The Best Hotels with a Pool in Pine Top, VA from NT$3,196 in 2026

Q: What are some accommodations with pools in Pine Top?

Great Wolf Lodge Williamsburg : Resort located near Williamsburg Premium Outlets. Features 5 indoor pools, a children's pool, and free water-park access. Holiday Inn Express Gloucester by IHG : Offers buffet, a seasonal outdoor pool, and free self parking. Hampton Inn Gloucester : Provides a snack bar/deli, an indoor pool, and buffet. Best Western Kilmarnock Hotel : Features full, an outdoor pool, and free self parking. Warner Hall : Offers a private beach, a seasonal outdoor pool, and 2 restaurants.

Delicious spot in Urbanna, VA for fresh, local oysters (fished right in front of the property!). The same people that own Rappahannock Oyster Bar in DC own this, I believe.

They have a good wine and beer selection and other tasty dishes like pimento grilled cheese and fresh salads. Definitely worth a stop if you're in the area.

More info here: http://www.badsentences.com/food-merroir/

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Our top choices for Pine Top hotels with a pool

Dockside Inn

Deltaville

Cynthia

NT$5,701 total

includes taxes & fees

Jan 19 - Jan 20

Holiday Inn Express Gloucester by IHG

Gloucester

Kenneth

NT$3,196 total

includes taxes & fees

Jan 23 - Jan 24

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

Hampton Inn Gloucester

Gloucester

Karen

NT$3,427 total

includes taxes & fees

Feb 8 - Feb 9

Seasonal outdoor pool, pool umbrellas, sun loungers

American Heritage RV Park

Norge

Lorraine

Best Western Kilmarnock Hotel

Kilmarnock

Keyandrea

NT$4,255 total

includes taxes & fees

Jan 19 - Jan 20

Great Wolf Lodge Williamsburg

Williamsburg

Angela

NT$5,757 total

includes taxes & fees

Feb 17 - Feb 18

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Top Pine Top Hotel Reviews

Great Wolf Lodge Williamsburg

10/10 Excellent

"It was all pretty good"

Frequently asked questions

What are some accommodations with pools in Pine Top?

Great Wolf Lodge Williamsburg: Resort located near Williamsburg Premium Outlets. Features 5 indoor pools, a children's pool, and free water-park access. Holiday Inn Express Gloucester by IHG: Offers buffet, a seasonal outdoor pool, and free self parking. Hampton Inn Gloucester: Provides a snack bar/deli, an indoor pool, and buffet. Best Western Kilmarnock Hotel: Features full, an outdoor pool, and free self parking. Warner Hall: Offers a private beach, a seasonal outdoor pool, and 2 restaurants.

What is there to see and do in Pine Top?

Make a point to visit attractions like Chesapeake Bay and Deltaville Maritime Museum. During your stay, check out sights such as Deltaville Marina, Regent Point Marina, and Piankatank River Golf Club.

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

You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Pine Top in the warmest months of July, August, or June when the average temp is 75°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 42°F.

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