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

Find Hotels with a Pool in Gwynn, VA from CA $58

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Check availability on Gwynn Hotels with a Pool

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Gwynn hotels with a pool

Traditional Room
Exterior
Exterior
Reception

1. Dockside Inn

Dockside Inn
Deltaville
  • Refreshing poolside stays on the bay with nearby outdoor swimming and free bicycles.
CA $245
CA $270 total
includes taxes & fees
Aug 31 - Sep 1
Dockside Inn
Pool
Restaurant
Two queens studio sofabed non smoking | Minibar
Room

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.
CA $136
CA $151 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Gloucester
Standard Room, 2 Queen Beds, Non Smoking
Lobby
Lobby
Fitness facility

3. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
  • Sunlit poolside escape awaits at this city centre hotel with hydromassage showers.
CA $139
CA $158 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Kilmarnock
Exterior
Breakfast meal
Meeting facility
Property amenity

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.
CA $127
CA $141 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Express Gloucester by IHG
Property grounds
Property grounds
Miscellaneous
Miscellaneous

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.
CA $25
CA $58 total
includes taxes & fees
Aug 26 - Aug 27
Campsite #3 At Blanchard Farm
Pool
Balcony
Premium Room, 1 King Bed, Balcony
Restaurant

6. The Tides Inn

The Tides Inn
Irvington
  • Seaside oasis dazzles with private beach, seasonal pool, and poolside bar perfect for sun-soaked relaxation.
CA $424
CA $526 total
includes taxes & fees
Aug 30 - Aug 31
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

8/10 Good
"The staff that ran the breakfast were so nice and so helpful. I missed breakfast by 10 minutes and needed milk so she brought me some even though the “kitchen” area was closed."
Cheri 2-night trip
Posted 9 hours ago
Holiday Inn Express Gloucester by IHG
The Tides Inn

The Tides Inn

10/10 Excellent
"The staff was attentive and very helpful."
Heidi 2-night trip
Posted 12 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 2 weeks ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodations 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: Features 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 an accommodation that has an outdoor pool if you will be visiting Gwynn in the hottest months of July, August, or June when the average temp is 76°F. Lodging 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 44°F.

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