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.

Chesapeake Beach Resort and Spa

1 Chesapeake Beach Resort & Spa

Soak in waterfront luxury at this Chesapeake Bay resort that features an on-site spa and salon, three restaurants, a heated indoor pool, live music, and a gaming center offering video pull tab machines and nightly bingo. Fishing fans will love that it’s home to Chesapeake Bay’s largest charter fishing fleet.


More about Chesapeake Beach Resort & Spa


Type:
Hotels & Motels


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


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Harbourtowne Golf Resort and Conference Center

2 Harbourtowne Golf Resort and Conference Center

You’ll take in water views from every room at Harbourtowne. Nestled in hip and historic St. Michaels, every room at Harbourtowne offers fantastic water views. If you can tear yourself away from the views your beautiful room provides, play a round at the Pete Dye-designed golf course, or a game of tennis, volleyball, badminton, horseshoes or basketball. Relax by the outdoor pool, rent a bike and go for a ride, then finish the day off at one of the resort’s restaurants.

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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With a spa, golf club and proximity to outdoor activities, this resort has something for everyone.

4 Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

This resort offers spectacular water views, an on-site spa and salon, and a golf course listed as one of the top ten Northern US Golf Resorts by Condé Nast Traveler magazine. Family activities are plentiful, including roasting S’mores nightly at the Grand Fireplace.


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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St. Michaels Harbour Inn

5 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

6 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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Featured Places
Chesapeake Beach photo
01
Location:
4165 Mears Ave
Chesapeake Beach, MD 20732
The Inn at Herrington Harbour
02
Location:
7161 Lake Shore Dr
Rose Haven, MD 20714
Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina
03
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
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