A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

Best Resorts in Gloucester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Gloucester resorts

A swimming pool with lounge chairs and a covered area, surrounded by a building with large windows and a brick facade.

1. 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, (603 reviews)
"Wonderful place to stay!"
United States
Robert
$124 nightly
The price is $141
Oct 28 - Oct 29
Total with taxes and fees
Holiday Inn Club Vacations Williamsburg Resort by IHG
A large brick building with a central entrance, surrounded by well-maintained gardens and trees.

2. Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 star property
Williamsburg
9.2 out of 10, Wonderful, (3,990 reviews)
"Great place to stay - relaxing and quiet."
United States
Melanie
$92 nightly
The price is $105
Nov 1 - Nov 2
Total with taxes and fees
Hilton Vacation Club The Historic Powhatan Williamsburg
A water park with multiple slides and a pool area.

3. Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg
3.5 star property
Williamsburg
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay"
United States
Edith
$187 nightly
The price is $211
Oct 25 - Oct 26
Total with taxes and fees
Great Wolf Lodge Williamsburg
A two-story house with a brick facade and white siding, featuring a prominent front entrance and a small porch.

4. Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg
3.0 star property
Williamsburg
8.8 out of 10, Excellent, (1,154 reviews)
"Clean rooms , plenty of space , beautiful grounds and great location to enjoy our Williamsburg vacation"
United States
Michael
$120 nightly
The price is $136
Oct 27 - Oct 28
Total with taxes and fees
Hilton Vacation Club Greensprings 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gloucester Hotel Reviews

Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent
"Very clean, the staff were attentive and always happy to help. My 3 days their were pleasant and I used their small fitness room which was great to have available along with my coffee and breakfast every morning."
Jennifer 3-night trip
Posted 1 hour ago
Comfort Inn & Suites Hampton near Coliseum

Find out more about Gloucester

Gloucester Resorts information

Number of reviews
6,144
Accommodation
64 Resorts
Lowest Price
$105
Highest Price
$211

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. 17.9 mi (28.8 km) from Gloucester. Has a seasonal outdoor pool, a children's pool, and a sauna. 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. Gloucester Public Library and Fairfield Foundation 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.

Explore a world of travel with Expedia