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31 Best resorts in Chesapeake Bay
10 118 reviews
Chesapeake Bay
10/01 – 10/05
$921/nighttotal: $3684 (4 )
3 Blocks από το Vb Boardwalk @ Heart της περιοχής Resort, 11 ποδήλατα που περιλαμβάνονται!
5 3
resort , Virginia Beach
This Virginia Beach resort is located in the VIBE Arts and Creative District, just a short walk from restaurants and the beach. It has excellent user ratings and is pet-friendly. The 2050 square foot vacation home comfortably sleeps 12 guests and features four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a large outdoor patio, a balcony, a spa, and entertainment options like a pool table, ping pong, and arcades.
9.8 27 reviews
Chesapeake Bay
10/01 – 10/05
$440/nighttotal: $1760 (4 )
Va Beach Resort Area-luxurious Gem!
3 3
resort , Virginia Beach
This Northeast Virginia Beach vacation home, offered as "Va Beach Resort Area-luxurious Gem!", is a short walk from Pacific Avenue and the Virginia Beach Boardwalk, and within 15 minutes of the Virginia Beach Convention Center and Fishing Pier. The three-bedroom, three-bathroom house sleeps eight guests and features a fully equipped kitchen, in-unit laundry, sun loungers, beach towels, and smart TV with internet access.
8.0 7626 reviews
Chesapeake Bay
06/27 – 07/04
$206/nighttotal: $1442 (7 )
The Barclay Towers Hotel And Resort
1 3
resort , Virginia Beach
The Barclay Towers Resort Hotel in Northeast Virginia Beach boasts a direct boardwalk location, within a 10-minute walk of the Virginia Beach Boardwalk, Atlantic Wildfowl Heritage Museum, and Virginia Beach Fishing Pier. This family-friendly hotel offers a fitness center, hot tub, and on-site restaurant and bar, providing convenient access to attractions and amenities.
9.1 1883 reviews
Chesapeake Bay
08/23 – 08/28
$119/nighttotal: $595 (5 )
Patriots Inn
1 2
resort , Williamsburg
Patriots Inn is located in Williamsburg, just a short drive from the College of William & Mary and Colonial Williamsburg. The resort boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. The hotel offers comfortable rooms with private bathrooms and amenities like air conditioning, a TV, and free Wi-Fi. Guests can enjoy a swimming pool, a Jacuzzi, a fitness center, and a garden for relaxation and recreation.
8.2 20 reviews
Chesapeake Bay
07/30 – 08/05
$577/nighttotal: $3462 (6 )
Inn At Haven Harbour
2 6
resort , Rock Hall
The Inn at Haven Harbour is a short drive from Rock Hall's waterfront and marinas, offering easy access to the town's charm and activities. The resort consistently receives excellent ratings for location, cleanliness, and overall experience. The Inn at Haven Harbour features a private beach area with direct access to the Chesapeake Bay, perfect for swimming and water sports. Guests can enjoy amenities like a seasonal outdoor pool, fitness center, and complimentary bikes, as well as on-site dining and a shared lounge and bar.
Chesapeake Bay
07/30 – 08/05
$256/nighttotal: $1536 (6 )
Kings Creek Estate - Well-appointed Resort - 2 Bedrooms 2 Baths In Williamsburg
2 6
resort , Williamsburg
The Kings Creek Estate - Well-appointed Resort - 2 Bedrooms 2 Baths In Williamsburg is located in the Kings Creek Estates district of Williamsburg, offering proximity to Busch Gardens and Water Country USA. This 1280 square foot resort unit features 2 bedrooms, 2 bathrooms, a king bed, queen bed, and sofa bed, accommodating up to 6 guests with amenities including an in-unit washer/dryer, jetted bathtub, access to multiple pools, fitness room, hot tubs, and a craft/game room.
8.2 3026 reviews
Chesapeake Bay
10/01 – 10/05
$166/nighttotal: $664 (4 )
Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia
1 3
resort , Virginia Beach
Ocean Sands Resort by VSA Resorts is located directly on the oceanfront in Virginia Beach, just a half-mile from the amusement park and one mile from the convention center. The resort has received very good user ratings, with an excellent location rating and very good cleanliness rating. The resort offers a variety of accommodations, including suites with fully equipped kitchens. Guests can enjoy a seasonal restaurant, a gym, tanning facilities, a hot tub, sauna, massage services, a tennis court, and free parking.
