TOP Hotels with Pool in Gloucester, VA for 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 Jamestown Settlement. 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.

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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.

Rp1.928.183 total

includes taxes & fees

12 Jul - 13 Jul

Indoor pool, open 10 AM to 10 PM, pool 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.

Rp2.318.192 total

includes taxes & fees

12 Jul - 13 Jul

The Princess Anne hotel

Midtown

Rp1.768.186 total

includes taxes & fees

17 Jun - 18 Jun

Dockside Inn

Deltaville

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

Rp3.419.847 total

includes taxes & fees

13 Jul - 14 Jul

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Williamsburg

Seasonal poolside escape with loungers and umbrellas just minutes from Busch Gardens Williamsburg.

Rp1.842.438 total

includes taxes & fees

21 Jun - 22 Jun

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.

Rp2.242.214 total

includes taxes & fees

12 Jul - 13 Jul

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

Quality Inn Kilmarnock

Kilmarnock

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

Rp2.390.810 total

includes taxes & fees

13 Jul - 14 Jul

Howard Johnson by Wyndham Williamsburg

Lightfoot

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

Rp1.140.897 total

includes taxes & fees

18 Jun - 19 Jun

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent

"good"

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

10/10 Excellent

"There was lots to do right on site. Corn hole, ping pong, volleyball , mini golf, horseshoes, a pool and a kids playground with a splash pad. Parts of the hotel were a little dated but very clean and well kept. Staff was exceptionally helpful and friendly. So convenient having the shuttles to colonial Williamsburg but also enjoyed being able to walk there as well. Highly recommend! Will stay there again. Great location!"

Days Inn by Wyndham Williamsburg Historic Area

6/10 Okay

"Location was fine. Front desk people were fine. Room was big, it had working ac, bathroom clean and bed okay. Room very run down. Ac enclosed by drywall and unfinished wood. The closet did not have a bar to hang cloths, bathroom towel rack was gone and sofa looked dirty. It worked for one night but we would not go back. Breakfast minimal but helped us to have something before we were on the road."

Vacation Village At Williamsburg

10/10 Excellent

"Our stay was a great experience and we didn't have any issues. The staff we encountered were friendly and attentive. The apartment was spacious and suit d out family well. The only thing I would recommend would be a few updates and repairs (out of date appliances, chipped/loose tiles) as well as more comfortable mattresses. The beds were not very comfortable, especially the pullout sofa bed. Even so, the stay was well worth the price and we will return."

Kingsmill Resort

4/10 Poor

"Outdated, child-ridden, dirty! The stairway to our room was full of bugs and looked like it had never been cleaned. There was a huge spider on its web and other dead bugs all over the corners, rafters, and stairs and we barely made it up the stairway. We were not informed of the ability to rent a golf cart at check-in and when we called the next morning to see about renting one (after seeing everyone else on them throughout the resort) there weren't any left. We were given paper maps and a resort guide. It's the year 2026, so these should have been available online. The River Pool staff service was great and so were the food and drinks, but the rowdy children made it hard to enjoy. Parents just sat there while they splashed people in the face and threw footballs, narrowly missing tables and other people lounging. The children were old enough to know better if they had any manners; the lack of parenting was unacceptable."

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 Jamestown Settlement. 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 such as Busch Gardens Williamsburg and Jamestown Settlement while you're in the area. The picturesque setting of Woodville Park and Beaverdam Park 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 accommodation with an outdoor swimming pool if you plan to visit Gloucester in the hottest months of July, August or June, when the average temperature is 25°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 6°C.

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