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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 158 Resorts in Gloucester with updated reviews, rates, and availability.

Hilton Vacation Club The Historic Powhatan Williamsburg
Indoor pool, outdoor pool, pool umbrellas, sun loungers

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 star property
9.0 out of 10, Wonderful, (2686)
"3 bdrm was spacious. Very new cinstruction and amenities."
The price is AED 282
AED 427 total
includes taxes & fees
20 Apr - 21 Apr
Hilton Vacation Club The Historic Powhatan Williamsburg
Great Wolf Lodge Williamsburg
5 indoor pools, seasonal outdoor pool, cabanas (surcharge)

Great Wolf Lodge Williamsburg

3.5 star property
8.6 out of 10, Excellent, (1001)
"Great place for family"
The price is AED 657
AED 908 total
includes taxes & fees
1 May - 2 May
Great Wolf Lodge Williamsburg
Club Wyndham Kingsgate
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Club Wyndham Kingsgate

3.0 star property
8.8 out of 10, Excellent, (1000)
"We loved the property especially our room. The washer and dryer in the room was a unexpected plus. Our room was great."
Club Wyndham Kingsgate
Holiday Inn Club Vacations Williamsburg Resort by IHG
Exterior

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 star property
9.0 out of 10, Wonderful, (423)
"Amazing resort, clean rooms, lots to do for the kids. Only complaint is the hot tub wasn’t open. "
The price is AED 529
AED 651 total
includes taxes & fees
11 May - 12 May
Holiday Inn Club Vacations Williamsburg Resort by IHG
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Indoor pool, a heated pool

Family Friendly Countryside Resort Condos close to Colonial Williamsburg

9.6 out of 10, Exceptional, (94)
"Had to call twice for baby bed and check in was little slow. Room was great"
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate
Pool

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

2.0 star property
9.2 out of 10, Wonderful, (259)
"Amazing place great price too..we will return "
Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate
Located Near Colonial Williamsburg, Busch Gardens, Jamestown-Wyn Kingsgate 2 Bd.
Pool

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

2.0 star property
9.4 out of 10, Exceptional, (184)
"It was totally worth it to stay on this property. Be aware you will be pressured into a Timeshare presentation, but they were friendly and professional. We enjoyed the week there especially after the weekend when we had most of the amenities all to ourselves."
Located Near Colonial Williamsburg, Busch Gardens, Jamestown-Wyn Kingsgate 2 Bd.
Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite
Pool

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

2.0 star property
9.2 out of 10, Wonderful, (46)
"This was my third time staying at the resort. Every stay has been perfect! The whole place is well run! "
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
Pool

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

2.0 star property
9.6 out of 10, Exceptional, (67)
"Very clean and easy to get in and out! Didn’t use the amenities due to other plans but maybe we can take advantage of it next time! "
Historic Charm Meets Modern Comfort at Wyndham Governor's Green Resort -2 Bd Dlx
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
Pool

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

2.0 star property
9.8 out of 10, Exceptional, (20)
"Great stay, exactly as described. No issues at all. Great bedrooms, bathrooms. Plenty of space for us. Highly recommended. "
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
Club Wyndham Patriots Place
Seasonal outdoor pool

Club Wyndham Patriots Place

2.5 star property
9.0 out of 10, Wonderful, (2)
"Nice and quiet and vertical clean. The only thing that could have been better was the space in the room. Kitchen was a little too small."
Club Wyndham Patriots Place
Local Host! 3 BR, Governor's Green -Centrally Located, Indoor/Outdoor Pools
Indoor pool, outdoor pool

Local Host! 3 BR, Governor's Green -Centrally Located, Indoor/Outdoor Pools

9.6 out of 10, Exceptional, (22)
"Clean, comfortable and great communication with host!"
Local Host! 3 BR, Governor's Green -Centrally Located, Indoor/Outdoor Pools
Family Fun @ Wyndham Kingsgate -3 Pools - Close to Busch Gardens - LOCAL HOST
Indoor pool

