Chesapeake Bay Resorts

Relax and rejuvenate at some of the Bay’s finest resorts and spas.

By Jennifer Ajello

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Featured Places

With a spa, golf club and proximity to outdoor activities, this resort has something for everyone.
Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

Spoil yourself on the banks of the beautiful Chesapeake Bay. Whether it’s getting a facial or massage, playing golf, fishing or simply watching the water lap gently to the shore, you are certain to find a resort or spa to give you that much-needed break. Here are some options that will make your dream vacation truly spectacular.

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, Cambridge

1 Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, Cambridge

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.


More about Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina


Type:
Conference Centers


Location:
100 Heron Blvd
Cambridge, MD 21613
410-901-1234


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Chesapeake Beach Resort and Spa

2 Chesapeake Beach Resort & Spa

You’ll go for the picturesque views out over the bay of Calvert Cliffs, but you’ll stay for the three restaurants and spa. Bring a group out 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.


More about Chesapeake Beach Resort & Spa


Type:
Hotels & Motels


Location:
4165 Mears Ave
Chesapeake Beach, MD 20732
410-257-5596


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The Inn At Herrington Harbour

3 The Inn at Herrington Harbour

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 with the complimentary kayaks and paddleboards.


More about The Inn at Herrington Harbour


Type:
Bed & Breakfasts and Inns


Location:
7161 Lake Shore Dr
Rose Haven, MD 20714
410-741-5100


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St. Michaels Harbour Inn

4 St. Michaels Harbour Inn

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


More about St. Michaels Harbour Inn, Marina & Spa


Type:
Hotels & Motels


Location:
101 N Harbor Rd
St. Michaels, MD 21663
410-745-9001


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St. George Island Inn and Suites

5 Island Inn & Suites on St. George Island

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


More about Island Inn & Suites, An Ascend Hotel-Piney Point


Type:
Hotels & Motels


Location:
16810 Piney Point Rd
Piney Point, MD 20674
301-994-1234


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Inn at Perry Cabin Photo By: Maryland Office of Tourism

6 The Inn at Perry Cabin

Take the wheel and sail the waters and dine on the freshest catch. Explore the quaint town of St. Michaels, a treasure-trove of shops. On Maryland's Frederick Douglass Driving Tour.


More about Inn at Perry Cabin


Type:
Bed & Breakfasts and Inns


Location:
308 Watkins Ln
St. Michaels, MD 21663
410-745-2200


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Chesapeake Beach Bay Beach Club Photo By: BayBeachClub.com

7 The Inn at the Chesapeake Bay Beach Club

Beautifully appointed with high end furnishings, amenities and views of the Chesapeake Bay. Enjoy spa services.  Or consider booking "The Barn," which features another 18 guest rooms overlooking four acres of gardens, courtyards, fountains and activity lawns. 


More about The Inn at the Chesapeake Bay Beach Club


Type:
Hotels & Motels


Location:
180 Pier One Road
Stevensville, MD 21666
410-604-5900


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Chesapeake Charm, Point Lookout

8 Chesapeake Charm, Point Lookout, St. Mary's County

Sleeping up to nine people, this house sits on a 15-acre crop farm on St. Jerome’s Creek, and provides crab pots, fishing rods and two kayaks for renters. You can stroll out onto your private dock to sip morning coffee, go crabbing, or jump in a boat (if you brought one).


More about Chesapeake Charm


Type:
Vacation Rental Properties


Location:
50176 Dove Cove Rd
Dameron, MD 20628
301-904-0935


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Cove Point Lighthouse

9 Cove Point Lighthouse, Calvert County

For a unique place to rest your head, stay in a refurbished lighthouse keeper’s house. Located at one of the narrowest points of the Chesapeake Bay, the views here are breathtaking. Though the functioning lighthouse still welcomes guests, there’s a private beach for renters. Best of all, revenue from the rental supports the Calvert Marine Museum.


More about Cove Point Lighthouse & Keeper's Cottage


Type:
Vacation Rental Properties


Location:
3500 Lighthouse Blvd
Lusby, MD 20657
410-326-2042, ext. 17


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Inn at Huntingfield Creek, Rock Hall

10 Inn at Huntingfield Creek, Rock Hall

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.


More about Inn at Huntingfield Creek B&B, LLC


Type:
Bed & Breakfasts and Inns


Location:
4928 Eastern Neck Rd
Rock Hall, MD 21661
410-639-7779


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Edge Hotel at Fager's Island, Ocean City

11 Edge Hotel at Fager's Island, Ocean City

These sophisticated rooms in 12 distinctive suites have one thing in common: the awe-inspiring views of the Bay through their expansive windows. There’s also easy access to Fager’s Island Restaurant, which has an extensive craft beer menu and second-to-none sunset views.


More about The Edge Hotel at Fager's Island


Type:
Hotels & Motels


Location:
200A 56th Street in the Bay
Ocean City, MD 21842
410-524-5400


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Historic Kent Manor Inn, Stevensville

12 Historic Kent Manor Inn, Stevensville

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.


More about Historic Kent Manor Inn


Type:
Bed & Breakfasts and Inns


Location:
500 Kent Manor Dr
Stevensville, MD 21666
410-643-5757


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Five Gables Inn and Spa, St. Michaels

13 Five Gables Inn and Spa, St. Michaels

This inn is located in four historic houses. Take a short walk to nearby shops and restaurants, or spend the day exploring the Chesapeake Bay on a charter boat. Go for a swim in the indoor pool, then stop by the sauna and steam room. Your four-legged friends can join you in one of the pet-friendly rooms. Visit off-season and take advantage of their special off-season packages.


