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
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Gwynn hotels with a pool

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
€185
includes taxes & fees
24 Aug - 25 Aug
Dockside Inn

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.
€92
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Gloucester

3. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
€97
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Kilmarnock

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.
€85
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Gloucester by IHG

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.
€40
includes taxes & fees
23 Aug - 24 Aug
Campsite #3 At Blanchard Farm

6. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
€412
includes taxes & fees
2 Sept - 3 Sept
The Tides Inn

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
€445
includes taxes & fees
23 Aug - 24 Aug
The Bungalow, Pool, Dock, Kayaks, & Game Room
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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

The Tides Inn

The Tides Inn

10/10 Excellent
"The staff was attentive and very helpful."
Heidi 2-night trip
Posted 7 days ago
The Tides Inn
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 9 days ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodation options with pools in Gwynn?
Gwynn's Island Gem | Private Beach & Bay Views: Provides buffet, a seasonal outdoor pool and free self parking. Waterfront Cottage w Private Beach on Chesapeake Bay!: Features a private beach, a seasonal outdoor pool and 2 restaurants. Holiday Inn Express Gloucester by IHG: Offers 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 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.