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Chesapeake Bay resorts
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31 Best resorts in Chesapeake Bay

Best Chesapeake Bay resorts with air conditioning

Enjoy Breathtaking Beauty On The Chesapeake Bay - Chesapeake Bay
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.
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina - Chesapeake Bay
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.
Holiday Inn Club Vacations Williamsburg Resort - Chesapeake Bay
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.
Club Wyndham Kingsgate - Chesapeake Bay
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.

Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
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.
Holiday Inn Hotel & Suites Gateway By Ihg - Chesapeake Bay
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.
Aqua Vista Resort Hotel - Chesapeake Bay
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.
The Tides Inn - Chesapeake Bay
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?

  • How easy is it to get to Baie de Chesapeake?

    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?

  • Where are the best markets in Baie de Chesapeake?

    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

Hilton Vacation Club The Historic Powhatan Williamsburg - Chesapeake Bay
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.
Hilton Vacation Club Greensprings Williamsburg - Chesapeake Bay
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.
Club Wyndham Governors Green - Chesapeake Bay
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.
Hilton Virginia Beach Oceanfront - Chesapeake Bay
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

Westgate Historic Williamsburg Resort - Chesapeake Bay
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.
1br 1bth - Family Of 4 - Resort Stay 5 Min From Bush Gardens & Water Country Usa - Chesapeake Bay
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.
Modern Suite Near Beach W/ Wifi, Gym, Resort Pools & More! - Chesapeake Bay
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.
Sun And Sand Resort - Chesapeake Bay
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.

Rock Creek Resort Retreat - Chesapeake Bay
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.

Barclay Towers Resort Direct Oceanfront Unit - Chesapeake Bay
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.

Holiday Inn Express Annapolis East-kent Island By Ihg - Chesapeake Bay
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
Kingsmill Resort - Chesapeake Bay
8.7 1646 reviews
Chesapeake Bay
08/29 – 09/05
$218/nighttotal: $1526 (7 )

Kingsmill Resort

1 2
resort , Williamsburg
Vacation Village At Williamsburg - Chesapeake Bay
8.8 10416 reviews
Chesapeake Bay
08/23 – 08/28
$87/nighttotal: $435 (5 )

Vacation Village At Williamsburg

1 2
resort , Williamsburg
Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort - Chesapeake Bay
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.

Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia - Chesapeake Bay
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.

Feriebolig I Nyt Vibe Resort! - Chesapeake Bay
9.2 198 reviews
Chesapeake Bay
10/01 – 10/05
$600/nighttotal: $2400 (4 )

Feriebolig I Nyt Vibe Resort!

4 3
resort , Virginia Beach
King's Creek Resort By Endless Resorts - Chesapeake Bay
8.7 54 reviews
Chesapeake Bay
06/27 – 07/04
$405/nighttotal: $2835 (7 )

King's Creek Resort By Endless Resorts

3 3
resort , Williamsburg
King’s Creek Resort By Spinnaker - Chesapeake Bay
Chesapeake Bay
08/23 – 08/28
$144/nighttotal: $720 (5 )

King’s Creek Resort By Spinnaker

1 2
resort , Williamsburg
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