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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.

Holiday Inn Express Williamsburg North By Ihg - Chesapeake Bay
9.0 2287 reviews

Holiday Inn Express Williamsburg North By Ihg

resort, Williamsburg
The Holiday Inn Express Williamsburg North is conveniently located just 15 minutes from Busch Gardens and within 10 miles of the College of William and Mary, making it a great base for exploring Williamsburg's historical attractions and entertainment. The hotel consistently receives very good ratings for location, cleanliness, and overall experience.
The hotel offers a range of amenities, including a fitness centre, indoor pool, and complimentary continental breakfast. Guests can also enjoy comfortable rooms with cable TV, free toiletries, and select rooms with sofa beds, as well as a suite with a spa tub.

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.

Holiday Inn Hotel & Suites Gateway By Ihg - Chesapeake Bay
8.9 1363 reviews

Holiday Inn Hotel & Suites Gateway By Ihg

resort, Williamsburg
The Holiday Inn Hotel & Suites Gateway, An Ihg Hotel is just two miles from the College of William and Mary and Colonial Williamsburg Historic Area, making it a convenient base for exploring the city's rich history and attractions. The hotel consistently receives very good ratings for cleanliness and overall experience, ensuring a comfortable stay.
The hotel offers a range of amenities and activities to suit all tastes, from a swimming pool and fitness centre to a restaurant and bar. Guests can also enjoy the convenience of room service, a business centre, and a tennis court.
Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia - Chesapeake Bay
8.3 2818 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.
Hilton Vacation Club Greensprings Williamsburg - Chesapeake Bay
8.9 3951 reviews

Hilton Vacation Club Greensprings Williamsburg

resort, Williamsburg
Greensprings Vacation Resort is located near the Green Springs National Historic Landmark District in Williamsburg, providing easy access to the area's rich history and top attractions. The resort has consistently received very good ratings for its cleanliness and user experience, with an excellent location rating.
The resort offers spacious apartments with fully equipped kitchens and comfortable fireplaces, providing a home-away-from-home feel. Guests can enjoy amenities such as a swimming pool, jacuzzi, fitness centre, tennis court, and a restaurant and bar, ensuring a relaxing and enjoyable stay.
Club Wyndham Kingsgate - Chesapeake Bay
8.9 4325 reviews

Club Wyndham Kingsgate

resort, Williamsburg
Club Wyndham Kingsgate is located in Williamsburg, less than a kilometre from the historic area, making it a great base for exploring the town's rich history. This 3-star hotel has consistently received very good user ratings, suggesting a comfortable and enjoyable stay.
The hotel offers a range of amenities and activities, including a swimming pool, jacuzzi, and tennis court, making it suitable for families and those seeking relaxation. Guests can also enjoy a restaurant, bar, and fitness centre, ensuring a convenient and enjoyable stay.

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.

The Lodge At Kiln Creek Resort - Chesapeake Bay
9.0 235 reviews

The Lodge At Kiln Creek Resort

resort, Newport News
The Lodge at Kiln Creek Resort is situated in Newport News, Virginia, just 5 kilometres from the Newport News/Williamsburg International Airport and 8 kilometres from the Battle of Big Bethel historical site. The resort offers a range of amenities including a swimming pool, tennis court, fitness centre, and restaurant, as well as spacious guest rooms with 60" LED SMART HDTVs, refreshment centres, and balconies or patios offering golf course views.
Club Wyndham Governors Green - Chesapeake Bay
9.4 1593 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.
Ocean Key Resort - Chesapeake Bay
9.0 11 reviews

Ocean Key Resort

resort, Virginia Beach
Ocean Key Resort, a 3-star hotel in Virginia Beach, is located in a district offering ocean views and potential for integrated balconies or terraces, suggesting proximity to the coast. This family-friendly accommodation provides rooms with separate living areas, in-room entertainment, air conditioning and laundry service in select rooms, alongside a swimming pool, restaurant, bar, fitness centre, room service, and parking.
Holiday Inn Express Annapolis East-kent Island By Ihg - Chesapeake Bay
9.2 1247 reviews

