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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare 119 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, (2623)
"Where We Stayed Was Very Big, Clean And Quiet."
The price is SAR 327
SAR 479 total
includes taxes & fees
23 Feb - 24 Feb
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, (1003)
"Staff was efficient and very friendly. "
The price is SAR 671
SAR 927 total
includes taxes & fees
18 Feb - 19 Feb
Great Wolf Lodge Williamsburg
Club Wyndham Kingsgate
Exterior

Club Wyndham Kingsgate

3.0 star property
8.8 out of 10, Excellent, (1000)
"Nice resort comfortable and updated "
Club Wyndham Kingsgate
Holiday Inn Club Vacations Williamsburg Resort
Exterior

Holiday Inn Club Vacations Williamsburg Resort

3.5 star property
9.0 out of 10, Wonderful, (402)
"Loved it!!!"
The price is SAR 409
SAR 518 total
includes taxes & fees
18 Feb - 19 Feb
Holiday Inn Club Vacations Williamsburg Resort
Historic Charm Meets Modern Comfort at Wyndham Governor's Green Resort -2 Bd Dlx
Exterior

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

2.0 star property
8.0 out of 10, Very Good, (2)
"Our reservation was for 8 adults and a pet. We were told that after we made the booking the policy changed and pets were no longer allowed. That's not right. VRBO, Koala or Wyndham should have made accommodations available for our family and their pet "
Historic Charm Meets Modern Comfort at Wyndham Governor's Green Resort -2 Bd Dlx
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, (93)
"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
Exterior

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

2.0 star property
9.6 out of 10, Exceptional, (5)
"Our stay was for 5 nights, 6 people,we didn’t get a chance to use any of the amenities, the unit had recently been updated. Check in was easy and the ladies at the desk were helpful and friendly.Our unit was clean, spacious and comfortable. We had a 3 bedroom, which is a 2 bedroom unit with a full kitchen and 2 baths, and a one bedroom unit with a full bath. and kitchen, there’s a door that connects the 2 units.Each unit has a washer and dryer. We will definitely stay here again.The location was...
Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
Exterior

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

2.0 star property
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
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!!
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!!
Club Wyndham Patriots Place
Exterior

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
Historic Patrick Henry Square Resort
1 Bedroom Premium

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
2 Bedroom Premium

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
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
8.8 out of 10, Excellent, (5)
"Such a great property and very accommodating our family really felt at home. We had plans to visit other places in Williamsburg but sometimes it was hard to leave with all the amenities. I would definitely come again. "
Discover Family Fun and History at Wyndham Kingsgate-1 Bedroom Suite
Historic Patrick Henry Square Resort
1 Bedroom

Historic Patrick Henry Square Resort

Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
2 Bedroom

Historic Patrick Henry Square Resort

Historic Patrick Henry Square Resort
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
Last minute vacation deal to Williamsburg
Pool

Last minute vacation deal to Williamsburg

Last minute vacation deal to Williamsburg
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
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
One Bedroom Suite

Family Friendly Countryside Resort Condos close to Colonial Williamsburg

9.0 out of 10, Wonderful, (4)
"Enjoyable"
Family Friendly Countryside Resort Condos close to 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.
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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, (92)
"Excellent place to rest your head. Cozy, clean, and comfortable. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Exterior

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

10.0 out of 10, Exceptional, (145)
"’m almost hesitant to write this review because this place is just that good. My wife and I spent a perfect weekend here and couldn’t have asked for more. The house is beautifully appointed and thoughtfully decorated, creating an inviting and comfortable atmosphere from the moment you walk in.The entire upper floor is dedicated to the master suite, offering a third-story view that feels like a private retreat. The bed is one of the most comfortable we’ve ever slept in—like sinking into a cloud....
Relax, Refresh, Renew..Waterfront Cottage..Near 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, (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! "
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. Great Wolf Lodge Williamsburg - Family-friendly resort. 11.9 mi (19.1 km) from Gloucester. Has 2 restaurants, 5 indoor pools, and a free water park. Club Wyndham Kingsgate - Family-friendly resort. 13.3 mi (21.4 km) from Gloucester. Guests love the pool. Enjoy the children’s pool, 2 outdoor tennis courts, and sauna. Holiday Inn Club Vacations Williamsburg Resort - 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.