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Chesapeake Bay resorts
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40 Best resorts in Chesapeake Bay

Browse Coastal Resorts in Chesapeake Bay

Walk straight out of your luxury suite directly onto the powdery white sand at spectacular seashore resorts in Chesapeake Bay.

Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort - Chesapeake Bay
9.1 1291 reviews

Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort

resort, Williamsburg
Bluegreen Parkside Williamsburg, Ascend Resort Collection is conveniently located near Busch Gardens, just a short drive from other attractions like Golden Horseshoe Golf Club and Abby Aldrich Rockefeller Folk Art Museum. The resort is highly rated by guests, earning excellent scores for location, cleanliness, and overall experience.
The resort offers a variety of self-catering apartments with modern furnishings and spacious living areas. You can enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and restaurant, as well as a garden and a terrace or balcony with scenic views.

Browse Resorts with a Hot Tub in Chesapeake Bay

Listen to the rustle of palm trees from the bubbling comfort of a private shoreline tub at island resorts with a hot tub in Chesapeake Bay.

Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia - Chesapeake Bay
8.2 2974 reviews

Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia

resort, Virginia Beach
Ocean Sands Resort by VSA Resorts is situated on the oceanfront in Virginia Beach, just half a mile from the amusement park and one mile from the convention centre. The resort consistently receives excellent ratings for its location and cleanliness, as well as very good reviews for its overall experience.
The resort offers a range of self-catering suites with Caribbean-style decor, each with a private balcony or terrace. Guests have access to a variety of on-site amenities, including a swimming pool, hot tub, sauna, fitness centre, tennis court, restaurant, bar, and spa, ensuring a relaxing and enjoyable stay.
Vacation Village At Williamsburg - Chesapeake Bay
8.8 10692 reviews

Vacation Village At Williamsburg

resort, Williamsburg
The Vacation Village at Williamsburg is conveniently located just a short drive from Jamestown Settlement, Colonial Williamsburg, and the College of William and Mary, offering easy access to the area's rich history and culture. The resort has received very good ratings for its cleanliness and overall experience, making it a popular choice for travellers.
These self-catering units are spacious and comfortable, perfect for families or groups. Guests can enjoy a range of amenities, including swimming pools, a fitness centre, a spa, and tennis courts, as well as a bar and restaurant.
Club Wyndham Governors Green - Chesapeake Bay
9.4 1569 reviews

Club Wyndham Governors Green

resort, Williamsburg
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 both historical sites and modern conveniences. The resort is a four-star establishment, consistently receiving excellent reviews from guests for its cleanliness, location, and overall experience.
The apartments at Club Wyndham Governors Green are spacious and self-contained, providing guests with kitchens, separate living and dining areas, and in-unit laundry facilities. The resort offers a wide range of amenities, including swimming pools, a fitness centre, tennis courts, a spa, and a restaurant, ensuring there is something for everyone to enjoy.
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina - Chesapeake Bay
8.7 1445 reviews

Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina

resort, Cambridge
The Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina is situated in Cambridge, Maryland, just a short drive from the Cambridge - Dorchester Regional Airport and offering easy access to the beautiful Chesapeake Bay. The resort has consistently received very good ratings for its location, cleanliness and overall experience.
The hotel features a range of facilities including a championship golf course, a full-service spa and salon, a marina with 150 slips, three restaurants, three swimming pools, a fitness centre and tennis courts. Guests can also enjoy a variety of activities such as boating, fishing, swimming and spa treatments.

Frequently asked questions about resorts in Chesapeake Bay

  • What are the top attractions in Baie de Chesapeake?

    Chesapeake Bay has a lot to offer! You can't miss the Chesapeake Bay Bridge, a stunning engineering feat, and the National Aquarium in Baltimore, with its diverse marine life. For history buffs, there's Fort McHenry, where the Star-Spangled Banner was inspired. And for nature lovers, Assateague Island National Seashore is a must-see, with wild horses roaming the beach.
  • What are the best resorts with a swimming pool in Chesapeake Bay?

    Top Rated Family Resort Destination - 4bdr Lock-off From Only $379, Club Wyndham Governors Green and Patriots Inn are among 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 for a resort stay, with its beautiful beaches, bustling boardwalk, and plenty of family-friendly activities. If you prefer a quieter setting, consider the Eastern Shore, with its charming towns and peaceful waterfront views. There are also some great resorts in Annapolis, the state capital, offering a mix of history and modern amenities.
  • 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?

    The best time to visit depends on what you're looking for. Summer is peak season, with warm weather and plenty of outdoor activities. If you prefer milder temperatures and fewer crowds, spring and autumn are lovely. Winter offers a unique experience, with some resorts offering special packages for the holidays.
  • What are the best family friendly resorts in Chesapeake Bay?

