The Best Hotels with a Pool in Pine Top, VA from ₩143,304 in 2026

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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 small house with a 'Welcome' sign on the side, a porch with two chairs, and a white fence in the background.

A room with a coffee machine, two chairs, a sofa, and a view of a dock and trees.

A row of beachside cabins with individual porches and windows, each with a door number.

1. Dockside Inn

Deltaville

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

₩245,784

₩271,099 total

includes taxes & fees

Oct 7 - Oct 8

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.

2. 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.

₩128,754

₩143,304 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with clear water, lounge chairs, and potted plants.

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.

A compact hotel room with a kitchenette, a sink, a microwave, and a small dining area with a chair and a table.

3. 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.

₩143,364

₩159,563 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with two beds, a desk, a chair, and a television.

A living room with a fireplace, a television, and two sofas.

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 hotel gym with treadmills, an elliptical, a stationary bike, and a rack of dumbbells.

4. Quality Inn Kilmarnock

Kilmarnock

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

₩140,084

₩158,716 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sloped roof.

A spacious living room with a view of a lake, a dining area with a chess table, and a kitchen with a large mirror.

A balcony with two chairs and a table, overlooking a river with boats and houses in the background.

A restaurant with a boat-shaped counter, wooden ceiling, and large windows.

5. The Tides Inn

Irvington

Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.

₩410,751

₩510,774 total

includes taxes & fees

Oct 4 - Oct 5

An indoor water park with slides, a pool, and lounge chairs.

A group of people engaged in a craft activity at a table with various colored markers and papers.

A hotel room with two beds, a desk, chairs, and a large window with a view.

A swimming pool with clear water, lounge chairs, and a hotel building in the background.

6. 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.

₩253,441

₩286,564 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with clear water, metal handrails, and a high ceiling with white beams.

A compact kitchen with wooden cabinets, a stainless steel sink, a black refrigerator, a microwave, and a gas stove.

A small, single-story cabin with a green roof, wooden siding, and a front porch.

A Jack & Jill ice cream parlor with a green counter, various ice cream flavors, and a wooden ceiling.

7. Williamsburg RV & Camping Resort

Williamsburg

₩253,441

₩286,565 total

includes taxes & fees

Sep 28 - Sep 29

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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

Great Wolf Lodge Williamsburg

8/10 Good

"Definitely better than my last stay. The smell of the waterpark was improved, the water park itself was nice, and I appreciate when staff are nice enough to be open about certain things. For example, when my Hungry as a Wolf order wasn’t ready, they told me it was because they haven’t had any orders in a while. Despite the inconvenience, I appreciate the communication from the employees. I appreciate how much care the employees of Great Wolf Lodge put into the resort."

Hampton Inn Gloucester

10/10 Excellent

"The staff was excellent!!"

Quality Inn Kilmarnock

8/10 Good

"We stayed from Friday to Monday. We did not have any service to the room. We asked a lady that was cleaning other rooms for more coffee and shampoo (empty container at the shower) amd she said it was not her room in her list. So, no towels, shampoo or coffee. Very disappointing. Other than that, it is a OK hotel."

Holiday Inn Express Gloucester by IHG

10/10 Excellent

"Great"

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 😊 😃 😀"

Frequently asked questions

What are some accommodations with pools in Pine Top?

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

What is there to see and do in Pine Top?

The picturesque setting of Chesapeake Bay and Holly Point Nature Park showcase the area's natural beauty. During your stay, check out sights such as Deltaville Marina, Deltaville Maritime Museum, and Regent Point Marina.

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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Find Hotels with a Pool in Pine Top, VA

Change your mind

Treat yourself

Be picky

Check availability on Pine Top Hotels with a Pool

Our top choices for Pine Top hotels with a pool

1. Dockside Inn

2. Holiday Inn Express Gloucester by IHG

3. Hampton Inn Gloucester

4. Quality Inn Kilmarnock

5. The Tides Inn

6. Great Wolf Lodge Williamsburg

7. Williamsburg RV & Camping Resort

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

Top Pine Top Hotel Reviews

Great Wolf Lodge Williamsburg

Hampton Inn Gloucester

Quality Inn Kilmarnock

Holiday Inn Express Gloucester by IHG

Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

Explore a world of travel with Expedia