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

Gwynn Hotel Guide - Hotels with Pool in Gwynn, Virginia

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Check availability on Gwynn Hotels with Pool

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 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 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.
A room with a coffee machine, two chairs, a sofa, and a view of a dock and trees.

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
€191
includes taxes & fees
6 Oct - 7 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 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.

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.
€97
includes taxes & fees
4 Nov - 5 Nov
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.
€90
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Gloucester by IHG
A hotel room with two beds, a desk, a chair, and a television.
A restaurant with multiple tables and chairs, a kitchen area, and a ceiling with recessed lighting.
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

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
€97
includes taxes & fees
25 Oct - 26 Oct
Quality Inn Kilmarnock
A hammock tied between two trees in a forested area.
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.
A dense forest with snow-covered trees and branches.

5. 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.
€41
includes taxes & fees
6 Oct - 7 Oct
Campsite #3 At Blanchard Farm
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sloped roof.
A modern bathroom with a glass shower enclosure, a walk-in shower, a double sink vanity, and a large mirror.
A restaurant with a boat-shaped counter, wooden ceiling, and large windows.
A hotel room with a large bed, a desk, a chair, a balcony with a view, and a ceiling fan.

6. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
€330
includes taxes & fees
1 Nov - 2 Nov
The Tides Inn
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.
A dining area with a table, chairs, a window with a view of the outdoors, and a framed picture on the wall.
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.

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
€360
includes taxes & fees
6 Oct - 7 Oct
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 room with wicker furniture, a large mirror, and framed pictures on the wall.
A dining room with a wooden table set for six, surrounded by chairs.
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

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

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
€501
includes taxes & fees
12 Oct - 13 Oct
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
A swimming pool with a wooden deck and a view of a lake.
A bedroom with a large window, a bed with a floral bedspread, and a view of a lake and trees.
A house surrounded by dense greenery and a small dock extending into a body of water.
A spacious living room with a large window, a flat-screen TV, and a comfortable seating area.

9. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
€404
includes taxes & fees
1 Nov - 2 Nov
Nassawadox Creek Waterfront Home with Private Pool
A covered patio with a pool, outdoor furniture, and a view of the ocean.
A covered deck with wooden flooring and chairs, overlooking a scenic view of a lake and distant houses.
A room with a view of the ocean, a wooden table, a cushioned chair, and a vase with flowers.
A room with a wooden floor, a sliding glass door leading to a deck with outdoor furniture, and a view of the ocean.

10. Waterfront Home with pool, dock, gameroom, and kayaks!

Waterfront Home with pool, dock, gameroom, and kayaks!
Topping
€1,025
includes taxes & fees
6 Oct - 7 Oct
Waterfront Home with pool, dock, gameroom, and kayaks!
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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

8/10 Good
"Overall this was a great choice. I was visiting family nearby and didn't spend a lot of time in the hotel, so I gave a good rating for some of the categories as I didn't get to try them. The hotel was easy to find and located very near an outdoor shopping mall with good chain restaurant choices, a Walmart, TJ Maxx and other stores. Within walking distance of the hotel are a Wendy's and Chipotle. The area felt very safe. Check-in was great, the lobby is very clean. The hotel staff were friendly. When we got to our room, there was a slight bleach smell and I would rather that than a moldy smell. The bathroom and room were clean and lots of towels. Beds were very comfortable. I didn't eat the breakfast, my son did and said it was great. I would definitely stay here again."
Carlene 2-night trip
Posted 11 hours ago
Hampton Inn Gloucester
Quality Inn Kilmarnock

Quality Inn Kilmarnock

10/10 Excellent
"Was extremely goo"
michele 1-night trip
Posted 9 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 11 days 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!: Offers a private beach, a seasonal outdoor pool and 2 restaurants. Gwynn's Island Gem | Private Beach & Bay Views: Provides a snack bar/deli, an indoor pool and buffet. The Tides Inn: Features full, an outdoor pool and free self parking. Hampton Inn Gloucester: Offers buffet, a seasonal outdoor pool and free self parking. Quality Inn Kilmarnock: 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.