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

    Getting to Chesapeake Bay is easy! Baltimore-Washington International Airport (BWI) is a major hub, with flights from across the country. You can also drive, with major highways leading to the region. If you're coming from further afield, you can take Amtrak to Baltimore or Washington, D.C., and then take a short train or bus ride to your destination.
  • What are the best pet friendly resorts in Chesapeake Bay?

  • Where are the best markets in Baie de Chesapeake?

    For fresh seafood and local produce, you can't beat the J. Millard Tawes Crab & Seafood Market in Crisfield. It's a bustling hub for all things seafood, with vendors selling everything from crabs and oysters to fish and shrimp. If you're looking for a more traditional market experience, check out the Lexington Market in Baltimore, a historic indoor market with a wide range of vendors selling everything from food to clothing.
  • What are the best sports events or competitions happening in and around Baie de Chesapeake?

    Chesapeake Bay is home to some exciting sporting events. The Baltimore Orioles play baseball at Camden Yards, and the Baltimore Ravens play American football at M&T Bank Stadium. If you're a sailing enthusiast, the Chesapeake Bay is a popular destination for regattas and races. There are also several marathons and triathlons held throughout the year.
  • What are the most requested amenities in resorts in Baie de Chesapeake?

    Most resorts in Chesapeake Bay offer a variety of amenities, but some of the most popular include swimming pools, hot tubs, fitness centres, and restaurants. Many resorts also have private beaches or access to nearby beaches, as well as water sports activities like kayaking, paddleboarding, and sailing. For families, kids' clubs and play areas are also popular.
  • What are the most romantic attractions in Baie de Chesapeake's?

    For a romantic getaway, consider a sunset cruise on the bay, a scenic drive along the Eastern Shore, or a visit to the charming town of St. Michaels. For a unique experience, book a stay at the Inn at Perry Cabin, a luxurious waterfront hotel with stunning views of the bay. There are also several wineries and breweries on the Eastern Shore, perfect for a romantic afternoon or evening.

Popular destinations

Browse Resorts with a Pool in Chesapeake Bay

Float the day away in a crystal-clear infinity pool right beside the ocean waves at island resorts featuring a pool in Chesapeake Bay.

Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay At Sandy Cove - Chesapeake Bay
9.6 9 reviews

Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay At Sandy Cove

resort, Charlestown
This charming cabin is located just 15km from Elk Neck State Park, Upper Bay Museum, and Milburn Stone Theater, offering easy access to a range of attractions and activities. The property has consistently received excellent reviews from previous guests.
The comfortable lodge is ideal for families or groups, with 2 bedrooms, 1 bathroom and a 37 square meter floor area, accommodating up to 8 guests. Enjoy a relaxing stay with amenities including an indoor and outdoor pool, a fitness centre, a tennis court, a garden, and a winery attached to the property.
The Colonies At Williamsburg - Chesapeake Bay
8.8 2531 reviews

The Colonies At Williamsburg

resort, Williamsburg
The Colonies At Williamsburg is located in the Williamsburg area, just a short drive from Jamestown and Busch Gardens Williamsburg. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of self-catering apartments, each with a kitchen, spa tub, and patio. Guests can enjoy a swimming pool with a slide, a game room, a tennis court, a fitness centre, and a spa, as well as free Wi-Fi throughout the resort.
Upscale Gated Retreat W/ Plush Bed & Garden Views Minutes From Jamestown - Chesapeake Bay
No reviews

Upscale Gated Retreat W/ Plush Bed & Garden Views Minutes From Jamestown

resort, Williamsburg
This resort in Williamsburg offers the "Upscale Gated Retreat W/ Plush Bed & Garden Views Minutes From Jamestown" and is located a short drive from Newport News/Williamsburg Airport, providing convenient access to Busch Gardens and Colonial Williamsburg.
This 43.7 square metre accommodation sleeps up to four guests and features two bedrooms, one bathroom, air conditioning, a swimming pool, a garden, a fitness centre, and complimentary daily cleaning services.
Westgate Historic Williamsburg Resort - Chesapeake Bay
8.6 1795 reviews

Westgate Historic Williamsburg Resort

resort, Williamsburg
The Westgate Historic Williamsburg Resort is conveniently located in Williamsburg, Virginia, just a short distance from Busch Gardens and the historic district. The resort has consistently received very good ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, from comfortable rooms to spacious suites, all with modern amenities. Guests can enjoy a variety of facilities, including a swimming pool, fitness centre, tennis court, and a restaurant and bar.

