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Chesapeake Bay resorts
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40 Best resorts in Chesapeake Bay

Best Chesapeake Bay resorts with air conditioning

Holiday Inn Express Annapolis East-kent Island By Ihg - Chesapeake Bay
9.2 1251 reviews

Holiday Inn Express Annapolis East-kent Island By Ihg

resort, Kent Narrows
The Holiday Inn Express Annapolis East-Kent Island is located in Grasonville, just a short drive from the charming town of Kent Narrows and its waterfront restaurants, as well as the historical attractions of Annapolis Harbor. This hotel has received very good user ratings, excellent location ratings, and very good cleanliness ratings.
The hotel has 270 square foot rooms with one bedroom and one bathroom. Guests can enjoy amenities such as a swimming pool, tennis court, fitness center, restaurant, bar, and free parking.
Patriots Inn - Chesapeake Bay
9.2 2108 reviews

Patriots Inn

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.
Find Out Why So Many Travelers Choose This Stay Over And Over Again! 2 Units! - Chesapeake Bay
No reviews

Find Out Why So Many Travelers Choose This Stay Over And Over Again! 2 Units!

resort, Williamsburg
This resort in Williamsburg offers the "Two Stay: High-end Cottages Near Trails, Museums & Colonial District Attractions" and is located minutes from Busch Gardens, Colonial Williamsburg, Water Country USA, and Historic Jamestowne, with convenient access to Newport News/Williamsburg Airport. The 485 sq. ft. cottages feature 2 bedrooms and 2 bathrooms to accommodate up to 8 guests, with amenities including a basic kitchen, 50-inch TV, complimentary toiletries, on-site tennis, miniature golf, a fitness center, and a shared outdoor pool.
Hilton Vacation Club Greensprings Williamsburg - Chesapeake Bay
8.9 3976 reviews

Hilton Vacation Club Greensprings Williamsburg

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.

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
9.0 1328 reviews

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

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.
Ocean Key Resort - Chesapeake Bay
9.0 11 reviews

Ocean Key Resort

resort, Virginia Beach
The Ocean Key Resort, a 3-star hotel in Virginia Beach, is located in a district near the ocean, with some rooms offering direct ocean views.
This family-friendly resort provides amenities such as air conditioning, a swimming pool, a fitness center, a restaurant, a bar, and parking, with select rooms featuring balconies or terraces and in-room entertainment.
Holiday Inn Express & Suites Williamsburg By Ihg - Chesapeake Bay
8.3 1448 reviews

Holiday Inn Express & Suites Williamsburg By Ihg

resort, Williamsburg
The Holiday Inn Express & Suites Williamsburg is located near Colonial Williamsburg and just a short drive from Busch Gardens theme park. The hotel has high ratings for location, cleanliness, and overall experience.
The hotel offers comfortable rooms with modern amenities like microwaves, mini-fridges, and coffee makers. Guests can enjoy a free hot breakfast buffet, an indoor pool, a fitness center, and a tennis court.
Holiday Inn Express Williamsburg North By Ihg - Chesapeake Bay
9.0 2281 reviews

Holiday Inn Express Williamsburg North By Ihg

resort, Williamsburg
The Holiday Inn Express Williamsburg North is located just outside the historic district, making it easy to reach Busch Gardens in 15 minutes and the College of William and Mary in 10 miles. This hotel consistently receives very good ratings for location, cleanliness, and overall user experience.
The hotel offers a range of amenities, including a fitness center, indoor pool, and continental breakfast. Guests can also enjoy comfortable rooms, some with sofa beds, and select suites with spa tubs.

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.

Popular destinations

Best Chesapeake Bay resorts with a jacuzzi

Among the 40 accommodations in Chesapeake Bay, here are the 4 best resorts with a jacuzzi

Vacation Village At Williamsburg - Chesapeake Bay
8.6 6066 reviews

Vacation Village At Williamsburg

resort, Williamsburg
Vacation Village at Williamsburg is located just minutes from Jamestown, six miles from Colonial Williamsburg, and five miles from the College of William and Mary, making it a convenient base for exploring the region's rich history and attractions. The resort consistently receives very good ratings for its cleanliness and overall experience, with an excellent location rating.
The resort offers a range of comfortable apartments and suites, ideal for families or groups. Guests can enjoy amenities like swimming pools, a fitness center, a spa, and a tennis court, ensuring a relaxing and enjoyable stay.
Westgate Historic Williamsburg Resort - Chesapeake Bay
8.6 1816 reviews

Westgate Historic Williamsburg Resort

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.
The Atrium Resort, Virginia Beach By Vacatia - Chesapeake Bay
8.1 2850 reviews

