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Compare 130 Resorts in Gloucester with updated reviews, rates, and availability.

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 star property
9.0 out of 10, Wonderful, (2611)
"The suite was amazing, the area is quiet and lots to do. My grandchildren enjoyed the pool and playground! "
The price is SAR 255
SAR 399 total
includes taxes & fees
23 Mar - 24 Mar
Hilton Vacation Club The Historic Powhatan Williamsburg

Great Wolf Lodge Williamsburg

3.5 star property
8.6 out of 10, Excellent, (1001)
"This is our first visit and definitely not our last. I was pleased with how easy check in was and how friendly and knowledgeable the staff is. I will highly recommend this location to everyone with kids."
The price is SAR 709
SAR 969 total
includes taxes & fees
10 Apr - 11 Apr
Great Wolf Lodge Williamsburg

Club Wyndham Kingsgate

3.0 star property
8.8 out of 10, Excellent, (1002)
"Very nice accommodation "
Club Wyndham Kingsgate

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 star property
9.0 out of 10, Wonderful, (410)
"Great Stat."
The price is SAR 484
SAR 602 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Club Vacations Williamsburg Resort by IHG

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

2.0 star property
9.2 out of 10, Wonderful, (258)
"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

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

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

2.0 star property
9.4 out of 10, Exceptional, (181)
"Great facility. We had an awesome time. My son loved the arcade and mini golf. It’s a great location within 20 minutes of all the history. "
Located Near Colonial Williamsburg, Busch Gardens, Jamestown-Wyn Kingsgate 2 Bd.

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

2.0 star property
9.8 out of 10, Exceptional, (18)
"Access to mini golf etc is nice."
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.

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

2.0 star property
9.2 out of 10, Wonderful, (44)
"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

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! 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!

LOCAL HOST! Family Friendly Condo at Governor's Green. Prime Location-Pools!

10.0 out of 10, Exceptional, (2)
"This place was super easy to get to, close to everything but out of the way so traffic wasn’t bothersome. Checkin was a breeze- they did try getting us to sit in on a presentation but we politely declined. Rooms had all we needed comfortable beds, super clean. Loved that they had shampoo, conditioner, hand soap & body wash- extra little perk. There were 3 pools- the one outside one was quiet and away from the buildings was very quiet and had adults in. Loved that it had all the family games to...
LOCAL HOST! Family Friendly Condo at Governor's Green. Prime Location-Pools!

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

9.2 out of 10, Wonderful, (25)
"Everything was nice and property was as described. There were some neighbors above with a young child who was running around very early in the morning making a lot of noise so no one could sleep in."
Family Fun @ Wyndham Kingsgate -3 Pools - Close to Busch Gardens - LOCAL HOST

Wyndham Kingsgate, 3 BR Dlx - Sleeps 10, Indoor Pool! 25% Deposit, LOCAL HOST!

10.0 out of 10, Exceptional, (3)
"Plan on staying again couldnt of been more happy and we had so much fun. And more then when expected "
Wyndham Kingsgate, 3 BR Dlx - Sleeps 10, Indoor Pool! 25% Deposit, LOCAL HOST!

LOCAL HOST! Family Friendly Condo at Governors Green Resort -Prime location!

8.8 out of 10, Excellent, (15)
"Location was good and unit was comfy n clean"
LOCAL HOST! Family Friendly Condo at Governors Green Resort -Prime location!

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!!

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

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

7.6 out of 10, Good, (5)
"Very nice"
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

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (93)
"Great place for families with pets and/or small kids! So nice that the host provides toys and dog treats. My family had a great stay here."
"Bee Haven" Cottage Retreat Near Colonial Williamsburg

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

9.8 out of 10, Exceptional, (148)
"Very clean and nicely decorated. Awesome back porch with beautiful views."
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

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 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.