Search Resorts in Gloucester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 117 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, (2612)
"Clean, safe and quiet. Will stay there again. Thank you for a nice vacation. "
The price is AED 222
AED 359 total
includes taxes & fees
2 Feb - 3 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, (1001)
"Had an amazing experience, cannot wait to visit again! "
The price is AED 657
AED 908 total
includes taxes & fees
23 Jan - 24 Jan
Great Wolf Lodge Williamsburg
Club Wyndham Kingsgate
Exterior

Club Wyndham Kingsgate

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great family time there!"
Club Wyndham Kingsgate
Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel
Exterior

Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (399)
"I visited this resort during the off-season for a four-day birthday getaway, and I absolutely loved my experience. The price was excellent—likely due to the time of year—and despite renovations, the area where I stayed was beautiful and very comfortable. Everything about the resort felt convenient, especially the location, which made getting around a breeze. If I had to mention one downside, it would be that the TVs weren’t smart TVs, so I couldn’t connect to Wi-Fi or access my streaming...
The price is AED 400
AED 507 total
includes taxes & fees
26 Jan - 27 Jan
Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel
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
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
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.
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
10.0 out of 10, Exceptional, (3)
" We had a great time. The rooms were comfortable and well stocked, even with soap & shampoo. The check out was super easy. We enjoyed all the ammenities at the resort. The outdoor heated pool was a nice surprise. The location was great. The only negative experience was the pressure to schedule a time share sales appointment at check-in. You have to go to get the free gift and they charge you a "deposit". It is non- refundable if you are a no show and they don't let you cancel...
Spacious 3 Bedroom Lockoff, Full Kitchen, Near CW and W&M -Wyndham Kingsgate
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
Historic Patrick Henry Square Resort
1 Bedroom Premium

Historic Patrick Henry Square Resort

10.0 out of 10, Exceptional, (5)
"Very clean and everything you would need. Convenient to Colonial Williamsburg. "
Historic Patrick Henry Square Resort
Historic Patrick Henry Square Resort
2 Bedroom

Historic Patrick Henry Square Resort

Historic Patrick Henry Square Resort
1BR 1BTH - Family of 4 - Resort Stay 5 min from Bush Gardens & Water Country USA
Exterior

1BR 1BTH - Family of 4 - Resort Stay 5 min from Bush Gardens & Water Country USA

1BR 1BTH - Family of 4 - Resort Stay 5 min from Bush Gardens & Water Country USA
Vacation Village Williamsburg July 20-27 sleeps 6,2 bedrooms,2 baths, $500
Pool

Vacation Village Williamsburg July 20-27 sleeps 6,2 bedrooms,2 baths, $500

Vacation Village Williamsburg July 20-27 sleeps 6,2 bedrooms,2 baths, $500
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
Historic Patrick Henry Square Resort
1 Bedroom

Historic Patrick Henry Square Resort

Historic Patrick Henry Square Resort
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
Williamsburg's Finest Luxury Resort w/Pool
Living Room where you gather at the end of an exciting day to talk and laugh.

Williamsburg's Finest Luxury Resort w/Pool

Williamsburg's Finest Luxury Resort w/Pool
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.
Don't see what you're looking for?
See all available properties in Gloucester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Gloucester

Welcome to this Waterfront Home with Amazing Views
Living area

Welcome to this Waterfront Home with Amazing Views

10.0 out of 10, Exceptional, (20)
"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! "
The price is AED 551
AED 1,394 total
includes taxes & fees
23 Jan - 24 Jan
Welcome to this Waterfront Home with Amazing Views
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (90)
"Bee Haven is a well appointed, beautifully decorated and comfortable cottage to enjoy. Everything in the house is quality. It's easy to find. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Property grounds

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

10.0 out of 10, Exceptional, (25)
"Nice property however needs a deep cleaning….refrigerator, under beds, sticky floors, and ceiling fan definitely needs attention. Nice area. The dining area antique table and chairs are not comfortable…the rest of the couches and chairs are good…lots of room and nice game room."
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
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. Club Wyndham Kingsgate - Family-friendly resort. 13.3 mi (21.4 km) from Gloucester. Has a children’s pool, 2 outdoor tennis courts, and a sauna. Highly rated for its pool. 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. Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel - 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 Captain John Smith National Historic Trail 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.