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

Search Hotels with Pool in Gwynn

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Gwynn Hotels with Pool

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sep
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

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.
฿6,467
฿7,133 total
includes taxes & fees
31 Aug - 1 Sept
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.
฿3,264
฿3,633 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Gloucester

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.
฿3,013
฿3,354 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Gloucester by IHG

4. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
฿3,351
฿3,796 total
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Kilmarnock

5. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
฿10,562
฿13,035 total
includes taxes & fees
31 Aug - 1 Sept
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
"Very nice lady checked us in, all in all a positive experience"
Ben 1-night trip
Posted 2 days ago
Hampton Inn Gloucester
The Tides Inn

The Tides Inn

10/10 Excellent
"The staff was attentive and very helpful."
Heidi 2-night trip
Posted 2 weeks 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 3 weeks ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodation options with pools in Gwynn?
Holiday Inn Express Gloucester by IHG: Provides buffet, a seasonal outdoor pool and free self parking. The Tides Inn: Features a private beach, a seasonal outdoor pool and 2 restaurants. Quality Inn Kilmarnock: Offers full, an outdoor pool and free self parking. Hampton Inn Gloucester: Features a snack bar/deli, an indoor pool and buffet. 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.

Explore a world of travel with Expedia