hill Mural as you head south on the trail. On your return route, stop at The Market at Dover Station for a unique shopping experience.  

Return your bikes to the Hummingbird Inn and rest before heading out to explore downtown Easton for the afternoon and evening. Grab a cold pressed juice or smoothie from Bumble Bee To-Go to fuel your afternoon of shopping and exploring. Check out the Academy Art Museum, where free admission allows you to explore their latest exhibit before wandering through Easton’s many art galleries. Get lost for awhile and find your next read at Vintage Books and Flying Cloud Booksellers. Make it a truly romantic weekend with a gift from Silver Linings or Colonial Jewelers.

Grab an early dinner and cocktail at Legal Assets before taking in the latest entertainment at the Avalon or Prager Family Center for the Arts. 

Best restaurants in Easton. Legal Assets restaurant in Talbot County, Maryland
Legal Assets, a buzzy restaurant is located in a two-story Victorian House in downtown Easton.

Day 3:


A Final Hoorah

On Sunday morning, linger over coffee and breakfast at the Hummingbird Inn before making your last rounds through Easton. Cap off your visit with a couples’ massage at Terrasse Spa within the Tidewater Inn.  

Tips for a Memorable Weekend:

Make Reservations: While walk-in guests are always welcome, availability may be limited at times, so a reservation will guarantee your space and eliminate undue stress.

Check our Calendar of Events: Explore our calendar of events to help plan your weekend getaway to coincide with festivals and live performances at the Avalon or Prager Family Center for the Arts.  Bring Your Dog:  The Hummingbird Inn and many venues throughout Easton are dog-friendly, so depending on your plans, consider bringing your pup with you.