Rekindle and Refresh on a Girlfriends Getaway to Talbot County

July 28, 2022 by Krista Boothby

Gather your gal-pals and head to Talbot County, Maryland for a weekend or whole week of rekindling your friendships. With Chesapeake Bay views and cool breezes, you and your friends will have a beautiful backdrop for which to retell old stories and build new ones for lasting memories. Here’s our suggestions on how to spend the time:

Where to Stay

The Wylder Hotel on Tilghman Island

Together in One Space

Rent a spectacular home on the water so you can stay up late to watch favorite movies and cook your own Maryland Crab Feast.

Separate but Together

Let someone else take care of the little things, our quaint B&Bs have cozy rooms and grand breakfasts, or book a block of rooms at one of our stylish, full-service hotels.

Where to Eat

Seafood served at the Crab Claw restaurant

Cheers to Friendship!

Toast your reunion with a refreshing glass of something! Talbot County boasts many great spots for wine, beer, and spirits tastings, tempting cocktails, and maybe a little music.

Dig Into a Crab Feast

The Eastern Shore is all about eating Maryland’s Blue Crabs. Order a bushel for the table to share! Along with sides of corn-on-the-cob and Cole slaw, it’s a fun way to experience the bounty of the Bay. No into cracking crabs? There are so many options for whatever you all are craving.

What to Do

Kayaking the Chesapeake Bay

The Arts Capital of Maryland’s Eastern Shore!

Easton’s Avalon Theatre has been welcoming nationally recognized performers for 100 years! The art deco venue’s calendar features concerts, musicals, and comedians. Easton is also home to numerous galleries and the prestigious Academy Art Museum. Both St. Michaels and Oxford play host to outdoor concerts and arts festivals. Annual arts events include the Eastern Shore Sea Glass Festival, now held twice per year, and Plein Air Easton, a week-long dedication to outdoor painting. And be sure to check out events calendar for festivals, concerts, shows, and more!

Share an Outdoor Adventure

Picturesque settings are commonplace in Talbot County, with the Chesapeake Bay waters dotted with sailboats, the sky speckled with fluffy clouds, and tall grasses bending in the breeze. You and your companions can traverse the waves kayaking, cycle along the Chesapeake Country All-American Road, clink glasses on a sailing excursion, or walk the numerous wilderness trails throughout the county.

Rekindle with some R & R

In this case, some relaxation and retail therapy! In St. Michaels, stroll Talbot Street for some of the best eclectic boutiques and shops on the Eastern Shore or visit the Inn at Perry Cabin’s full service spa. Easton’s Goldsborough Street starts a tree-lined block of select clothing, antique, and specialty shops, along with several spa and salon choices.

More Ideas

If you need further ideas, peruse our website or call our Visitor Center. Enjoy your time together in Talbot County!

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Stories of the Chesapeake