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

Gwynn Hotel with Pool

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Check availability on Gwynn Hotel with Pool

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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 small house with a 'Welcome' sign on the side, a porch with two chairs, and a white fence in the background.
A long, covered corridor with a green door marked "110" and a window with a view of the landscape.

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
HK$1,422
HK$1,568 total
includes taxes & fees
1 Oct - 2 Oct
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 compact hotel room with a kitchenette, a dining area, a TV, and a sofa.
A hotel lobby with a reception desk, chairs, a fruit bowl, framed pictures, and a waste bin.

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.
HK$786
HK$874 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Gloucester
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 reception area with a modern design, featuring a blue geometric wall, a clock, and a reception desk.

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.
HK$651
HK$724 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Gloucester by IHG
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 restaurant with multiple tables and chairs, a kitchen area, and a ceiling with recessed lighting.
A living room with a fireplace, a television, and two sofas.

4. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
HK$813
HK$922 total
includes taxes & fees
29 Sept - 30 Sept
Quality Inn Kilmarnock
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sloped roof.
A restaurant with a boat-shaped counter, wooden ceiling, and large windows.
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 hotel room with a large bed, a TV, and a window with a view of a lake and buildings.

5. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
HK$2,064
HK$2,608 total
includes taxes & fees
8 Sept - 9 Sept
The Tides Inn
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.
A spacious living room with a television, seating area, and a view of the ocean.
A bedroom with a bed, bedside tables, a window, and a nightstand.
A dining area with a table, chairs, a window with a view of the outdoors, and a framed picture on the wall.

6. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
HK$1,560
HK$3,105 total
includes taxes & fees
8 Sept - 9 Sept
The Bungalow, Pool, Dock, Kayaks, & Game Room
A swimming pool with a tiled edge, surrounded by a patio area with white metal chairs and a table.
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.
A room with wicker furniture, a large mirror, and framed pictures on the wall.
A stone staircase leading to a grassy area with a white building in the background.

7. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
HK$3,332
HK$5,751 total
includes taxes & fees
20 Sept - 21 Sept
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
A hammock tied between two trees in a forested area.
A dense forest with snow-covered trees and branches.
A forest trail with a clear path, surrounded by tall trees and dense underbrush.
A rural landscape with a wooden dock extending into a pond, surrounded by grassy fields and sparse trees.

8. Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
  • Savour poolside bliss at this rural retreat with a crystal-clear outdoor pool perfect for sun-soaked summer afternoons.
HK$141
HK$329 total
includes taxes & fees
8 Sept - 9 Sept
Campsite #3 At Blanchard Farm
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

Quality Inn Kilmarnock

Quality Inn Kilmarnock

10/10 Excellent
"ery clean room"
chet 1-night trip
Posted 18 hours ago
Quality Inn Kilmarnock
The Tides Inn

The Tides Inn

10/10 Excellent
"Beautiful setting on the water with excellent staff."
Don 2-night trip
Posted 3 days ago
The Tides Inn
Hampton Inn Gloucester

Hampton Inn Gloucester

10/10 Excellent
"Property met standards for Hampton Inn."
Debra 1-night trip
Posted 6 days ago
Hampton Inn Gloucester
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 1 month ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodation options with pools in Gwynn?
Waterfront Cottage w Private Beach on Chesapeake Bay!: Provides a private beach, a seasonal outdoor pool and 2 restaurants. Gwynn's Island Gem | Private Beach & Bay Views: Features full, an outdoor pool and free self parking. The Tides Inn: Offers a snack bar/deli, an indoor pool and buffet. Quality Inn Kilmarnock: Features buffet, a seasonal outdoor pool and free self parking. Hampton Inn Gloucester: 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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