Dorchester County - Heart of the Chesapeake

Dorchester County is known as the Heart of the Chesapeake (it’s not only how the county is shaped, it’s who we are!), so it’s a wonderful place to celebrate with your Valentine or Galentine, whether you’re coming to visit or you live here and you’re staying at home. Here are a few ideas that we’ve gathered for you so you can enjoy this beautiful spot on Maryland’s Eastern Shore!


Spark some romance with a getaway

Hyatt Regency Chesapeake Bay Resort

Plan a getaway and book a room at one of Dorchester County’s quaint B&Bs, hotels, or at the 342-acre Hyatt Regency Chesapeake Bay Resort with fireplaces to cozy up to, plus holiday-themed treatments at Sago Spa, and love-inspired recreational activities for guests (including a Valentine’s Sip & Paint Feb. 17) Reserve at 410-901-1234.  Cambridge House B&B offers a Romantic Package that includes fresh flowers and gourmet chocolates. See more options on our listing of accommodations.

Valentine’s Events

Chocolate Dip & A Pic

Feb. 10, 9am-1pm
Simmons Center Market hosts some fun: Get a breakfast burrito, take a picture in their 360 degrees Photo Booth and then pick out 6 items to dip in chocolate and decorate. This is a kid-friendly event. No pre-registration needed. $25 per person. 600 Race St., Cambridge. More info.

Chocolate and wine pairingChocolate and Wine Pairing

Feb. 10, 11am-5pm; Feb. 11, 12-4pm
Layton’s Chance Winery hosts a signature pairing – “Because you can’t drink flowers!” Enjoy a fun chocolate and wine pairing with your Galentines or Valentine. Featuring four of Layton’s signature wines and four hand-crafted artisan chocolates from the Market at Church Creek. Limited edition glass available for early ticket buyers. Live music by Overdrawn on Saturday & Makayla Lizzy on Sunday from 1pm-4pm. Saturday will also have local craft vendors and instant photos by Shelli Blake Photography. You can order professional prints or a package as well. $25/person. Buy tickets.

Singles Night at Europa Salon & Spa

Feb. 10, 3-5pm
An evening of pampering, music, food and drinks, shopping and mingling at Europa Salon & Spa in Cambridge. There will be specials available ONLY for this day and time. To take advantage, call to book your service at 410-901-9800.


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!

Looking for an easier stroll? Head to Downtown Cambridge, where you can wander the main streets as you browse the shops, explore the art galleries (free art receptions the evening of Feb. 10 at Main Street Gallery and 3ten Creative Design & Gift Gallery), stop for a cocktail, and enjoy a meal. (And if you want to try something really different for your date night, head to the DoCo Axe Co. for some axe throwing, escape rooms, or golf simulator!)

Thomas's Fine JewelryGive a gift from the heart

Find one-of-a-kind and distinctive gifts for your sweetheart in our 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. For original art, check out “Serendipity at Main Street Gallery, with works by member artists. The Dorchester Center for the Arts has “Celebrating Black Achievement,” a community exhibition, Feb. 2-24. And then there are flowers! Check out Flowers N Things or Florals Unique (Cambridge), Rebecca’s Roses -n- Brianna’s Bows (Hurlock) or the Market at Church Creek. Emily’s Produce is also offering a dried wildflower bouquet.


Chocolate covered strawberriesGet sweet

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

  • Edible flower arrangements (flowers, macaroons, strawberries), chocolate-covered strawberries, bacon roses (made with real bacon!) and more at the Market at Church Creek (pre-orders recommended).
  • Valentine’s-themed cookies and other goodies from Black Water Bakery.
  • Simmons Center Market usually has chocolate-covered strawberries and more (call ahead to reserve; 410-228-4313).
  • T’s Divine Sweets & More has pies, cakes, cheesecakes, and cookies. Order ahead at 443-477-6263.
  • All kinds of freshly baked goods at Bay Country Bakery, including Valentine-themed cakes, cookies, and meganuts (huge donuts) (best to call ahead; 410-228-9111).
  • Mandala Pies has Valentine’s Sweet Boxes with a cinnamon roll apple pie, cookies, and more available to ship!


Valentine's Day

Plan for a romantic dinner

Emily's Produce - Valentine's specials - Cambridge, MDBrowse Dorchester County’s restaurants and make your reservations or plan for a to-go feast. Or bring home some local oysters or crabmeat and create your own romantic evening! See our seafood producers and markets. Some restaurants have announced special Valentine’s menus, and we’ve listed those below. We’ll keep updating this list as restaurants finalize their plans and announce more Valentine’s specials.

  • Blue Ruin plans a week of Valentine’s specials, Feb. 10-17. Tune into Blue Ruin on Facebook or Instagram for details.
  • Emily’s Produce is closed for the winter season, but they have a pop-up shop with several options for Valentine’s, including a grazing tray for two, charcuterie and wine, or dinner for two; dried wildflower bouquet, and pup treat. Order online and pick up at the market or have delivered. (The market is otherwise closed for the winter.)
  • Johnny’s Tavern has Valentine’s Day specials Feb. 14 with filet mignon, salmon, and more.
  • Old Salty’s has a “2 for 1” menu with one starter, two mains, ad one dessert. Includes starter choices of stuffed mushrooms, oyster Rockefeller, black-and-blue steak bites, crab dip, crisply sprouts. Main choices of crab stuffed shrimp, 6o. Lobster tail, pan seared scallops, 12 oz. Waygu Delmonico, rockfish Rockefeller, chicken Caprese, pan seared duck. $85. Available Feb. 14-18. See the menu. Reserve at 410-397-3752.
  • Suicide Bridge Restaurant has Valentine’s specials available Feb. 7-18. Appetizers include surf ‘n’ turf roll or shrimp Francais. Main dishes include a choice of Oscar-style veal or rockfish, seafood sauté, blue filet, bone-in veal strip steak, lobster pasta, and seared scallops. Plus homemade desserts. Reserve at 410-943-4689. More info.

For more restaurant options, see our Dorchester Dining Guide.


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