The Best Hotels with a Pool in Gloucester, VA from ₩98,674 in 2026

Q: What are some hotels with pools in Gloucester?

Holiday Inn Express Gloucester by IHG : Features buffet, a seasonal outdoor pool, and free self parking. Vacation Village At Williamsburg : Hotel located near College of William and Mary. Offers a children's pool, a seasonal outdoor pool, and a full-service spa. Hilton Vacation Club The Historic Powhatan Williamsburg : Resort located near College of William and Mary. Provides a children's pool, an indoor pool, and 2 outdoor tennis courts. The Colonies at Williamsburg : Hotel located near College of William and Mary. Features a children's pool, a seasonal outdoor pool, and free water-park access. Hilton Vacation Club Greensprings Williamsburg : Resort located near Jamestown Settlement. Offers a children's pool, a seasonal outdoor pool, and a sauna.

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Our top choices for Gloucester hotels with a pool

Holiday Inn Express Gloucester by IHG

Gloucester

Dive into summer splashing at this refreshing seasonal outdoor pool, perfect for cooling off during hot Virginia days.

₩173,623 total

includes taxes & fees

Jun 7 - Jun 8

Indoor pool, open 10 AM to 10 PM, sun loungers

Hampton Inn Gloucester

Gloucester

Dive into refreshing comfort at this hotel with an indoor pool, where aquatic relaxation and sun loungers await all day long.

₩180,220 total

includes taxes & fees

Jun 28 - Jun 29

Indoor pool, outdoor pool, pool umbrellas, sun loungers

Hilton Vacation Club The Historic Powhatan Williamsburg

Williamsburg

Splish-splash pool heaven for families with indoor and outdoor aquatic fun awaits.

₩195,156 total

includes taxes & fees

May 31 - Jun 1

Hampton Inn & Suites Williamsburg Historic District

Williamsburg

Dive into refreshing aquatic escapes at this indoor pool haven, steps from College of William and Mary historical district.

₩146,893 total

includes taxes & fees

Jun 17 - Jun 18

Vacation Village At Williamsburg

Williamsburg

Escape to a water wonderland with indoor, outdoor, and children's pools plus a rejuvenating hot tub.

₩192,016 total

includes taxes & fees

Jun 18 - Jun 19

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Take a plunge into fun with a family-friendly water park and outdoor pool in Williamsburg.

₩190,693 total

includes taxes & fees

Jun 8 - Jun 9

Indoor pool, open 7:00 AM to 11:00 PM, sun loungers

Holiday Inn Express & Suites Williamsburg by IHG

Williamsburg

Dive into year-round relaxation at this indoor pool oasis with sun loungers near historic Williamsburg.

₩151,767 total

includes taxes & fees

May 31 - Jun 1

Red Roof Inn Williamsburg

Williamsburg

Seasonal outdoor pool beckons with refreshing respite in the heart of Williamsburg, perfect for summertime relaxation.

₩107,762 total

includes taxes & fees

Jun 3 - Jun 4

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Great Wolf Lodge Williamsburg

10/10 Excellent

"Excellent experience for my family. I think my only complaint would be that you have to pay for parking even staying at the lodge. Other than that, it was alittle pricey, but expected! Excellent families with young ones! Five stars from me regardless!"

Howard Johnson by Wyndham Williamsburg

2/10 Terrible

"I recently stayed at this hotel and unfortunately had a very disappointing experience from start to finish. One of the main reasons I booked here was for the pool, only to find out after arrival that it was closed with no prior notice given. The room itself was in poor condition. The bathroom had visible mold around the tub and ceiling, which made the entire space feel dirty and poorly maintained. The air conditioning barely worked, leaving the room hot and uncomfortable throughout the night. The laundry room was equally frustrating. One washer was broken, and the vending machine was completely out of detergent soap, making it impossible to do laundry during my stay. When I brought these issues to the front desk, the staff seemed uninterested and unhelpful, offering no solutions or apologies. To make matters worse, several other guests were loudly complaining in the hallways and lobby about problems with their rooms and service, so it clearly was not an isolated issue. Overall, the hotel felt neglected, poorly managed, and far below expectations. I would not stay here again or recommend it to anyone looking for a comfortable or relaxing stay."

Comfort Inn & Suites Hampton near Coliseum

6/10 Okay

"There was an issue with the toilet and they gave us a plunger but absolutely didnt resolve the issue, so going to the bathroom was an issue the entire stay, they didnt offer to mive us to another room nor did they try and compensate us for the inconvenience."

Frequently asked questions

What are some hotels with pools in Gloucester?

Holiday Inn Express Gloucester by IHG: Features buffet, a seasonal outdoor pool, and free self parking. Vacation Village At Williamsburg: Hotel located near College of William and Mary. Offers a children's pool, a seasonal outdoor pool, and a full-service spa. Hilton Vacation Club The Historic Powhatan Williamsburg: Resort located near College of William and Mary. Provides a children's pool, an indoor pool, and 2 outdoor tennis courts. The Colonies at Williamsburg: Hotel located near College of William and Mary. Features a children's pool, a seasonal outdoor pool, and free water-park access. Hilton Vacation Club Greensprings Williamsburg: Resort located near Jamestown Settlement. Offers a children's pool, a seasonal outdoor pool, and a sauna.

What is there to see and do in Gloucester?

Explore places like Busch Gardens Williamsburg while you're in the area. The picturesque setting of Beaverdam Park and Stifel Conservation Easement showcase the area's natural beauty. Broaden your horizons with the local historic landmarks in Gloucester.

When is the best time to book a hotel with a pool in Gloucester?

You may want to consider an accommodation that offers an outdoor pool if you're planning to visit Gloucester in the hottest months of July, August, or June when the average temperature is 76°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 44°F.

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