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

Hotels with Swimming Pools in Gwynn

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Check availability on Gwynn Hotels with Swimming Pools

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
S$245
includes taxes & fees
7 Oct - 8 Oct
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 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$150
includes taxes & fees
15 Oct - 16 Oct
Hampton Inn Gloucester
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 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.
S$141
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Express Gloucester by IHG
A hotel room with two beds, a desk, a chair, and a television.
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.
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.
S$152
includes taxes & fees
25 Oct - 26 Oct
Quality Inn Kilmarnock
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sloped roof.
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.
A modern living room with a sofa, a round coffee table, and a dining table with chairs. There is a large window with curtains, a painting on the wall, and a view of greenery outside.

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$419
includes taxes & fees
4 Oct - 5 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

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

10/10 Excellent
"The gentleman that check us in was so great! Friendly, helpful and happy!!! Clean room and everything we needed. Breakfast was just what we needed to start our day will be back another day"
Janet 1-night trip
Posted 3 days ago
Holiday Inn Express Gloucester by IHG
Quality Inn Kilmarnock

Quality Inn Kilmarnock

10/10 Excellent
"Was extremely goo"
michele 1-night trip
Posted 3 days ago
Quality Inn Kilmarnock
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 6 days ago
Whispering Pines by Hotel O Whitestone VA
Hampton Inn Gloucester

Hampton Inn Gloucester

10/10 Excellent
"The staff was excellent!!"
LeeAnn 2-night trip
Posted 12 days ago
Hampton Inn Gloucester

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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