A pier extending into calm waters at sunset with a clear sky.

Find Hotels with a Pool in Gwynn, VA

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Check availability on Gwynn Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Gwynn hotels with a pool

A bedroom with a bed, a bedside table, a lamp, a TV, and a window.
A long, covered corridor with a green door marked "110" and a window with a view of the landscape.
A small house with a 'Welcome' sign on the side, a porch with two chairs, and a white fence in the background.
A row of beachside cabins with individual porches and windows, each with a door number.

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
₩260,687
₩287,538 total
includes taxes & fees
Oct 14 - Oct 15
Dockside Inn
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 sink, a microwave, and a small dining area with a chair and a table.
A hotel room with two beds, a nightstand with a lamp, a dresser, and a TV.

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.
₩135,015
₩150,270 total
includes taxes & fees
Nov 3 - Nov 4
Hampton Inn Gloucester
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sloped roof.
A hotel room with a large bed, a desk, a chair, a balcony with a view, and a ceiling fan.
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.

3. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
₩399,105
₩496,292 total
includes taxes & fees
Nov 1 - Nov 2
The Tides Inn
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 conference room with a long table, blue chairs, framed artwork on the walls, and a large screen displaying the Holiday Inn Express logo.
A modern office space with a desk, two chairs, a blue sofa, and three framed artworks on the wall.

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.
₩117,462
₩130,735 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Express Gloucester by IHG
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.

5. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city center hotel with hydromassage showers.
₩133,253
₩150,976 total
includes taxes & fees
Nov 11 - Nov 12
Quality Inn Kilmarnock
View all properties

Choose what matters most at hotels with a pool in Gwynn

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Gwynn Hotel Reviews

Hampton Inn Gloucester

Hampton Inn Gloucester

10/10 Excellent
"Great hotel. Clean and very accommodating"
Ashlie 1-night trip
Posted 15 hours ago
Hampton Inn Gloucester
The Tides Inn

The Tides Inn

10/10 Excellent
"I enjoyed my overall stay at The Tides Inn, but I wanted to share a few thoughts about the dining experience. Staying several nights made the limited dinner menu and lack of daily specials more noticeable. The dishes felt overly elaborate, and the prices seemed high for the experience. A more traditional and varied menu could better meet guests’ expectations and make the premium pricing feel more worthwhile. That said, don’t miss the hidden gem, the Fish Hawk Bar/Grill and be sure to ask for Joey. It’s a shame it closes so early, as it would be the perfect spot to enjoy an evening cocktail or two."
Sean 3-night trip
Posted 3 days ago
The Tides Inn
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

8/10 Good
"One of the better breakfasts encountered at such places."
David 2-night trip
Posted 6 days ago
Holiday Inn Express Gloucester by IHG
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

8/10 Good
"Though it is obvious that money is tight and some maintenance and ambiance needs have been put on hold, the staff couldn’t have been more helpful and pleasant. It was a much lower price than other places to stay, and I enjoyed my time there."
Ellen 3-night trip
Posted 3 weeks ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodations with pools in Gwynn?
The Tides Inn: Offers a private beach, a seasonal outdoor pool, and 2 restaurants. Hampton Inn Gloucester: Provides a snack bar/deli, an indoor pool, and buffet. Quality Inn Kilmarnock: Features full, an outdoor pool, and free self parking. Holiday Inn Express Gloucester by IHG: Offers buffet, a seasonal outdoor pool, and free self parking. Warner Hall: Features a private beach, a seasonal outdoor pool, and free water-park access.
What is there to see and do in Gwynn?
Spend some time experiencing the great outdoors at Chesapeake Bay. Discover sights such as Gwynn's Island Museum during your stay.
When is the best time to book a hotel with a pool in Gwynn?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Gwynn in the hottest months of July, August, or June when the average temp is 76°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 44°F.

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