Search all holiday resorts in Chesapeake Bay

40 available resort offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Chesapeake Bay resorts
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

40 Best resorts in Chesapeake Bay

Best Chesapeake Bay resorts with a jacuzzi

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

Holiday Inn Hotel & Suites Gateway By Ihg - Chesapeake Bay
8.9 1367 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.
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina - Chesapeake Bay
8.7 1460 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.
Hilton Virginia Beach Oceanfront - Chesapeake Bay
8.3 3650 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.
Hilton Vacation Club The Historic Powhatan Williamsburg - Chesapeake Bay
9.1 6051 reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

resort, Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg is located just outside of Historic Williamsburg, a short drive from the historic district and close to other attractions like WakeMed Soccer Park and the College of William and Mary. This resort has received very good user ratings, with excellent scores for location and cleanliness.
The resort offers spacious suites on the grounds of a restored Manor House, providing a unique and historic ambiance. Guests can enjoy a range of amenities and activities, including a swimming pool, a jacuzzi, a tennis court, and a fitness centre, as well as on-site dining options and a children's playground.

Best Chesapeake Bay resorts with a pool

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

Elegant Family Cottage In Gated Area  Close To Busch Gardens & More - Chesapeake Bay
10 1 review

Elegant Family Cottage In Gated Area Close To Busch Gardens & More

resort, Williamsburg
The Elegant Family Cottage In Gated Area Close To Busch Gardens & More is situated in Williamsburg, a short drive from Busch Gardens, Colonial Williamsburg, and Newport News/Williamsburg Airport, with convenient access to Water Country USA and Historic Jamestowne.
This resort offers 500 sq. ft. two-bedroom, two-bathroom cottages accommodating up to six guests, featuring a kitchen, complimentary toiletries, daily cleaning, a fitness centre, an outdoor shared swimming pool, tennis, miniature golf, and complimentary parking.
Delta Hotels By Marriott™ Virginia Beach Waterfront Suites - Chesapeake Bay
8.5 5153 reviews

Delta Hotels By Marriott™ Virginia Beach Waterfront Suites

resort, Virginia Beach
The Delta Hotels by Marriott Virginia Beach Waterfront is situated on the Chesapeake Bay, a short distance from Seashore State Park and 9.6 miles from the Virginia Marine Science Museum. This resort has received very good ratings for location, cleanliness, and overall user experience.
The hotel offers spacious guest rooms with separate sleeping and living areas, perfect for families or groups. Guests can enjoy a variety of amenities, including a private beach, an outdoor pool, a fitness centre, and a restaurant and bar.
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.
Holiday Inn Express Williamsburg North By Ihg - Chesapeake Bay
9.0 2285 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.

Frequently asked questions about resorts in Chesapeake Bay

  • What time of the year is the best to stay in a resort Baie de Chesapeake?

    The best time to visit the Chesapeake Bay for a resort holiday is during the summer months, from June to August. You'll have warm weather and plenty of sunshine for swimming, sunbathing, and watersports. However, if you prefer cooler weather, spring and autumn can be lovely too, with fewer crowds and stunning foliage.
  • How easy is it to get to Baie de Chesapeake?

    Getting to Chesapeake Bay is easy. Baltimore-Washington International Airport (BWI) is the closest major airport, and you can also fly into Washington Dulles International Airport (IAD). From there, you can rent a car or take a bus or train to your destination. If you're driving, the Chesapeake Bay Bridge is a scenic route, and it's a great way to see the bay.
  • Where are the best markets in Baie de Chesapeake?

    There are some great markets in the Chesapeake Bay area. The Easton Farmers' Market in Easton, Maryland, is a popular choice, offering fresh produce, baked goods, and local crafts. The Annapolis Farmers' Market in Annapolis, Maryland, is another great option, with a wide variety of vendors. And if you're visiting during the summer, you can find plenty of seafood markets along the waterfront in Ocean City, Maryland.
  • What are the most requested amenities in resorts in Baie de Chesapeake?

    Resorts in the Chesapeake Bay area offer a wide variety of amenities, but some of the most popular include swimming pools, hot tubs, fitness centres, and restaurants. Many resorts also have access to beaches, marinas, and golf courses. If you're looking for a more luxurious experience, you can find resorts with spas, private balconies, and butler service.

Popular destinations

Best Chesapeake Bay resorts with air conditioning

The Colony At Virginia Beach - Chesapeake Bay
8.6 53 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.
Modern Cottages W/ Deck + Easy Access To Local Parks & History - Chesapeake Bay
No reviews

Modern Cottages W/ Deck + Easy Access To Local Parks & History

resort, Williamsburg
The "Modern Cottages W/ Deck + Easy Access To Local Parks & History" complex is located in Williamsburg, just a few kilometres from Busch Gardens Williamsburg and Colonial Williamsburg, with convenient access to Water Country USA and Historic Jamestowne.
This three-bedroom, three-bathroom resort accommodation, designed for up to 12 guests, offers 44 square metres of living space per unit, featuring kitchens, 50-inch televisions, complimentary daily cleaning, and on-site tennis and miniature golf.
Rod 'N' Reel Resort - Chesapeake Bay
8.6 1649 reviews

Rod 'N' Reel Resort

resort, Chesapeake Beach
Rod 'N' Reel Resort is situated on the Chesapeake Bay, a short drive from North Beach and Twin Shields Golf Club, making it a convenient base for exploring the area. The resort enjoys excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, including rooms with balconies and water views. Guests can enjoy a variety of amenities, including a swimming pool, fitness centre, spa, and on-site dining options, as well as activities like fishing charters and casino entertainment.
Club Wyndham Governors Green - Chesapeake Bay
9.4 1586 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.

Best Chesapeake Bay resorts with a gym

Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
9.0 1311 reviews

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

resort, Virginia Beach
The Embassy Suites By Hilton Virginia Beach Oceanfront Resort is situated right on the beachfront, just a short walk from Neptune's Park and within easy reach of other attractions. The resort has received excellent ratings for its location, cleanliness, and overall experience.
The hotel offers a range of facilities, including a swimming pool, spa, fitness centre, and restaurant. Guests can enjoy a comfortable stay with amenities such as air conditioning, private bathrooms, TVs, and complimentary toiletries.
Vacation Village At Williamsburg - Chesapeake Bay
8.8 10846 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.
Premium Escape W/ Garden Tub & Deck In Williamsburg Gated Community | 4 Units - Chesapeake Bay
No reviews

Premium Escape W/ Garden Tub & Deck In Williamsburg Gated Community | 4 Units

resort, Williamsburg
The Premium Escape W/ Garden Tub & Deck In Williamsburg Gated Community | 4 Units is located in Williamsburg, a short drive from major attractions such as Busch Gardens, Colonial Williamsburg, and Water Country USA, with convenient access to Newport News/Williamsburg Airport.
This resort offers family-friendly luxury accommodation with 4 bedrooms and 4 bathrooms, accommodating up to 16 guests, and features on-site recreational activities including tennis and miniature golf, alongside a shared outdoor swimming pool and fitness centre.
Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots - Chesapeake Bay
9.0 4 reviews

Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots

resort, Williamsburg
This resort in Williamsburg offers a "Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots" with a prime location just a few kilometres from Busch Gardens and Colonial Williamsburg, and within easy reach of Water Country USA and Historic Jamestowne.
The spacious 500 sq. ft. cottages accommodate up to six guests and feature a kitchen, 50-inch television, complimentary toiletries, daily cleaning, and access to on-site amenities including tennis, miniature golf, a fitness centre, and a shared outdoor swimming pool, with complimentary parking also provided.
©2026 cozycozy.com