The Best Hotels with a Pool in Gloucester, VA from SAR 251 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 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. Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel : Hotel located near Merchants Square. Features a children's pool, an outdoor pool, and free water-park access. Wyndham Garden Williamsburg Busch Gardens Area : Hotel located near Busch Gardens Williamsburg. Offers daily, a seasonal outdoor pool, and free self parking.

Check availability on Gloucester Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

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.

SAR 435 total

includes taxes & fees

28 Jun - 29 Jun

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.

SAR 483 total

includes taxes & fees

15 Jul - 16 Jul

Howard Johnson by Wyndham Williamsburg

Lightfoot

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

SAR 251 total

includes taxes & fees

29 Jun - 30 Jun

The Princess Anne hotel

Midtown

SAR 474 total

includes taxes & fees

5 Jul - 6 Jul

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.

SAR 481 total

includes taxes & fees

29 Jun - 30 Jun

Dockside Inn

Deltaville

Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.

Lovely condo with water & golf course view

Kingsmill

SAR 1,425 total

includes taxes & fees

10 Jul - 11 Jul

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.

SAR 444 total

includes taxes & fees

13 Jul - 14 Jul

View all properties

Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Vacation Village At Williamsburg

8/10 Good

"It was a very nice place. My only issues were the beds were very hard and uncomfortable and nobody brings clean towels every day unless I asked for them, then when I asked I didn't get enough for 5 people. Everything else was very nice."

Great Wolf Lodge Williamsburg

10/10 Excellent

"Everything was amazing the food was great but the cost for the meal plans is just to high next time instead of eating there we are just going to go to one of the many restaurants down the street and go to the I hop down the street for breakfast it is cheaper my family paid a total of almost 160 dollars for breakfast alone just for two days . Not doing that again but we had an amazing time"

Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG

10/10 Excellent

"My husband and I had a relaxing long weekend. Our room and hotel was clean. Housekeeping came in one day to tidy up and everything was perfect when we returned. They were very respectful of our room. I have to mention the bartenders! Carrie and Ramona were fabulous! Their drinks were perfect and they kept us laughing. These ladies made our trip!"

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

10/10 Excellent

"This location was very convenient to the Busch Gardens Water Country areas. We were less than 8 minute drives to either. We were very close to Historic Williamsburg as well, which made a nice day out. The hotel staff was helpful. The rooms were comfortable and we enjoyed our stay."

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Find More Hotels near Gloucester

More Hotel Options in Gloucester

Hotels with Hot Tubs in Gloucester

Explore more hotels

See a list of all hotels in Gloucester

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 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. Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel: Hotel located near Merchants Square. Features a children's pool, an outdoor pool, and free water-park access. Wyndham Garden Williamsburg Busch Gardens Area: Hotel located near Busch Gardens Williamsburg. Offers daily, a seasonal outdoor pool, and free self parking.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Gloucester Hotels with a Pool