Family Fun @ Wyndham Kingsgate -3 Pools - Close to Busch Gardens - LOCAL HOST

9.0 out of 10, Wonderful, (26)
"We truly enjoyed our stay at this location. It was perfect distance to our activities, and had a variety of things to do at the resort that were wonderful for the evenings when our days ended. Pool was loud but fun, the arcade was a huge hit, and while the mini golf course was closed, they made up for it by allowing us to use a sister resort extremely close by, which was wonderful. We would absolutely stay here again.A couple of complaints. I wish check in didn't absolutely require talking with...
Family Fun @ Wyndham Kingsgate -3 Pools - Close to Busch Gardens - LOCAL HOST
Charming 2-bedroom resort with AC, WiFi in fabulous Williamsburg Come Relax
Pool

Charming 2-bedroom resort with AC, WiFi in fabulous Williamsburg Come Relax

Charming 2-bedroom resort with AC, WiFi in fabulous Williamsburg Come Relax
Wyn Kingsgate, 3 Bedroom - Sleeps 10. FREE Game Room, Indoor Pool! LOCAL HOST!
Indoor pool, outdoor pool

Wyn Kingsgate, 3 Bedroom - Sleeps 10. FREE Game Room, Indoor Pool! LOCAL HOST!

9.0 out of 10, Wonderful, (22)
"The location was fantastic for our stay. The place was clean and comfortable. The kitchen is very sparse, but the necessities were available. The king bed did not have a fitted bottom sheet; just a flat sheet that was too small and tucked in. The washing machine did not drain properly. It took a long time for the water in the showers to warm up. The front desk made it seem like a sales meeting was required, even after I declined twice. But the apartment was very nice. Everyone was comfortable....
Wyn Kingsgate, 3 Bedroom - Sleeps 10. FREE Game Room, Indoor Pool! LOCAL HOST!
LOCAL HOST! 3BR at Governor's Green. Prime Location - Indoor/Outdoor Pools!
Indoor pool, outdoor pool

LOCAL HOST! 3BR at Governor's Green. Prime Location - Indoor/Outdoor Pools!

10.0 out of 10, Exceptional, (2)
"Great roomy space. Clean & comfortable "
LOCAL HOST! 3BR at Governor's Green. Prime Location - Indoor/Outdoor Pools!
3Bed/3Bath Spacious Lock-Off Condo in Historic Williamsburg Resort!!
Indoor pool, outdoor pool

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!!
2Bed/2Bath Cozy Condo in Historic Williamsburg Kingsgate Resort!!
Indoor pool, outdoor pool

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!!
Historic Patrick Henry Square Resort
Fridge, microwave, oven, stovetop

Historic Patrick Henry Square Resort

10.0 out of 10, Exceptional, (7)
"The property was fine...However we use VRBO a lot anf the VRBO Fee and Cleaning were absurd...way more than we have experienced in the past"
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
Fridge, microwave, oven, stovetop

Historic Patrick Henry Square Resort

8.0 out of 10, Very Good, (9)
"I found the unit I rented to be very comfortable and in excellent condition. Infortunately Colonial Williamsburg has really diminished it's commitment to being a "living" museum experience. We were looking forward to a Colonial Christmas but we found little to create the feeling we had been promised by the advertisements."
Historic Patrick Henry Square 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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Other property types in Gloucester

Historic Cottage on Ware River Estate
Property grounds

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (261)
"We enjoyed the quiet beauty of the little cottage. The decor fit the home beautifully. Everything one could need was provided. Our dog enjoyed being able to get in the yard and chase her frisbee. Our side trips around the area were wonderful. Highly recommend. "
Historic Cottage on Ware River Estate
Cozy Country setting with comforts of home
Terrace/patio

Cozy Country setting with comforts of home

8.8 out of 10, Excellent, (15)
"Was very warm and inviting atmosphere. Easy to find and off the main traffic at the same time very convenient. "
Cozy Country setting with comforts of home
Welcome to this Waterfront Home with Amazing Views
Fridge, microwave, oven, stovetop

Welcome to this Waterfront Home with Amazing Views

10.0 out of 10, Exceptional, (21)
"Lovely stop over on our way to family. Beautiful home decorated for the holidays and had all the amenities we needed plus little snacks! We got to the a beautiful sunset off the dock and our twins got their own rooms and bathroom. It would’ve cost more to get two rooms at Williamsburg hotel. So happy we got to stay here! Would love to stay the week during summertime! Beautiful home and location! "
The price is AED 661
AED 1,521 total
includes taxes & fees
28 Apr - 29 Apr
Welcome to this Waterfront Home with Amazing Views
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 by IHG - 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. 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.