Find Hotels with a Pool in Gwynn, VA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Gwynn Hotels with a Pool

This weekend
Next weekend

Our top choices for Gwynn hotels with a pool

Dockside Inn

Dockside Inn
3.0 star property
Deltaville
9.4 out of 10, Exceptional, (46)
"Great stay"
United States
Cynthia
The price is NT$3,123
NT$3,445 total
includes taxes & fees
Jan 1 - 2026/1/2
Dockside Inn

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
3.5 star property
Gloucester
7.2 out of 10, Good, (666)
"Clean, courteous and quick"
United States
Irene
The price is NT$2,986
NT$3,324 total
includes taxes & fees
Dec 31 - 2026/1/1
Holiday Inn Express Gloucester by IHG

Hampton Inn Gloucester

Hampton Inn Gloucester
2.5 star property
Gloucester
9.2 out of 10, Wonderful, (735)
"Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again. "
United States
Karen
The price is NT$3,067
NT$3,414 total
includes taxes & fees
Jan 25 - 2026/1/26
Hampton Inn Gloucester

Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel
2.5 star property
Kilmarnock
7.6 out of 10, Good, (723)
"Cleanliness of the rooms and bathrooms "
United States
Keyandrea
The price is NT$3,741
NT$4,238 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Kilmarnock Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Gwynn Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Gwynn?
Holiday Inn Express Gloucester by IHG: Offers buffet, a seasonal outdoor pool, and free self parking. Hampton Inn Gloucester: Provides a snack bar/deli, an indoor pool, and buffet. Best Western Kilmarnock Hotel: Features full, an outdoor pool, and free self parking. Warner Hall: Features a private beach, a seasonal outdoor pool, and 2 restaurants. The Tides Inn: Offers complimentary wireless internet access, a pool, and kitchens.
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 Musuem 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.

Explore a world of travel with Expedia