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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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, (2622)
"This property is well maintained. We were upgraded to a 2 bedroom 2 bath room and it was beautiful. Don’t forget that there is a resort fee. They will try to pressure you into a time share. The person that we spoke with just wouldn’t take no for an answer so be prepared for that. Other than that, our 6 day stay was just perfect."
The price is SAR 255
SAR 399 total
includes taxes & fees
30 Mar - 31 Mar
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, (1003)
"The property was kid friendly and had many available activities. The food options were not the best."
The price is SAR 746
SAR 1,012 total
includes taxes & fees
24 Mar - 25 Mar
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, (1001)
"The apartments are very nice clean quiet and safe my family and I enjoyed it totally we will definitely be back "
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, (411)
"Great Stat."
The price is SAR 540
SAR 665 total
includes taxes & fees
24 Mar - 25 Mar
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, (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
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
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
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, (183)
"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.
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, (18)
"Access to mini golf etc is nice."
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
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, (21)
"Clean, comfortable and great communication with host!"
Local Host! 3 BR, Governor's Green -Centrally Located, Indoor/Outdoor Pools
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, (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
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

9.2 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
LOCAL HOST! Family Friendly Condo at Governor's Green. Prime Location-Pools!
Indoor pool, outdoor pool

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!
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, (21)
"We decided this year to take a family history vacation with our two homeschool children and my Dad, a huge history buff for Colonial Williamsburg Homeschool Days. We rented the three bedroom L.O. and it was absolutely PERFECT for our needs! My husband kept remarking that i did a great job finding our place. The kiddos had their own king-sized bed and bathroom to share, which they got an enourmous kick out of. My husband and I got the very spacious Master suite, and my Dad got his own...
Wyn Kingsgate, 3 Bedroom - Sleeps 10. FREE Game Room, Indoor Pool! LOCAL HOST!
Wyndham Kingsgate, 3 BR Dlx - Sleeps 10, Indoor Pool! 25% Deposit, LOCAL HOST!
Outdoor dining

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! 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!
LOCAL HOST! Family Friendly Condo at Governors Green Resort -Prime location!
Indoor pool, a heated pool

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!!
Outdoor dining

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!!
Outdoor dining

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
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
Fridge, microwave, oven, stovetop

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (94)
"Property was very comfortable and presented as advertised. We had no issues with checkin or communication with our host. Shannon insured that all was good with our stay. We even took her recommendation for the restaurant Olivias in the Village, the food was great and service was excellent."
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Fridge, microwave, oven, stovetop

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
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! "
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.