The Best Hotels with a Pool in Gloucester, VA from NT$2,003 in 2026

Q: What are some hotels with pools in Gloucester?

Hampton Inn Gloucester : Features a snack bar/deli, an indoor pool, and buffet. Vacation Village At Williamsburg : Hotel located near Williamsburg Premium Outlets. 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. Hilton Vacation Club Greensprings Williamsburg : Resort located near Jamestown Settlement. Features a children's pool, a seasonal outdoor pool, and a sauna. The Colonies at Williamsburg : Hotel located near Williamsburg Premium Outlets. Offers a children's pool, a seasonal outdoor pool, and free water-park access.

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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.

NT$3,631 total

includes taxes & fees

Jun 14 - Jun 15

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.

NT$4,266 total

includes taxes & fees

Jun 15 - Jun 16

The Princess Anne hotel

Midtown

NT$3,732 total

includes taxes & fees

Jun 8 - Jun 9

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.

NT$4,197 total

includes taxes & fees

Jun 23 - Jun 24

Standard Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, cribs/infant beds

Quality Inn Kilmarnock

Kilmarnock

Sunlit poolside escape awaits at this city center hotel with hydromassage showers.

NT$4,447 total

includes taxes & fees

Jul 2 - Jul 3

Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Wyndham Garden Williamsburg Busch Gardens Area

Williamsburg

Lounge in luxury at this hotel's seasonal outdoor oasis with resort-style sun loungers.

NT$3,049 total

includes taxes & fees

Jun 7 - Jun 8

Howard Johnson by Wyndham Williamsburg

Lightfoot

Splash into relaxation at this indoor pool retreat close to Williamsburg's top attractions.

NT$2,003 total

includes taxes & fees

Jun 10 - Jun 11

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.

NT$3,588 total

includes taxes & fees

Jun 8 - Jun 9

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

8/10 Good

"The free wifi wasnt all that great. You have to pay extra for the premium but other than that place was clean east to get to. Everything ypu need is on the resort"

The Colonies at Williamsburg

10/10 Excellent

"We had a great family stay here. Seeing the water park and amenities gave me the push to book here versus another cheaper option. So glad we did. The room was perfect. Very large, my daughter got to have her own room and bathroom, and the master had an en suite as well. Nice big kitchen with everything you need. The outdoor pool area was clean, tons of seating, and super fun. We even used the indoor pool later in the day once the sun went down (it’s open until 10!) for a little fun before bedtime with our 5 year old. The staff was super nice, especially the sweet girl who was working the towel area outside, she went looking for a floatie for my daughter. Able to have an extra hour at check out for no additional cost. We will definitely book here again when we come back next year!"

Howard Johnson by Wyndham Williamsburg

4/10 Poor

"I would not recommend staying more than one night. The breakfast they serve is a joke. There was orange juice, apple juice, granola bars, apples, and goldfish for breakfast options. The hotel itself had a bad smell and the room smelled like mildew. The water machine in the gym had hot water despite having a cold water dispenser, it did not work. The sauna had no light in it. It was not a comfortable stay when I went to the front desk to inquire about getting my room serviced with new sheets. I was informed that they do it every three days despite the sheets we had having a burn hole. The front desk workers were very unfriendly overall."

Frequently asked questions

What are some hotels with pools in Gloucester?

Hampton Inn Gloucester: Features a snack bar/deli, an indoor pool, and buffet. Vacation Village At Williamsburg: Hotel located near Williamsburg Premium Outlets. 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. Hilton Vacation Club Greensprings Williamsburg: Resort located near Jamestown Settlement. Features a children's pool, a seasonal outdoor pool, and a sauna. The Colonies at Williamsburg: Hotel located near Williamsburg Premium Outlets. Offers a children's pool, a seasonal outdoor pool, and free water-park access.

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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