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Compare 133 Resorts in Gloucester with updated reviews, rates, and availability.

Hilton Vacation Club The Historic Powhatan Williamsburg
Sports facility
Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 star property
9.0 out of 10, Wonderful, (2562)
"I had a wonderful 4-day stay at the Powhatan Resort with my two cousins. The 2-bed/2-bath unit was spacious enough for us, comfortable with three ceiling fans, and it has up-to-date furnishings. The unit literally has everything you need for your stay. We went to the nearby outlets and to a concert at the Hampton Coliseum, which was about 30 minutes away. Finally, we ate at the Powhatan restaurant on site, and the food and service were great. Thanks again, Kash."
The price is AED 222
AED 359 total
includes taxes & fees
15 Oct - 16 Oct
Hilton Vacation Club The Historic Powhatan Williamsburg
Great Wolf Lodge Williamsburg
Exterior
Great Wolf Lodge Williamsburg
3.5 star property
8.4 out of 10, Very Good, (1002)
"Great stay"
The price is AED 657
AED 908 total
includes taxes & fees
24 Sep - 25 Sep
Great Wolf Lodge Williamsburg
Club Wyndham Kingsgate
Exterior
Club Wyndham Kingsgate
3.0 star property
8.8 out of 10, Excellent, (1004)
"The indoor pool, outdoor pool was nice. The food was good and my daughter loved the pizza. Location is nice and the staff is pleasant. "
Club Wyndham Kingsgate
Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel
Exterior
Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (379)
"Everything was wonderful! The amenities were amazingas well as the staff! The room was perfect!"
The price is AED 437
AED 538 total
includes taxes & fees
26 Sep - 27 Sep
Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Two Bedroom Deluxe
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
9.6 out of 10, Exceptional, (88)
"Great location and very clean. Kids enjoyed the heated outdoor pool and sitting by the fire. The only downside is, they try to get you to go to a timeshare meeting when you first check in. Other than that, I would highly recommend."
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Club Wyndham Kingsgate 3 Bedroom Lockoff - Luxurious Resort!
Pool
Club Wyndham Kingsgate 3 Bedroom Lockoff - Luxurious Resort!
9.4 out of 10, Exceptional, (60)
"Very good accomodation and site. Club House and pool area had very good facilities. Lots of games and entertainment available for all ages."
Club Wyndham Kingsgate 3 Bedroom Lockoff - Luxurious Resort!
Resort near Historic Landmarks - Wyndham Kingsgate 2 BR deluxe
Exterior
Resort near Historic Landmarks - Wyndham Kingsgate 2 BR deluxe
9.4 out of 10, Exceptional, (19)
"The only thing I didn’t like was the man who was checking us in was really rude and pushy about us going to the time share presentation. We said we weren’t interested from the beginning and he just kept pushing and pushing. It was really awkward and an unnerving way to start our trip."
Resort near Historic Landmarks - Wyndham Kingsgate 2 BR deluxe
Greensprings Resort
Pool
Greensprings Resort
9.6 out of 10, Exceptional, (10)
"Ive been coming down to williamsburg area for the past 10 years.I have stayed at this resort 8 years ago through a time share.The place Is beautiful and well maintained.Workers are very freindly.Just a freindly reminder the pools tend to get crowed"
Greensprings Resort
2Bed/2Bath Cozy Condo in Historic Williamsburg Kingsgate Resort!!
Exterior
2Bed/2Bath Cozy Condo in Historic Williamsburg Kingsgate Resort!!
9.4 out of 10, Exceptional, (3)
"The first room we got checked into had fleas, but we contacted the front desk and they were able to put us into another newly renovated unit which was much nicer, had a better view and was very clean. The staff was very friendly and helpful and they compensated the issue with the room by waving the resort fees and giving us a gift card. "
2Bed/2Bath Cozy Condo in Historic Williamsburg Kingsgate Resort!!
3BD/Williamsburg - Arcade, Mini-Golf & Theater
Exterior
3BD/Williamsburg - Arcade, Mini-Golf & Theater
10.0 out of 10, Exceptional, (1)
"We had a fabulous trip! It's a great place to stay, especially with kids! We had a three bedroom unit and had so, so much space! We will definitely be returning!"
3BD/Williamsburg - Arcade, Mini-Golf & Theater
3Bed/3Bath Spacious Lock-Off Condo in Historic Williamsburg Resort!!
Exterior
3Bed/3Bath Spacious Lock-Off Condo in Historic Williamsburg Resort!!
10.0 out of 10, Exceptional, (1)
"Checkin was lengthy but the resort has so much for everyone to do and was actually clean! It’s rare I feel like a property is clean to my standards. So I was impressed. We’ll certainly be back."
3Bed/3Bath Spacious Lock-Off Condo in Historic Williamsburg Resort!!
Charming Colonial Style Resort-Wyndham Kinsgate -1 Bd. Suite
Property grounds
Charming Colonial Style Resort-Wyndham Kinsgate -1 Bd. Suite
2.0 star property
Charming Colonial Style Resort-Wyndham Kinsgate -1 Bd. Suite
Perfect family fun Getaway
Room
Perfect family fun Getaway
Perfect family fun Getaway
Historic Patrick Henry Square Resort
2 Bedroom Premium
Historic Patrick Henry Square Resort
8.0 out of 10, Very Good, (7)
"It was an excellent 3-day stay to celebrate the birthdays of my wife and one of our good friends. Everything in the condo was as expected. Our stay was in early January so the gas fireplace in the unit was a welcomed plus. We are big fans of Colonial Williamsburg so we greatly appreciated that we could walk to the historic buildings, homes, and shops from the condo. We have found January is a good time to visit Williamsburg. No crowds and more time to interact with the various...
Historic Patrick Henry Square Resort
Wyndham Kingsgate 3 Bd Lockoff- Fall Fun in Williamsburg!
Exterior
Wyndham Kingsgate 3 Bd Lockoff- Fall Fun in Williamsburg!
9.0 out of 10, Wonderful, (36)
"The property was clean and easy to find your room. It was very busy as it was the week of 4th of July. Playing some inappropriate music at the pool and the pool was extremely crowded. Otherwise the space provided was great for our family of 6."
Wyndham Kingsgate 3 Bd Lockoff- Fall Fun in Williamsburg!
Wyndham Kingsgate 2 Bedroom Deluxe-close to Colonial Williamsburg
views may vary
Wyndham Kingsgate 2 Bedroom Deluxe-close to Colonial Williamsburg
9.2 out of 10, Wonderful, (24)
"We had a great time and loved the amenities. Everything was clean and staff was friendly."
Wyndham Kingsgate 2 Bedroom Deluxe-close to Colonial Williamsburg
Historic Patrick Henry Square Resort
1 Bedroom Premium
Historic Patrick Henry Square Resort
10.0 out of 10, Exceptional, (3)
"Great place, great location to all events in Colonial Williamsburg"
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
2 Bedroom
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
Vacation Village Williamsburg July 20-27 sleeps 6,2 bedrooms,2 baths, $500
Pool
Vacation Village Williamsburg July 20-27 sleeps 6,2 bedrooms,2 baths, $500
Vacation Village Williamsburg July 20-27 sleeps 6,2 bedrooms,2 baths, $500
Wyndham Kingsgate 3 Bedroom Lockoff in historic Williamsburg!
Exterior
Wyndham Kingsgate 3 Bedroom Lockoff in historic Williamsburg!
10.0 out of 10, Exceptional, (2)
"Very nice, clean, and close to everything "
Wyndham Kingsgate 3 Bedroom Lockoff in historic Williamsburg!
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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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Other property types in Gloucester

