A plate of oysters on ice with two dipping sauces.

Hotels with Swimming Pools in Pine Top

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pine Top Hotels with Swimming Pools

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Pine Top hotels with a pool

A bedroom with a bed, a bedside table, a lamp, a TV, and a window.
A row of beachside cabins with individual porches and windows, each with a door number.
A long, covered corridor with a green door marked "110" and a window with a view of the landscape.
A room with a coffee machine, two chairs, a sofa, and a view of a dock and trees.

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
S$252
includes taxes & fees
24 Aug - 25 Aug
Dockside Inn
An indoor swimming pool with clear water, lounge chairs, and potted plants.
A hotel room with two beds, a nightstand with a lamp, a dresser, and a TV.
A hotel lobby with a reception desk, chairs, a fruit bowl, framed pictures, and a waste bin.
A compact hotel room with a kitchenette, a dining area, a TV, and a sofa.

2. Hampton Inn Gloucester

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.
S$136
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Gloucester
A hotel room with two beds, a desk, a chair, and a television.
A hotel gym with treadmills, an elliptical, a stationary bike, and a rack of dumbbells.
A hotel reception area with a counter, a sign reading 'Quality by Chuck Hotel,' a reception desk, a blue wall, and a hallway leading to other rooms.
A living room with a fireplace, a television, and two sofas.

3. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
S$144
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Kilmarnock
A Holiday Inn Express & Suites building with a covered entrance and a brick facade.
A reception area with a modern design, featuring a blue geometric wall, a clock, and a reception desk.
A modern office space with a desk, two chairs, a blue sofa, and three framed artworks on the wall.
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

4. Holiday Inn Express Gloucester by IHG

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.
S$126
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Gloucester by IHG
A restaurant with a boat-shaped counter, wooden ceiling, and large windows.
A balcony with two chairs and a table, overlooking a river with boats and houses in the background.

5. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
S$589
includes taxes & fees
24 Aug - 25 Aug
The Tides Inn
An indoor water park with slides, a pool, and lounge chairs.
An indoor arcade with various gaming machines, including claw machines and racing games.
A hotel room with two beds, a desk, chairs, and a large window with a view.
A group of people engaged in a craft activity at a table with various colored markers and papers.

6. Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg
Williamsburg
  • Refresh in aquatic wonder at this resort featuring 5 indoor pools, lazy river, and seasonal outdoor splash zones for all ages.
S$263
includes taxes & fees
24 Aug - 25 Aug
Great Wolf Lodge Williamsburg
An indoor swimming pool with clear water, metal handrails, and a high ceiling with white beams.
A small, single-story building with a sloped roof, surrounded by trees and a gravel driveway.
A small, single-story cabin with a green roof, wooden siding, and a front porch.
A compact kitchen with wooden cabinets, a stainless steel sink, a black refrigerator, a microwave, and a gas stove.

7. Williamsburg RV & Camping Resort

Williamsburg RV & Camping Resort
Williamsburg
S$268
includes taxes & fees
31 Aug - 1 Sept
Williamsburg RV & Camping Resort
View all properties

Choose what matters most at hotels with a pool in Pine Top

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pine Top Hotel Reviews

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

10/10 Excellent
"No complaints. Staff was great. Breakfast was great. Great location for our needs."
MELANIE 1-night trip
Posted 18 hours ago
Holiday Inn Express Gloucester by IHG
American Heritage RV Park

American Heritage RV Park

10/10 Excellent
"It's an awesome little place to stay quiet love the woods we were looking for bigfoot but we didn't get to see"
Jacquelyn 5-night trip
Posted 4 days ago
American Heritage RV Park
The Tides Inn

The Tides Inn

10/10 Excellent
"The staff was attentive and very helpful."
Heidi 2-night trip
Posted 9 days ago
The Tides Inn
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

8/10 Good
"It's not the Ritz Csrlton, but it's clean, friendly staff, comfortable bed, and inexpensive. It was a safe place for me and quiet. They had a little problem with my check out. They thought it was one day earlier but I went to the office and they assured me it's was their mistake. They were very good about it and apologized. Overall I only stayed there to sleep and enjoyed my time there 😊 😃 😀"
David 5-night trip
Posted 11 days ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodation options with pools in Pine Top?
Great Wolf Lodge Williamsburg: Offers complimentary wireless Internet access, a pool and kitchens. Holiday Inn Express Gloucester by IHG: Resort located near Williamsburg Premium Outlets. Features 5 indoor swimming pools, a children's pool and free water park access. The Tides Inn: Offers buffet, a seasonal outdoor pool and free self parking. Quality Inn Kilmarnock: Features a private beach, a seasonal outdoor pool and 2 restaurants. Hampton Inn Gloucester: Offers full, an outdoor pool and free self parking.
What is there to see and do in Pine Top?
Make a point to visit attractions such as Chesapeake Bay and Deltaville Maritime Museum. During your stay, visit 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 that has an outdoor pool if you plan to visit Pine Top in the warmest months of July, August or June, when the average temp is 24°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 6°C.

Explore a world of travel with Expedia