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

Gwynn Hotels with Swimming Pool

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Check availability on Gwynn Hotels with Swimming Pools

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

Our top choices for Gwynn hotels with a pool

An indoor swimming pool with clear water, lounge chairs, and potted plants.
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.
A hotel lobby with a reception desk, chairs, a fruit bowl, framed pictures, and a waste bin.

1. 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.
RM413
RM460 total
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn Gloucester
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 small house with a 'Welcome' sign on the side, a porch with two chairs, and a white fence in the background.

2. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
RM798
RM880 total
includes taxes & fees
18 Oct - 19 Oct
Dockside Inn
A Holiday Inn Express & Suites building with a covered entrance and a brick facade.
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.
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

3. 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.
RM359
RM400 total
includes taxes & fees
10 Nov - 11 Nov
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 gym with treadmills, an elliptical, a stationary bike, and a rack of dumbbells.
A restaurant with multiple tables and chairs, a kitchen area, and a ceiling with recessed lighting.

4. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
RM408
RM462 total
includes taxes & fees
11 Nov - 12 Nov
Quality Inn Kilmarnock
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sloped roof.
A hotel room with two beds, a balcony, a TV, and a desk.
A restaurant with a boat-shaped counter, wooden ceiling, and large windows.
A living room with a sofa, coffee table, and a view of a balcony.

5. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
RM1,075
RM1,359 total
includes taxes & fees
25 Oct - 26 Oct
The Tides Inn
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
"It was good .was some problems but things worked out"
Robin 4-night trip
Posted 10 hours ago
Hampton Inn Gloucester
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 accommodation options 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 accommodation that has an outdoor pool if you plan to visit Gwynn in the hottest months of July, August or June, when the average temp is 25°C. Accommodation 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 6°C.

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