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (78)
"This property was everything everybody said it was. It was perfect for our girls' getaway. Very comfortable, clean, cozy, and in a beautiful, quiet neighborhood close to everything we wanted to do. The owner has thought of everything. Iwould move in tomorrow if I could."
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Welcome to this Waterfront Home with Amazing Views
Living area
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (17)
"Very nice home. Beautiful dock. Great location. Very clean."
The price is AED 551
AED 1,398 total
includes taxes & fees
24 Sep - 25 Sep
Welcome to this Waterfront Home with Amazing Views
Radiant Gloucester House w/ Private Porch!
Gloucester Vacation Rental | 2BR | 1BA | 1,200 Sq Ft | 3 Steps to Access
Radiant Gloucester House w/ Private Porch!
9.4 out of 10, Exceptional, (13)
"Beautifully restored interior. Air conditioning worked great. Quiet street but only steps to Main Street. Especially good for visiting residents at Riverside Sanders which is just a block away."
Radiant Gloucester House w/ Private Porch!
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.

Frequently asked questions

What can I expect from a resort vacation in Gloucester?
You deserve a getaway, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing trip to Gloucester. One of the comfortable resorts in the area might be just what you’re looking for, whether you’re hoping for a luxurious suite, a state-of-the-art fitness center, or activities for the kids.
What's the best resort in Gloucester?
Here are our top-rated resorts around Gloucester: Hilton Vacation Club The Historic Powhatan Williamsburg - Family-friendly resort. 16.4 mi (26.5 km) from Gloucester. Features a children’s pool, 2 outdoor tennis courts, and a 24-hour fitness center. Guests love the pool. Club Wyndham Kingsgate - Family-friendly resort. 13.3 mi (21.4 km) from Gloucester. Has a children’s pool, 2 outdoor tennis courts, and a sauna. Highly rated for its pool. Great Wolf Lodge Williamsburg - Family-friendly resort. 11.9 mi (19.1 km) from Gloucester. Enjoy the 2 restaurants, 5 indoor pools, and free water park access. Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel - Family-friendly resort. 12.4 mi (19.9 km) from Gloucester. Access to 2 outdoor pools, a free children’s club, and a snack bar/deli.
What can I do in Gloucester?
Interesting local museums include Gloucester Museum of History, while Busch Gardens Williamsburg is one of the most popular places to visit nearby. Middle Peninsula State Park and Rosewell Ruins are a few additional attractions in the area that you might like.
What's the weather like in Gloucester?
The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gloucester is 58 inches.
What's the best way to get to and around Gloucester?
Fly into Newport News - Williamsburg Intl. Airport (PHF), which is located 19.3 mi (31.1 km) away from the city center. You can also search for flights into Norfolk Intl. Airport (ORF), which is 39.5 mi (63.5 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.