9.8 71 reviews
Chesapeake Bay
06/27 – 07/04
$170/nighttotal: $1190 (7 )
Barclay Towers Resort Direct Oceanfront Unit
1 3
resort , Virginia Beach
This Virginia Beach timeshare unit is located directly on the oceanfront, offering stunning ocean views and easy access to the beach. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The one-bedroom unit comfortably accommodates four guests and features a fully equipped kitchen, including a full-size refrigerator, microwave, and dishwasher. Guests can enjoy resort amenities like a swimming pool, jacuzzi, and laundry facilities, as well as parking in a garage across the street.
8.9 3365 reviews
Chesapeake Bay
10/01 – 10/05
$176/nighttotal: $704 (4 )
The Colonies At Williamsburg
2 3
resort , Williamsburg
The Colonies at Williamsburg is conveniently located in Williamsburg, Virginia, just a short drive from historical landmarks like Jamestown and Busch Gardens. The resort has consistently earned excellent ratings for location, cleanliness, and overall guest satisfaction. Each unit provides a comfortable and spacious living area with a kitchen and patio. The resort features a range of amenities including a swimming pool, a fitness center, tennis courts, and a game room, ensuring plenty of activities for everyone.
8.5 5196 reviews
Chesapeake Bay
08/29 – 09/05
$277/nighttotal: $1939 (7 )
Delta Hotels By Marriott™ Virginia Beach Waterfront Suites
1 2
resort , Virginia Beach
The Delta Hotels by Marriott Virginia Beach Waterfront sits right on the Chesapeake Bay, just a short distance from Seashore State Park and the Virginia Marine Science Museum. This resort has received very good ratings for its location, cleanliness, and overall experience. The hotel offers spacious rooms with separate living and sleeping areas, perfect for families or groups. Guests can enjoy a variety of amenities, including a private beach, an outdoor pool, a fitness center, a restaurant, a bar, and more.
9.4 184 reviews
Chesapeake Bay
06/27 – 07/04
$170/nighttotal: $1190 (7 )
Barclay Towers Resort Direct Oceanfront Unit
1 3
resort , Virginia Beach
This Virginia Beach apartment is located directly on the beachfront, just across the street from a parking garage. It has consistently received excellent ratings for location, user experience, and cleanliness. This one-bedroom apartment comfortably sleeps four guests and features a full kitchen, a private balcony or patio with ocean views, and access to resort amenities like a pool and fitness center. Enjoy the convenience of free parking, weekly rentals, and a local host available for assistance.
8.6 1686 reviews
Chesapeake Bay
06/27 – 07/04
$678/nighttotal: $4746 (7 )
Rod 'N' Reel Resort
2 3
resort , Chesapeake Beach
Rod 'N' Reel Resort is located in Chesapeake Beach, overlooking the Chesapeake Bay, just 1.5 miles from North Beach and 8.9 miles from Twin Shields Golf Club. The resort has received very good ratings for its location, cleanliness, and overall experience. The resort offers a variety of accommodation options, including rooms with balconies and water views. Enjoy on-site dining, a full-service spa, a casino, an indoor heated pool, a fitness center, fishing charters, and more.
Best Chesapeake Bay resorts with air conditioning
10 2 reviews
Chesapeake Bay
06/27 – 07/04
$527/nighttotal: $3689 (7 )
Enjoy Breathtaking Beauty On The Chesapeake Bay
1 3
resort , Charlestown
Enjoy Breathtaking Beauty On The Chesapeake Bay at Sandy Cove Christian retreat center, located in North East, Maryland, approximately 4 miles from the town of North East and on the Chesapeake Bay headwaters. This one-bedroom, one-bathroom lodging offers amenities including a swimming pool, fitness center, tennis court, and access to on-site activities like mini golf and trails, plus nearby water activities such as kayaking and boating.
8.7 1997 reviews
Chesapeake Bay
08/23 – 08/28
$357/nighttotal: $1785 (5 )
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina
1 2
resort , Cambridge
The Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina is located in Cambridge, Maryland, just a short drive from Cambridge - Dorchester Regional Airport and the Choptank River. The resort has been rated "very good" for location, cleanliness, and overall experience by previous guests. The resort offers a variety of accommodations, including rooms and suites. Guests can enjoy a range of amenities and activities, including a championship golf course, full-service spa, marina, multiple pools, fitness center, and various dining options.
