Search Resort Hotels in Chesapeake Bay from CA $115

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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Chesapeake Bay Resorts

Hilton Vacation Club The Historic Powhatan Williamsburg
Relax by the pool surrounded by a deck and lounge chairs, with a covered pavilion nearby.

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 star property
9.0 out of 10, Wonderful, (2907)
"Enjoyed my stay. "
The price is CA $115
CA $170 total
includes taxes & fees
Aug 12 - Aug 13
Hilton Vacation Club The Historic Powhatan Williamsburg
Gaylord National Resort & Convention Center
Experience the serene ambiance of our hotel, surrounded by a beautifully maintained garden with a central water feature.

Gaylord National Resort & Convention Center

4.0 star property
8.8 out of 10, Excellent, (1005)
" Great hotel "
The price is CA $315
CA $409 total
includes taxes & fees
Sep 2 - Sep 3
Gaylord National Resort & Convention Center
Hyatt Regency Chesapeake Bay
Relax by the resort's circular pool surrounded by lounge chairs and a covered seating area, with a dock and boats nearby.

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1000)
"Excellent place only missing the club room !!!"
The price is CA $285
CA $389 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Regency Chesapeake Bay
Great Wolf Lodge Williamsburg
Relax by the rectangular pool surrounded by hotel buildings with balconies.

Great Wolf Lodge Williamsburg

3.5 star property
8.6 out of 10, Excellent, (1002)
"Great place to enjoy with childrens"
The price is CA $246
CA $279 total
includes taxes & fees
Aug 24 - Aug 25
Great Wolf Lodge Williamsburg
Hilton Vacation Club Greensprings Williamsburg
Stunning two-story home with a brick and siding facade, featuring a central entrance and beautifully manicured lawn.

Hilton Vacation Club Greensprings Williamsburg

3.0 star property
8.4 out of 10, Very good, (1004)
"everything was great from check in to check out. "
The price is CA $118
CA $174 total
includes taxes & fees
Aug 18 - Aug 19
Hilton Vacation Club Greensprings Williamsburg
MGM National Harbor Resort & Casino
Experience the sleek, curved design of this high-rise building, offering scenic views of the surrounding area.

MGM National Harbor Resort & Casino

4.5 star property
8.6 out of 10, Excellent, (1003)
"The staff was very welcoming!"
The price is CA $356
CA $460 total
includes taxes & fees
Aug 25 - Aug 26
MGM National Harbor Resort & Casino
Club Wyndham Kingsgate
Relax by the pool surrounded by a pergola and enjoy a refreshing drink at the bar.

Club Wyndham Kingsgate

3.0 star property
8.8 out of 10, Excellent, (1000)
"Very nice spot to visit "
Club Wyndham Kingsgate
Holiday Inn Club Vacations Williamsburg Resort by IHG
Stately brick building with a central entrance and columns, situated near a serene water feature.

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 star property
9.0 out of 10, Wonderful, (484)
"Very well put together was very impressed with all they had me and my family will definitely be back."
The price is CA $126
CA $163 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Club Vacations Williamsburg Resort by IHG
Discover the Perfect Family Getaway at Wyndham National Harbor – 2 Bedroom Dlx
Experience the grandeur of this hotel's central atrium, featuring a spacious open area with a clear view of the surrounding street.

Discover the Perfect Family Getaway at Wyndham National Harbor – 2 Bedroom Dlx

9.8 out of 10, Exceptional, (50)
"I loved the central location. The area around the property was great for dining, shopping, and is very walkable. "
Discover the Perfect Family Getaway at Wyndham National Harbor – 2 Bedroom Dlx
Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate
Relax by the pool with a clear view of the adjacent gym area.

Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate

2.0 star property
9.4 out of 10, Exceptional, (281)
"Amazing place great price too..we will return "
Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate
Wyndham National Harbor 2-Bedroom Dlx with Balcony – Your Ultimate Family Escape
Experience the sleek, modern design of this hotel, featuring a symmetrical facade with balconies and a central entrance with poolside seating.

Wyndham National Harbor 2-Bedroom Dlx with Balcony – Your Ultimate Family Escape

Wyndham National Harbor 2-Bedroom Dlx with Balcony – Your Ultimate Family Escape
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Relax by the clear blue pool surrounded by lounge chairs and umbrellas.

Family Friendly Countryside Resort Condos close to Colonial Williamsburg

9.4 out of 10, Exceptional, (113)
"Clean, kid friendly, and accessible facility"
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Located Near Colonial Williamsburg, Busch Gardens, Jamestown-Wyn Kingsgate 2 Bd.
Relax by the pool surrounded by lounge chairs and tables, with a clear view through large windows.

Located Near Colonial Williamsburg, Busch Gardens, Jamestown-Wyn Kingsgate 2 Bd.

2.0 star property
9.4 out of 10, Exceptional, (200)
"A great place for families. Plenty to do onsite when not touring the historical areas. Clean, safe, and friendly staff. "
Located Near Colonial Williamsburg, Busch Gardens, Jamestown-Wyn Kingsgate 2 Bd.
Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite
Relax by the pool, surrounded by a spacious seating area and a view of the adjacent gym.

Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite

2.0 star property
9.2 out of 10, Wonderful, (65)
"We really liked the activities available and the pools were amazing. "
Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite
Historic Charm Meets Modern Comfort at Wyndham Governor's Green Resort -2 Bd Dlx
Relax by the pool surrounded by lounge chairs and umbrellas.

Historic Charm Meets Modern Comfort at Wyndham Governor's Green Resort -2 Bd Dlx

2.0 star property
9.6 out of 10, Exceptional, (84)
"Quiet location, beautiful grounds and property was very clean"
Historic Charm Meets Modern Comfort at Wyndham Governor's Green Resort -2 Bd Dlx
Stylish 1-Bd at Wyndham National Harbor – Steps from D.C & Waterfront Fun
Experience the hotel's central courtyard with a swimming pool, accessible via a covered walkway.

Stylish 1-Bd at Wyndham National Harbor – Steps from D.C & Waterfront Fun

Stylish 1-Bd at Wyndham National Harbor – Steps from D.C & Waterfront Fun
Club Wyndham Patriots Place
Sports facility

Club Wyndham Patriots Place

2.5 star property
8.8 out of 10, Excellent, (3)
"I would recommend everyone go ahead and stay "
Club Wyndham Patriots Place
Lovely 2 bedroom minutes to Colonial Williamsburg
Relax by the pool surrounded by lounge chairs and umbrellas, with a shaded gazebo nearby.

Lovely 2 bedroom minutes to Colonial Williamsburg

9.6 out of 10, Exceptional, (4)
"We had a great stay and the condo was very comfortable for our family."
Lovely 2 bedroom minutes to Colonial Williamsburg
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
Relax by the resort's large pool surrounded by lounge chairs and lush greenery.

Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.

2.0 star property
9.8 out of 10, Exceptional, (25)
"We had a wonderful experience at Powhatan Resort. It was clean and close to everything. Check in was quick and they were very helpful. We would definitely stay there again. "
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
Greensprings Resort
Relax by the pool at this tranquil retreat, surrounded by lush greenery and a picturesque patio area.

Greensprings Resort

9.6 out of 10, Exceptional, (14)
"Nice place, great location. We would definitely stay again."
Greensprings Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesapeake Bay Hotel Reviews

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

10/10 Excellent
"Great staff "
marcelle 2-night trip
Posted 5 hours ago
Hyatt Regency Baltimore Inner Harbor