Chesapeake Bay Resorts

On the Choptank River in Cambridge, this 400-acre resort gives you access to one of the state’s best golf courses, The River Marsh Golf Club, as well as one of its most charming towns.

You’ll go for the picturesque views of the Bay and Calvert Cliffs, but you’ll stay for the three restaurants and spa. Bring a group to go fishing on a large charter fleet. There’s also gaming—via video tab pull machines and bingo—as well as an array of other outdoor activities.

Pampering goes green at the Inn at Herrington Harbour, an “Eco-Lifestyle” Marina Resort. Enjoy the private beach, Olympic-sized swimming pool, playground and eco walking trails. There’s even more opportunity to relax in the outdoor hot tubs, and to enjoy nature and the water on a kayak or paddleboard available for use by inn guests.

Stay in the waterfront rooms and indulge in dining and spa services in this lovely bayside town. The resort offers complimentary bicycles, an outdoor pool, pet-friendly rooms and a resort shuttle. The resort offers an outdoor pool, pet-friendly rooms, a resort shuttle and bicycles for complimentary use by inn guests. For outdoor lovers, the Lodge at Harbour Inn arranges hunting, fishing or crabbing experiences in a club-like atmosphere.

With your own private terrace from which you can watch the sun rise over St. George Creek, this Inn is the definition of relaxation. If you’re looking for adventure, go for a pedal or a paddle quest. The resort offers free use of kayaks and bicycles. At the end of the day, head to The Ruddy Duck Seafood and Ale House for delicious local seafood.

Come to Maryland’s Eastern Shore where your cares will melt away on the shores of the Miles River. The tranquil view, the water’s constant flow and leaves rustling in the wind will be the only things competing for your attention. The Inn at Perry Cabin is the premier resort on Maryland’s Eastern Shore. 

The Inn is beautifully appointed with high end furnishings, amenities and views of the Chesapeake Bay. The beautifully appointed Inn provides views of the Chesapeake Bay and offers wellness-focused treatments at the full service spa and salon. A gourmet cafe and Knoxie’s Table Restaurant are on site, using locally grown produce. Consider booking “The Barn,” which features 18 guest rooms overlooking four acres of gardens, courtyards, fountains and activity lawns.

For a unique place to rest your head, stay in a refurbished lighthouse keeper’s house. Located at one of the narrowest points on the Chesapeake Bay, the views from here to the Eastern Shore are breathtaking. Though the lighthouse grounds are open to the public during limited hours, there’s a private beach for renters. Best of all, revenue from the rental supports the Calvert Marine Museum.

Water and nature lovers will find paradise here. Take a relaxing walk on the nearby trails through meadows and forests, then return to your guest room or fully-furnished private cottage. Visit the nearby Waterman’s Museum and learn about one of Maryland’s most vital and historic industries, then stop at Waterman’s Crab House and Dock Bar to taste the succulent seafood resulting from that labor.

This stunning waterfront property, first built in 1820 and refurbished, sits on 220 acres of farmland, woods and waterfront, with 24 guest rooms. Wander the grounds for picturesque water views and gardens. The inn provides a fresh complimentary deluxe continental breakfast for guests, and there’s a Sunday champagne brunch buffet, too.

Snuggled into the pine trees on the sandy shore of the Potomac River, Camp Merryelande (yes, with three “e”s) is an island escape just a short drive from Baltimore and D.C. Located on St. George’s Island in St. Mary’s County, you can choose a campsite on the beach, or one of the fantastic cabins, the largest of which can accommodate up to 24 guests. At Camp Merryelande, the extra “e”s are for excellent!

Outside magazine called the Smith Island Inn one of its “28 Best Trips of 2016,” and it’s little wonder why. With stunning views from this harbor front vista, a stay at the Smith Island Inn means becoming an islander for a few days and embracing the beauty of the Chesapeake Bay.

If you’ve never made the trip to Chesapeake City, a historic, walkable town on the banks of the Elk River, you need to change that soon. And there’s no better place to stay than the Inn at the Canal. This seven-room Victorian B&B is just steps away from the Ben Cardin C&D Canal Trail, and a short drive to Chateau Bu-De, where fine wines meet gorgeous views of the Bohemia River and vineyard. Plan your trip now!