9.0 1039 reviews
Chesapeake Bay
07/30 – 08/05
$394/nighttotal: $2364 (6 )
Holiday Inn Club Vacations Williamsburg Resort
2 6
resort , Williamsburg
The Holiday Inn Club Vacations Williamsburg Resort, An Ihg Hotel, is conveniently located near the Cedar Valley Shopping Center and Williamsburg Marketcenter, about 6 miles from Camp Peary and within 12 miles of Water Country USA and Busch Gardens amusement park. Guests have rated the resort highly, particularly for its excellent location, very good cleanliness, and very good overall experience. The resort offers spacious one-bedroom villas with fully equipped kitchens, fireplaces, balconies, and modern amenities like cable TV, DVD players, and free Wi-Fi. Guests can enjoy the outdoor pool, gym, concierge service, BBQ facilities, and a relaxing atmosphere.
8.9 6534 reviews
Chesapeake Bay
10/01 – 10/05
$136/nighttotal: $544 (4 )
Club Wyndham Kingsgate
1 3
resort , Williamsburg
Club Wyndham Kingsgate is located in Williamsburg, just a short walk from the historic area, offering a tranquil escape amidst the colonial charm. This 3-star hotel receives very good user ratings for its comfortable accommodations and amenities. The resort features a colonial-style design, creating a unique atmosphere. Guests can enjoy a variety of amenities, including a swimming pool, jacuzzi, fitness center, restaurant, bar, and tennis court.
Best Resorts with a Gym in Chesapeake Bay
Maintain your fitness routine at these resorts in Chesapeake Bay, featuring fully equipped fitness centers for a perfect coastal workout.
9.1 1212 reviews
Chesapeake Bay
08/23 – 08/28
$506/nighttotal: $2530 (5 )
Embassy Suites By Hilton Virginia Beach Oceanfront Resort
1 2
resort , Virginia Beach
The Embassy Suites By Hilton Virginia Beach Oceanfront Resort is directly on the beach, just a short walk from Neptune's Park and a few miles from the Virginia Beach Fishing Pier and Convention Center. The resort has received excellent ratings for its location, cleanliness, and overall quality, making it a great choice for families and couples looking for a relaxing beach getaway. The hotel offers a variety of amenities, including a swimming pool, fitness center, and restaurant. Guests can enjoy stunning ocean views from their rooms and balconies, and the resort is close to a variety of attractions, including the Virginia Aquarium & Marine Science Center and the Virginia Beach Boardwalk.
8.9 2325 reviews
Chesapeake Bay
07/30 – 08/05
$229/nighttotal: $1374 (6 )
Holiday Inn Hotel & Suites Gateway By Ihg
1 6
resort , Williamsburg
The Holiday Inn Hotel & Suites Gateway, An Ihg Hotel, is located in Williamsburg, just 2 miles from the College of William and Mary and the Colonial Williamsburg Historic Area. It has received a very good rating for cleanliness and user experience and an excellent rating for its location. The hotel is designed for families and offers comfortable rooms with modern amenities. The hotel also features a fitness center, a pool, a restaurant, a bar, and a spa, providing guests with plenty of opportunities for relaxation and recreation.
Chesapeake Bay
06/27 – 07/04
$278/nighttotal: $1946 (7 )
Aqua Vista Resort Hotel
1 3
resort , Virginia Beach
Aqua Vista Resort Hotel in Virginia Beach offers convenient access to the city center, Seabreeze Beach, 17th Street Park, and Atlantic Fun Park. This Virginia Beach hotel features a fitness center, outdoor pool, playrooms, free Wi-Fi, and on-site parking, ensuring a comfortable stay with various amenities.
9.0 295 reviews
Chesapeake Bay
07/30 – 08/05
$1037/nighttotal: $6222 (6 )
The Tides Inn
2 6
resort , Irvington
The Tides Inn is located in West Irvington, just a short distance from the charming downtown area and the beautiful Rappahannock River. This resort receives very good user ratings, and its location and cleanliness are rated excellent. The Tides Inn offers a variety of amenities and activities, including a swimming pool, fitness center, tennis court, and a restaurant with various dining options. Guests can also enjoy the resort's garden, terrace, and complimentary bikes to explore the scenic surroundings.
Frequently Asked Questions about resorts in Chesapeake Bay
What are the top attractions in Baie de Chesapeake?
There are so many amazing places to visit! You can't miss the Chesapeake Bay Bridge, it's a beautiful drive. If you're into history, the Fort McHenry National Monument and Historic Shrine in Baltimore is a must-see. And if you're looking for some fun in the sun, Ocean City is the perfect place for a beach day.
What are the best resorts with a swimming pool in Chesapeake Bay?
Which area in Baie de Chesapeake is good for staying in a resort?
Ocean City is a popular choice, with lots of resorts along the beach. If you're looking for something a little quieter, the Eastern Shore has some charming resorts, like the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina in Cambridge.
What are the best resorts with jacuzzi in Chesapeake Bay?
What time of the year is the best to stay in a resort Baie de Chesapeake?