More about Five Gables Inn & Spa


Type:
Bed & Breakfasts and Inns


Location:
209 N Talbot St
St. Michaels, MD 21663
410-745-0100


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Camp Merryelande, St. Mary's County

14 Camp Merryelande, St. Mary’s

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!


More about Camp Merryelande Vacation Cottages


Type:
Campgrounds


Location:
15914 Camp Merrylande Rd
Piney Point, MD 20674
301-994-1722


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Smith Island Inn Photo By: TripAdvisor

15 Smith Island Inn, Ewell

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 letting embracing the beauty of the Chesapeake Bay.


More about Smith Island Inn


Type:
Bed & Breakfasts and Inns


Location:
20947 Caleb Jones Rd.
Ewell, MD 21824
410-425-2650


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Lighthouse Club Hotel, Ocean City Photo By: TripAdvisor

16 Lighthouse Club Hotel, Ocean City

Book one of the stunning, bayfront suites at this Fager’s Island getaway for a unique perspective on OC. Escape for one of their winter romance and relax island escapes, or the famous New Year’s Eve Party Package. Or just make it that serene escape on your beach week adventure. You can’t go wrong at The Lighthouse.


More about Lighthouse Club Hotel at Fager's Island


Type:
Hotels & Motels


Location:
200 56th Street in the Bay
Ocean City, MD 21842
410-524-5400


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Mariners Motel Photo By: Mariners Motel

17 Mariners Motel, Rock Hall

Simple, old-school, and awesome. If you’re looking to get away to Rock Hall, the Mariners Motel is perfect for families looking for a great place at a reasonable rate. Fishermen and outdoors enthusiasts will love the Mariner. It’s the perfect spot for Rockfish season, located right next door to the Rock Hall Marina. And after a long day on the water, the beautifully landscaped gazebo, complete with grills, is the perfect place to unwind.


More about Mariners Motel


Type:
Hotels & Motels


Location:
5681 S Hawthorne Ave
Rock Hall, MD 21661
410-639-2291


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Inn at the Canal, Chesapeake City

18 Inn at the Canal, Chesapeake City

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 an easy stroll to Chateau Bu-De, where classic French cooking meets unforgettable Chesapeake flavors. Plan your trip now!


More about Inn at the Canal


Type:
Bed & Breakfasts and Inns


Location:
104 Bohemia Ave
Chesapeake City, MD 21915
410-885-5995


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Atlantic Hotel

19 Hotel Atlantic, Berlin

Since 1895, Hotel Atlantic has been welcoming travelers and sending them home with unforgettable memories. Nestled in the heart of “The Coolest Small Town in America,” and just a quick trip to Ocean City fun, Assateague escapes, and off-shore fishing adventures, the Hotel Atlantic is the perfect place in the perfect place. 


More about Atlantic House Bed & Breakfast


Type:
Bed & Breakfasts and Inns


Location:
501 N Baltimore Ave
Ocean City, MD 21842
410-289-2333


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Featured Places
Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina
01
Chesapeake Beach photo
02
Location:
4165 Mears Ave
Chesapeake Beach, MD 20732
The Inn at Herrington Harbour
03
Location:
7161 Lake Shore Dr
Rose Haven, MD 20714
View of the Water from the Harbour Inn
04
Location:
101 N Harbor Rd
St. Michaels, MD 21663
Island Inn & Suites, An Ascend Hotel-Piney Point exterior
05
Location:
16810 Piney Point Rd
Piney Point, MD 20674
The Inn at Perry Cabin
06
Location:
308 Watkins Ln
St. Michaels, MD 21663
The Inn at the Chesapeake Bay Beach Club
07
Location:
180 Pier One Road
Stevensville, MD 21666
Chesapeake Charm
08
Location:
50176 Dove Cove Rd
Dameron, MD 20628
lighthouse
09
Location:
3500 Lighthouse Blvd
Lusby, MD 20657
Outside view of Inn with Sunflowers
10
Location:
4928 Eastern Neck Rd
Rock Hall, MD 21661
The Edge Hotel at Fager's Island aerial view
11
Location:
200A 56th Street in the Bay
Ocean City, MD 21842
Historic Kent Manor Inn
12
Location:
500 Kent Manor Dr
Stevensville, MD 21666
Five Gables Inn and Spa exterior view
13
Location:
209 N Talbot St
St. Michaels, MD 21663
Camp Merryelande Vacation Cottages logo
14
Location:
15914 Camp Merrylande Rd
Piney Point, MD 20674
Smith Island Inn
15
Location:
20947 Caleb Jones Rd.
Ewell, MD 21824
Lighthouse Club Hotel at Fager's Island
16
Location:
200 56th Street in the Bay
Ocean City, MD 21842
Mariners Motel exterior view
17
Location:
5681 S Hawthorne Ave
Rock Hall, MD 21661
Inn at the Canal exterior view
18
Location:
104 Bohemia Ave
Chesapeake City, MD 21915
Atlantic House B&B
19
Location:
501 N Baltimore Ave
Ocean City, MD 21842
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