The Atrium Resort, Virginia Beach By Vacatia

resort, Virginia Beach
The Atrium Resort by VSA Resorts is located just a 2-minute walk from the Virginia Beach Boardwalk, placing you right in the middle of the action with easy access to the beach, restaurants, and entertainment. The resort consistently receives very good ratings for its location, cleanliness, and overall user experience.
The resort offers spacious suites with fully equipped kitchens and living rooms, perfect for families or groups. Guests can enjoy amenities such as an indoor pool, hot tub, fitness center, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Hyatt Regency Chesapeake Bay - Chesapeake Bay
No reviews

Hyatt Regency Chesapeake Bay

resort, Cambridge
The Hyatt Regency Chesapeake Bay is located in Cambridge, about 3 kilometers from the city center, making it a convenient base for exploring the town’s shops, restaurants, and historic attractions. The resort is designed with families in mind, offering a dedicated playroom for children and a range of activities suitable for all ages.
The Hyatt Regency Chesapeake Bay features a variety of amenities including a spa, fitness center, multiple pools, and a library, as well as a conference hall for business meetings and events. Guests can enjoy on-site dining options like a bar, restaurant, and cafe, and benefit from the resort’s personalized service including a concierge and multilingual staff.

Best Chesapeake Bay resorts with a pool

Among the 40 accommodations in Chesapeake Bay, here are the 4 best resorts with a pool

The Colonies At Williamsburg - Chesapeake Bay
8.8 2595 reviews

The Colonies At Williamsburg

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.
Create Unforgettable Memories In Your Next Favorite Getaway! 2 Units, Pool! - Chesapeake Bay
No reviews

Create Unforgettable Memories In Your Next Favorite Getaway! 2 Units, Pool!

resort, Williamsburg
This resort, offering the "Estate Villa W/ Whirlpool Tub & Deck Near Colonial Williamsburg Sites | 2 Units" package, is located in Williamsburg, just minutes from Busch Gardens, Colonial Williamsburg, and Historic Jamestowne, with the Newport News/Williamsburg Airport also nearby. Each of the two spacious 603 sq. ft. villas accommodates up to 8 guests and features 2 bedrooms, 4 bathrooms, a whirlpool tub, a deck, a full kitchen, air conditioning, Wi-Fi, a shared outdoor pool, fitness center, tennis courts, and miniature golf.
Make Yourself At Home In This Inviting Travel Retreat! Pool, Free Parking! - Chesapeake Bay
No reviews

Make Yourself At Home In This Inviting Travel Retreat! Pool, Free Parking!

resort, Williamsburg
This resort in Williamsburg offers the "Gated 2br Villa Near Busch Gardens & Local Favorites" and is conveniently located near Busch Gardens, Colonial Williamsburg, and Water Country USA, with Newport News/Williamsburg Airport just a short drive away.
This family-friendly villa features 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests with 500 sq. ft. rooms, a kitchen, 50-inch TV with Premium cable, daily cleaning, and on-site activities like tennis and miniature golf.
One Of Those Places Youll Recommend To Everyone! Outdoor Pool, Free Parking! - Chesapeake Bay
No reviews

One Of Those Places Youll Recommend To Everyone! Outdoor Pool, Free Parking!

resort, Williamsburg
The "Stylish Estate Stay Just Minutes From Museums, Dining & Attractions" resort is located in Williamsburg, providing easy access to Busch Gardens, Colonial Williamsburg, and is a short drive from Newport News/Williamsburg Airport.
This family-friendly accommodation offers 603 sq. ft. rooms for up to 4 guests, featuring amenities such as an outdoor pool, fitness center, tennis, and miniature golf.

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.

Hilton Virginia Beach Oceanfront - Chesapeake Bay
8.4 3682 reviews

Hilton Virginia Beach Oceanfront

resort, Virginia 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.

King's Creek Resort - Chesapeake Bay
8.5 48 reviews

King's Creek Resort

resort, Williamsburg

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.

Virginia Beach | Oceanfront Beach Retreat | Pool & Beach | 2br - Chesapeake Bay
No reviews

Virginia Beach | Oceanfront Beach Retreat | Pool & Beach | 2br

resort, Virginia Beach
The Tides Inn - Chesapeake Bay
9.0 396 reviews

The Tides Inn

resort, Irvington
Hilton Vacation Club The Historic Powhatan Williamsburg - Chesapeake Bay
9.1 6088 reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

resort, Williamsburg
Enjoy Breathtaking Beauty On The Chesapeake Bay - Chesapeake Bay
10 2 reviews

Enjoy Breathtaking Beauty On The Chesapeake Bay

resort, Charlestown

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.

King's Creek Resort - Chesapeake Bay
8.5 48 reviews

King's Creek Resort

resort, Williamsburg

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.

Welcome To Robin - Chesapeake Bay
No reviews

Welcome To Robin

resort, Annapolis
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
Club Wyndham Governors Green - Chesapeake Bay
9.4 1594 reviews

Club Wyndham Governors Green

resort, Williamsburg
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