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Compare 139 Resorts in Gloucester with updated reviews, rates, and availability.

Hilton Vacation Club The Historic Powhatan Williamsburg
Pool

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 star property
9.0 out of 10, Wonderful, (2553)
"Luxurious condo. Very comfortable. "
The price is AED 209
AED 345 total
includes taxes & fees
3 Dec - 4 Dec
Hilton Vacation Club The Historic Powhatan Williamsburg
Club Wyndham Kingsgate
Exterior

Club Wyndham Kingsgate

3.0 star property
8.8 out of 10, Excellent, (1011)
"Really nice property. Very clean with great amenities. Will stay again next time I am in the area."
Club Wyndham Kingsgate
Great Wolf Lodge Williamsburg
Exterior

Great Wolf Lodge Williamsburg

3.5 star property
8.4 out of 10, Very Good, (1030)
"Ho"
The price is AED 657
AED 908 total
includes taxes & fees
3 Dec - 4 Dec
Great Wolf Lodge Williamsburg
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, (392)
"Great experience "
The price is AED 400
AED 507 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel
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!!
Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"The Wyndham Kingsgate report in Williamsburg VA is an excellent family resort/hotel. The amenities are suitable for all ages. They offer a wide variety of activities—3 beautiful large heated pools including an indoor pool, arcade games, miniature golf, tennis, pickleball, basketball, ping pong and a large gym. There is an onsite restaurant and bar as well. In addition the location is only a short distance to Colonial Williamsburg which is a must to visit. And if you are interested in history...
Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite
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, (91)
"We were in town just for a couple of nights for a golf tournament. The unit was perfect for our needs. Check in process was a pleasure and there was absolutely no pressure to attend a time share tour as some had indicated in other reviews. Property was well kept and our room was very clean. Beds were very comfortable as well."
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Historic Patrick Henry Square Resort
2 Bedroom Premium

Historic Patrick Henry Square Resort

8.0 out of 10, Very Good, (8)
"Two coworkers and I stayed here while we attended a conference in Newport News. It was nice to have some distance from the conference hotel and be close to Colonial Williamsburg. The property itself isn't anything fancy. In fact, one of my coworkers commented that it reminded her of her mother-in-law's retirement center (haha), but it was clean, has easy parking, and had the space we needed for our fun work week. If I could critique anything, it would be the check-in process. Now, the staff...
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
1 Bedroom Premium

Historic Patrick Henry Square Resort

10.0 out of 10, Exceptional, (5)
"Very clean and everything you would need. Convenient to Colonial Williamsburg. "
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
2 Bedroom

Historic Patrick Henry Square Resort

Historic Patrick Henry Square Resort
1BR 1BTH - Family of 4 - Resort Stay 5 min from Bush Gardens & Water Country USA
Exterior

1BR 1BTH - Family of 4 - Resort Stay 5 min from Bush Gardens & Water Country USA

1BR 1BTH - Family of 4 - Resort Stay 5 min from Bush Gardens & Water Country USA
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
Historic Patrick Henry Square Resort
Studio

Historic Patrick Henry Square Resort

7.6 out of 10, Good, (5)
"Very nice"
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
1 Bedroom

Historic Patrick Henry Square Resort

Historic Patrick Henry Square Resort
Lovely 2 bedroom minutes to Colonial Williamsburg
Exterior

Lovely 2 bedroom minutes to Colonial Williamsburg

9.6 out of 10, Exceptional, (4)
"We had a great stay. Since it was around a holiday, it was very busy in the area. There was some initial confusion regarding confirmation of our stay. Really glad that was figured out before our arrival. The unit was nice, spacious, and as advertised. We didn’t get a chance to use the resort amenities as it was a short stay. However, the grounds looked nice and well kept. Would definitely stay again."
Lovely 2 bedroom minutes to Colonial Williamsburg
Williamsburg's Finest Luxury Resort w/Pool
Living Room where you gather at the end of an exciting day to talk and laugh.

Williamsburg's Finest Luxury Resort w/Pool

Williamsburg's Finest Luxury Resort w/Pool
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

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Property grounds

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

10.0 out of 10, Exceptional, (22)
"We enjoyed our stay. The location was peaceful and relaxing and the sunsets were incredible. "
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
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!

9.6 out of 10, Exceptional, (16)
"Wonderful "
Radiant Gloucester House w/ Private Porch!
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (85)
"Great location to see the birth of our nation. House very clean and very quiet neighborhood. Appliances clean and work well stocked kitchen rules were few and simple if I had to say anything bad it would have to be the water I would bring in my drinking water "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
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. Amenities include 2 outdoor pools, a free children’s club, and a snack bar/deli.
What can I do in Gloucester?
Check out the interesting exhibits at Gloucester Museum of History, or discover the shopping possibilities at Main Street Center. Fairfield Foundation and Middle Peninsula State Park 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.