Summer is the most popular time to visit, but it can get crowded. If you prefer milder weather and fewer crowds, spring or fall are great options. You can even enjoy some beautiful fall foliage in October.
What are the best family friendly resorts in Chesapeake Bay?
It's really easy! Baltimore-Washington International Thurgood Marshall Airport (BWI) is a major airport that's easily accessible from most major cities. You can also drive, and there are several major highways that lead to the Bay.
What are the best pet friendly resorts in Chesapeake Bay?
The Lexington Market in Baltimore is a great place to find fresh seafood and local produce. For a more traditional market experience, check out the Eastern Shore Farmers' Markets, which are held throughout the summer in towns like Easton and St. Michaels.
What are the best sports events or competitions happening in and around Baie de Chesapeake?
The Bay is home to a lot of exciting sporting events! The Baltimore Orioles and the Washington Nationals have baseball games throughout the summer. And if you're a fan of sailing, the Chesapeake Bay Challenge is a big event that happens every August.
What are the most romantic attractions in Baie de Chesapeake's?
A sunset cruise on the Bay is always a good choice. You can also take a romantic stroll along the boardwalk in Ocean City, or enjoy a picnic at one of the many parks along the Bay.
Destinations nearby
Best Chesapeake Bay resorts with a jacuzzi
Among the 31 accommodations in Chesapeake Bay, here are the 4 best resorts with a jacuzzi
9.0 5809 reviews
Chesapeake Bay
10/01 – 10/05
$153/nighttotal: $612 (4 )
Hilton Vacation Club The Historic Powhatan Williamsburg
1 3
resort , Williamsburg
The Hilton Vacation Club The Historic Powhatan Williamsburg is located just a short drive from Historic Williamsburg and the College of William and Mary, offering easy access to the area's rich history and attractions. This resort consistently receives high ratings for its location, cleanliness, and overall experience. The resort features a restored Manor House setting, providing a unique historical ambiance. Guests can enjoy a range of amenities, including indoor and outdoor pools, tennis courts, a fitness center, and a variety of dining options, making it a perfect choice for families and couples alike.
8.9 3946 reviews
Chesapeake Bay
10/01 – 10/05
$108/nighttotal: $432 (4 )
Hilton Vacation Club Greensprings Williamsburg
1 3
resort , Williamsburg
Greensprings Vacation Resort is located near the Green Springs National Historic Landmark District in Williamsburg, making it easy to explore the area's rich history. The resort has received very good ratings for user experience, location, and cleanliness. The resort offers spacious, condo-style accommodations with fully equipped kitchens, fireplaces, and laundry facilities. Guests can enjoy amenities like a swimming pool, a Jacuzzi, a fitness center, a tennis court, and a restaurant, as well as access to the Williamsburg National Golf Course.
9.4 1693 reviews
Chesapeake Bay
08/23 – 08/28
$220/nighttotal: $1100 (5 )
Club Wyndham Governors Green
1 2
resort , Williamsburg
The Club Wyndham Governors Green is located in Williamsburg, Virginia, just three miles from the College of William and Mary and six miles from Camp Peary, offering easy access to the area's historic attractions. This 4-star resort has earned excellent user ratings for its location, cleanliness, and overall experience. The resort provides spacious apartments with full kitchens, separate living and dining areas, and laundry facilities. Guests can enjoy a variety of on-site amenities, including multiple swimming pools, a fitness center, tennis courts, a spa, and a restaurant and bar.
8.2 4785 reviews
Chesapeake Bay
06/27 – 07/04
$663/nighttotal: $4641 (7 )
Hilton Virginia Beach Oceanfront
1 3
resort , Virginia Beach
The Hilton Virginia Beach Oceanfront is located directly on the Virginia Beach Oceanfront, just steps away from the boardwalk, the Shoppes at 31, and the Virginia Aquarium and Marine Science Center. The resort has received very good user ratings, with an excellent location rating and very good cleanliness rating. The hotel offers a variety of amenities and activities including a rooftop infinity pool, a fitness center, and a spa. Guests can enjoy on-site dining at the Catch 31 restaurant and the Sky Bar, as well as room service and valet parking.
Best Chesapeake Bay resorts with a pool
Among the 31 accommodations in Chesapeake Bay, here are the 4 best resorts with a pool
8.6 1773 reviews
Chesapeake Bay
10/01 – 10/05
$246/nighttotal: $984 (4 )
Westgate Historic Williamsburg Resort
1 3
resort , Williamsburg
The Westgate Historic Williamsburg Resort is located in Williamsburg, Virginia, just a short drive from Busch Gardens, a popular theme park and zoo. The resort has consistently earned high ratings for its location, cleanliness, and overall experience. The resort offers spacious rooms and suites with kitchens or kitchenettes. Guests can enjoy amenities like a swimming pool, a fitness center, tennis courts, and a spa, as well as on-site dining and a bar.
