Celebrate Love at Great Oak Manor this February!

If you’re looking for a thoughtful and unique idea for Valentine’s Day this year, consider spending a relaxing weekend on Maryland’s Eastern Shore.

Great Oak Manor is a romantic bed and breakfast, nestled on a bluff overlooking the Chesapeake Bay. Whether you’re looking to relax with a book and a glass of wine by a warm fire or to explore all the beauty the Chesapeake has to offer, Great Oak Manor is the perfect place to enjoy a few days away with the special someone in your life.

To share the love, Great Oak Manor will offer our guests complimentary chocolate and flowers all month long! You can also add a delicious dinner for two for an additional $100.

Dinner includes: choice of filet, crab cake or salmon entree plus side, salad, dessert, and a bottle of wine!

There is also plenty to do in Chestertown all month long. This vibrant town boasts unique shops, art galleries, fantastic restaurants, as well as musical entertainment and festivals:

Pizza Night at Crow Vineyards – February 10
Enjoy a variety of handmade artisan pizzas made using fresh ingredients paired with Crow Vineyard wine.

Chester Gras – February 10
You don’t have to fly to New Orleans to participate in Mardi Gras! Chester Gras is Chestertown’s Mini Mardi Gras celebration. Watch the Mardi Gras parade and enjoy a silent auction, 50/50 raffle, music, dancing, and tasty treats!

Rivers to Canal – Valentine Vino Wine Trek – February 11
Visit the three wineries throughout the day and enjoy a unique activity at each winery. Create your own Bath Salt Potion at Broken Spoke Winery; paint a holiday inspired wine glass at Chateau Bu-De Winery; and enjoy a Chocolate & Wine Pairing with hand crafted Nolia Chocolates at Crow Vineyard & Winery. Reservations are required.

The Little Prince – February 16 (Opening Weekend)
See Antoine de Saint-Exupéry’s delightful story come to life!