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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Gloucester resorts

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

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 star property
Williamsburg
9.0 out of 10, Wonderful, (3331)
"Beautiful place always stay here awesome staff"
United States
Tracey
The price is AED 247
AED 386 total
includes taxes & fees
11 Jan - 12 Jan
Hilton Vacation Club The Historic Powhatan Williamsburg
Exterior
Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG
3.5 star property
Williamsburg
9.0 out of 10, Wonderful, (542)
"Resort was beautiful and accommodations were amazing."
United States
Karen
The price is AED 340
AED 440 total
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Club Vacations Williamsburg Resort by IHG
Exterior
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg
3.0 star property
Williamsburg
8.4 out of 10, Very Good, (1009)
"Great property, very pleasant people! "
United States
viktoriya
The price is AED 278
AED 421 total
includes taxes & fees
10 Jan - 11 Jan
Hilton Vacation Club Greensprings Williamsburg
5 indoor pools, seasonal outdoor pool, cabanas (surcharge)
Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg
3.5 star property
Williamsburg
8.6 out of 10, Excellent, (1003)
"The spacious room was nice, but having a fireplace in the room was the BEST, especially since we spent Christmas Eve at the Lodge and we hung our stockings under the mantel."
United States
Christine
The price is AED 592
AED 670 total
includes taxes & fees
1 Feb - 2 Feb
Great Wolf Lodge Williamsburg
Indoor pool, outdoor pool
Marriott's Manor Club, Williamsburg, Virginia, United States

Marriott's Manor Club, Williamsburg, Virginia, United States

Marriott's Manor Club, Williamsburg, Virginia, United States
Williamsburg
The price is AED 593
AED 766 total
includes taxes & fees
8 Jan - 9 Jan
Marriott's Manor Club, Williamsburg, Virginia, United States
2 outdoor pools
Westgate Williamsburg

Westgate Williamsburg

Westgate Williamsburg
2.5 star property
Midtown
3.0 out of 10, (2)
"I didn’t like that the advertised rooms did not match the actual rooms in the property. The pictures used were misleading. I would never have paid such an expensive room for what we ended up staying in."
United States
Carlos A. Tache
The price is AED 731
AED 1,195 total
includes taxes & fees
4 Jan - 5 Jan
Westgate 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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Top Gloucester Hotel Reviews

Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

10/10 Excellent
"Yes I Enjoyed my stay Happy New Year 2026"
Joi 1-night trip
Posted 2 days ago
Comfort Inn Newport News - Hampton I-64

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. Hilton Vacation Club Greensprings Williamsburg - Family-friendly resort. 17.7 mi (28.5 km) from Gloucester. Has a children's pool, a sauna, and a fitness center. Popular for its exceptional value. 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. Club Wyndham Kingsgate - Family-friendly resort. 13.3 mi (21.4 km) from Gloucester. Amenities include a children's pool, 2 outdoor tennis courts, and a sauna. Guests love the pool. Holiday Inn Club Vacations Williamsburg Resort by IHG - Family-friendly resort. 12.4 mi (19.9 km) from Gloucester. Access to 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.