Chesapeake Bay
07/30 – 08/05
$218/nighttotal: $1308 (6 )
1br 1bth - Family Of 4 - Resort Stay 5 Min From Bush Gardens & Water Country Usa
1 6
resort , Williamsburg
This Williamsburg resort is conveniently located just 5 minutes from Busch Gardens and Water Country USA, making it a great base for exploring the area's attractions. The resort is close to other popular spots like Jamestown Settlement and Historic Jamestowne, offering easy access to history and entertainment. The "1br 1bth - Family Of 4 - Resort Stay 5 Min From Bush Gardens & Water Country Usa" offers spacious accommodations for up to 6 guests, with a full kitchen and a fireplace. Enjoy amenities like a swimming pool, fitness center, and concierge services, perfect for a relaxing and enjoyable stay.
8.8 8 reviews
Chesapeake Bay
08/23 – 08/28
$477/nighttotal: $2385 (5 )
Modern Suite Near Beach W/ Wifi, Gym, Resort Pools & More!
1 2
resort , Virginia Beach
The "Modern Suite Near Beach W/ Wifi, Gym, Resort Pools & More!" is located directly on the Virginia Beach Boardwalk in Northeast Virginia Beach, steps from the Atlantic Ocean, placing you near attractions like Atlantic Fun Park and Nightmare Mansion. This 1-bedroom, 1-bathroom resort suite offers 580 square feet of space for up to 4 guests, featuring a full kitchen, complimentary Wi-Fi, and access to resort pools, a hot tub, and on-site activities.
Chesapeake Bay
08/29 – 09/05
$224/nighttotal: $1568 (7 )
Sun And Sand Resort
1 2
resort , Virginia Beach
The Sun And Sand Resort in Virginia Beach offers proximity to the coastline with easy access to the shore. This resort provides accommodations with 500 square feet of floor area, featuring complimentary Wi-Fi, air conditioning in select rooms, a swimming pool, and options for a terrace or balcony, alongside an on-site spa and room service.
Top-Rated Oceanfront Resorts in Chesapeake Bay
Experience relaxing maritime vibes at seaside resorts in Chesapeake Bay, positioned short distances from the local beach towns.
9.8 37 reviews
Chesapeake Bay
06/27 – 07/04
$300/nighttotal: $2100 (7 )
Rock Creek Resort Retreat
3 3
resort , Riviera Beach
Our Favorite Luxury Resorts in Chesapeake Bay
Premium comfort and high-end service define these luxury resorts in Chesapeake Bay, chosen for their superior quality and prime settings.
9.4 184 reviews
Chesapeake Bay
06/27 – 07/04
$170/nighttotal: $1190 (7 )
Barclay Towers Resort Direct Oceanfront Unit
1 3
resort , Virginia Beach
Browse Family-Friendly Resorts in Chesapeake Bay
Traveling to Chesapeake Bay with kids? A family-friendly resort makes the trip seamless, with easy beach access and plenty of room to spread out.
9.1 1605 reviews
Chesapeake Bay
08/23 – 08/28
$135/nighttotal: $675 (5 )
Holiday Inn Express Annapolis East-kent Island By Ihg
1 2
resort , Kent Narrows
8.7 1646 reviews
Chesapeake Bay
08/29 – 09/05
$218/nighttotal: $1526 (7 )
Kingsmill Resort
1 2
resort , Williamsburg
8.8 10416 reviews
Chesapeake Bay
08/23 – 08/28
$87/nighttotal: $435 (5 )
Vacation Village At Williamsburg
1 2
resort , Williamsburg
9.1 1270 reviews
Chesapeake Bay
08/29 – 09/05
$169/nighttotal: $1183 (7 )
Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort
1 2
resort , Williamsburg
Traveler-Approved Dog-Friendly Resorts in Chesapeake Bay
A quality pet-friendly resort in Chesapeake Bay means excellent dog-friendly facilities, with no compromise on your own luxury experience.
8.2 3026 reviews
Chesapeake Bay
10/01 – 10/05
$166/nighttotal: $664 (4 )
Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia
1 3
resort , Virginia Beach
Compare Resorts with Wellness in Chesapeake Bay
For waterside wellness built into your stay, a spa-equipped resort in Chesapeake Bay is the ideal choice for total coastal relaxation.