Best Chesapeake Bay resorts with air conditioning

Va Beach Resort Area-luxurious Gem! - Chesapeake Bay
9.8 28 reviews

Va Beach Resort Area-luxurious Gem!

resort, Virginia Beach
This three-bedroom, three-bathroom Virginia Beach holiday home, offered as 'Va Beach Resort Area-luxurious Gem!', is situated in Northeast Virginia Beach, less than 1.6km from Pacific Avenue and the Virginia Beach Boardwalk.
Sleeping eight guests, the property boasts a fully equipped kitchen, in-house laundry, sun loungers, beach towels, and a smart TV, all within easy reach of the Virginia Beach Convention Centre and Virginia Beach Fishing Pier (both under 2.4km away).
Modern Virginia Beach Retreat In Resort District! - Chesapeake Bay
10 21 reviews

Modern Virginia Beach Retreat In Resort District!

resort, Virginia Beach
This four-bedroom Virginia Beach holiday home, offered as "Modern Virginia Beach Retreat In Resort District!", is situated in Northeast Virginia Beach, a short walk from Pacific Avenue, the Virginia Beach Boardwalk, and the Convention Centre, and under 5km from Sandbridge Beach.
The 186 square metre property boasts three bathrooms, sleeps seven guests, and includes a fully equipped kitchen, laundry facilities, and is within easy reach of public transport, namely Virginia Beach Station.
Kingsmill Resort - Chesapeake Bay
8.7 1296 reviews

Kingsmill Resort

resort, Williamsburg
Kingsmill Resort Williamsburg is located just outside the historic town, close to Busch Gardens and Water Country amusement parks, and a short drive from the Colonial Williamsburg Historic Area. The resort has received very good ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, from comfortable rooms to suites with living areas and kitchens. Guests can enjoy a variety of amenities, including swimming pools, a spa, tennis courts, a fitness centre, and restaurants.
Hyatt Regency Chesapeake Bay - Chesapeake Bay
No reviews

Hyatt Regency Chesapeake Bay

resort, Cambridge
The Hyatt Regency Chesapeake Bay is a short distance from Cambridge city centre, offering a peaceful retreat from the bustle of the town. It's a great option for those who want to be close to the action but also enjoy some quiet time.
This hotel has a range of facilities for all ages, including an outdoor pool, a spa, a fitness centre, and a restaurant. There's also a children's play area, making it ideal for families.

Browse Resorts with a Gym in Chesapeake Bay

Keep up with your workouts steps from your room with professional equipment at resorts near the ocean with a gym in Chesapeake Bay.

Estate Villa W/ Whirlpool Tub & Deck Near Colonial Williamsburg Sites | 2 Units - Chesapeake Bay
No reviews

Estate Villa W/ Whirlpool Tub & Deck Near Colonial Williamsburg Sites | 2 Units

resort, Williamsburg
2 Elegant 1br Gated Villas Close To Jamestowne & Historic Area Trails - Chesapeake Bay
No reviews

2 Elegant 1br Gated Villas Close To Jamestowne & Historic Area Trails

resort, Williamsburg
Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
9.1 1285 reviews

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

resort, Virginia Beach
3 Premium 2br Cottages Near Jamestowne, Museums & Family Attractions - Chesapeake Bay
No reviews

3 Premium 2br Cottages Near Jamestowne, Museums & Family Attractions

resort, Williamsburg

Escape to Our Hand-Picked Luxury Resorts in Chesapeake Bay

Indulge in private tropical exclusivity with high-end architecture and absolute privacy at luxury resorts near the sea in Chesapeake Bay.

Spacious 4 Bedroom Estate At Kings Creek Close To Water Country Usa - Chesapeake Bay
No reviews

Spacious 4 Bedroom Estate At Kings Creek Close To Water Country Usa

resort, Williamsburg

Discover Ultimate Family Resorts in Chesapeake Bay

Build sandcastles, splash in shallow lagoons, and enjoy family games at premier family island resorts in Chesapeake Bay.

Beach Club: Your Own Private "Caribbean" Resort - Chesapeake Bay
10 15 reviews

Beach Club: Your Own Private "Caribbean" Resort

resort, Piney Point
Patriots Inn - Chesapeake Bay
9.2 1966 reviews

Patriots Inn

resort, Williamsburg
The Tides Inn - Chesapeake Bay
8.9 381 reviews

The Tides Inn

resort, Irvington
Holiday Inn Club Vacations Williamsburg Resort - Chesapeake Bay
9.0 1053 reviews

Holiday Inn Club Vacations Williamsburg Resort

resort, Williamsburg

Browse Resorts with Free Breakfast in Chesapeake Bay

Head down to the sand completely fueled up and ready for water sports with island resorts featuring free breakfast in Chesapeake Bay.

The Lodge At Kiln Creek Resort - Chesapeake Bay
9.0 233 reviews

The Lodge At Kiln Creek Resort

resort, Newport News
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