Holiday Inn Express Annapolis East-kent Island By Ihg

resort, Kent Narrows
The Holiday Inn Express Annapolis East-Kent Island is situated in Grasonville, just 20 miles from Annapolis Harbor and 30 miles from Baltimore-Washington International Airport, offering easy access to both bustling city life and the tranquil beauty of Kent Narrows. The hotel has received very good user ratings for cleanliness and an excellent rating for its location.
The hotel features 25 square metre rooms with one bedroom and one bathroom, each with a range of modern amenities. Guests can enjoy a variety of activities, including swimming in the seasonal outdoor pool, relaxing in the garden, and dining at the on-site restaurant and bar, as well as taking advantage of the fitness centre and tennis court.

Best Chesapeake Bay resorts with air conditioning

The Colony At Virginia Beach - Chesapeake Bay
8.7 55 reviews

The Colony At Virginia Beach

resort, Virginia Beach
The Colony at Virginia Beach is situated steps from Virginia Beach itself, a short distance from the Virginia Beach Fishing Pier and approximately 2.4 kilometres from the King Neptune Statue.
This 1240-square-metre property offers 11 guests a self-catering holiday home with a swimming pool, terrace, free parking, and rooms featuring refrigerators and sea views; it does not accommodate stag or hen parties.
Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort - Chesapeake Bay
9.1 1304 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.
Hilton Virginia Beach Oceanfront - Chesapeake Bay
8.4 3653 reviews

Hilton Virginia Beach Oceanfront

resort, Virginia Beach
The Hilton Virginia Beach Oceanfront is situated directly on the Virginia Beach Oceanfront, just a short walk from the boardwalk and the Shoppes at 31. This hotel has consistently received very good ratings for cleanliness, user experience, and location.
The hotel offers a range of amenities, including a rooftop infinity pool, a sky bar, and a fitness centre. Guests can enjoy on-site dining at Catch 31 restaurant and take advantage of the complimentary shuttle service to nearby attractions.
The Tides Inn - Chesapeake Bay
8.9 393 reviews

The Tides Inn

resort, Irvington
The Tides Inn is located in West Irvington, a short distance from the charming downtown area and within easy reach of the scenic Chesapeake Bay. The resort has received very good user ratings, with excellent reviews for its location and cleanliness.
The hotel offers a range of amenities and activities, including a swimming pool, fitness centre, tennis court, restaurant, and bar. Guests can also enjoy the peaceful garden setting or explore the area on complimentary bikes.

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.

Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
9.0 1321 reviews

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

resort, Virginia Beach
Holiday Inn Club Vacations Williamsburg Resort - Chesapeake Bay
9.0 1072 reviews

Holiday Inn Club Vacations Williamsburg Resort

resort, Williamsburg
Kingsmill Resort - Chesapeake Bay
8.5 1287 reviews

Kingsmill Resort

resort, Williamsburg
Delta Hotels By Marriott™ Virginia Beach Waterfront Suites - Chesapeake Bay
8.5 5186 reviews

Delta Hotels By Marriott™ Virginia Beach Waterfront Suites

resort, Virginia Beach

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.

Welcome To Robin - Chesapeake Bay
No reviews

Welcome To Robin

resort, Annapolis

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.

Ocean Key Resort - Chesapeake Bay
9.0 11 reviews

Ocean Key Resort

resort, Virginia Beach
Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia - Chesapeake Bay
8.3 2818 reviews

Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia

resort, Virginia Beach
Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
9.0 1321 reviews

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

resort, Virginia Beach
Hilton Vacation Club Greensprings Williamsburg - Chesapeake Bay
8.9 3951 reviews

Hilton Vacation Club Greensprings Williamsburg

resort, Williamsburg

Check Out Resorts with Parking in Chesapeake Bay

Drive up and settle straight into holiday mode; book a resort in Chesapeake Bay offering convenient parking alongside every resort perk.

Welcome To Getaway On The Bay Your Waterfront Annapolis Escape - Chesapeake Bay
No reviews

Welcome To Getaway On The Bay Your Waterfront Annapolis Escape

resort, Highland Beach

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.

Hilton Vacation Club The Historic Powhatan Williamsburg - Chesapeake Bay
9.1 6050 reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

resort, Williamsburg
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