Dorchester is known as the Heart of the Chesapeake, so it’s a wonderful place to celebrate with your Valentine, whether you’re coming to visit or you live here and you’re staying at home. A few ideas that we’ve gathered for you that have been announced on social media:

Hyatt Regency Chesapeake Bay ResortSpark some romance with a getaway

Plan a getaway and book a room at one of Dorchester’s quaint B&Bs, hotels, or at the 342-acre Hyatt Regency Chesapeake Bay Resort with fireplaces to cozy up to. Riverside Lodge at Hoopers Island has a limited number of all-inclusive packages. See our listing of accommodations.


Eagles at Blackwater National Wildlife Refuge - photo by Lisa MayoLet your heart soar

Hold hands while you hike with your Valentine on one of the trails at Blackwater National Wildlife Refuge or at Robinson Neck Preserve on Taylors Island. Bring binoculars to see the winter birds. There’s nothing like watching an eagle or a huge flock of snow geese fly through the air.


Chocolate covered strawberriesGet sweet – or salty

Pick up treats from these bricks-and-mortar spots:

  • Chocolate-covered strawberries, chocolate roses, bacon roses (yes, you read that right!), hot chocolate bombs, and more at the Market at Church Creek (pre-orders recommended)
  • All kinds of freshly baked goods at Bay Country Bakery, including heart-shaped cakes, cookies, and meganuts (huge donuts) (best to call ahead).
  • Pie made from scratch using organically grown & locally sourced ingredients from Mandala Pies (order in advance)
  • Valentine’s cookie decorating kit and Valentine’s-themed cookies from Black Water Bakery
  • Cute gingerbread couple, chocolate-covered strawberries, and more at Simmons Center Market (call ahead to reserve).  Also, pre-order a cheese board from Simmons and get 10% off all wine from Vintage 414.
  • Treat boxes available from DoCoVino Wine Bar & Boutique; for pickup or delivery Feb. 12, 13, and 14
  • Layton’s Chance Winery has a Will You Brie My Valentine basket with brie, wine, sausage, and more. You can customize, too.

Jewelry from Thomas's Fine Jewelry, Cambridge, MDGive a gift from the heart

Find one-of-a-kind and distinctive gifts for your sweetheart in our art galleries and independent shops, or consider a gift card. Friendly shopkeepers will help you find a heartfelt gift, whether it’s jewelry, accessories, flowers, or home decor. See a listing of shops. Original art also makes a wonderful gift. Check out That 50s Show at Main Street Gallery, with 50 works under $50, plus 50% off select pieces. The Dorchester Center for the Arts has a photography exhibit from Tidewater Camera Club members starting Feb. 6. And then there are flowers! Check out Flowers N Things or Florals Unique.

Wine Tasting at the Wine BarGo for Galentine’s

Ladies, grab your BFF and head to DoCoVino Wine Bar & Boutique Feb. 6 for an all-day Galentine’s Celebration with drink and food specials, cheesecake, wine tasting, and live music.



Chocolate and wine pairingThe perfect couple: Wine and chocolate

Indulge in the Wine and Chocolate Pairing at Layton’s Chance Winery Feb. 13 and Feb. 14. Or opt for the virtual Chocolate Lover’s Affair, and pick up your chocolate and wine to enjoy at home, along with a virtual performance of live jazz (benefits the commissioning of a new Harriet Tubman sculpture). (Originally set for Feb. 12, this Chocolate Lover’s Affair has been postponed. Check the Harriet’s Journey Home Facebook page for updates.)


Plan for a romantic dinner

Browse Dorchester’s restaurants and make your reservations or plan for a to-go feast. Some restaurants have announced special Valentine’s menus, including:

Canvasback Restaurant has a Valentine’s Day on-site dining menu on Feb. 13 with entree choices that include 16 oz. t-boone, shrimp scampi, and oysters imperial.

Carmela’s Cucina has a special Valentine’s dine-in menu Friday and Saturday with entree choices such as lobster & crab ravioli, seafood cioppinoo, veal bellagio, and more. Includes two appetizers, two entrees, and a dessert to share. More info

Emily’s Produce is offering to-go dinner bundles featuring all locally grown and produced foods, including a Surf & Turf Bundle, a Steak Bundle, and more. Pick up or arrange delivery for Feb. 12. More info

Fat Ricky’s has a special menu Feb. 14 for on-site dining with a filet mignon and lobster for two, and other meals featuring steak and crabcake and oysters. Reservations required. More info

Neck District Grill has a special menu for on-site dining Feb. 14 with surf and turf, Cornish game hen, and more. More info

Old Salty’s has Valentine’s specials for on-site dining including appetizers such as bacon-wrapped scallops or shrimp, oysters prepared multiple ways, frog legs, and blowtoad (aka puffer fish). More info

River View at the Point has a Valentine’s specials Feb. 12, 13, and 14 featuring filet mignon topped with crab, fried seafood platter, oysters, prime rib, rock fish  topped with crab imperial,  and more. More info.

Simmons Center Market has a to-go surf and turf dinner basket with steak, lobster tail or oysters, sides, and desserts. Call ahead to place your order at  410-228-4313. More info

Suicide Bridge Restaurant has specials for on-site dining Feb. 11-14 with several items, including whole Maine lobster; veal, rockfish, or filet Oscar; champagne salmon, and more. (Regular menu also available). More info

Vintage 414 is offering a 3-course to-go Valentine’s Dinner with lobster and shrimp pot pie for Feb. 13; order by 12pm Feb. 12. Their menu includes suggested wine pairings. More info

For more restaurant options, see our Dorchester County Eats Guide, Pandemic Edition. (Also know that as of Feb. 1, bars and restaurants can stay open past the previous 10pm cut-off.)


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