Search Hotels with Pool in Gwynn

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Check availability on Gwynn Hotels with Pool

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Gwynn hotels with a pool

Traditional Room | Free WiFi
Dockside Inn

Dockside Inn

Dockside Inn
3.0 star property
Deltaville
9.4 out of 10, Exceptional, (45)
"Great stay"
United States
Cynthia
The price is Rp1.664.280
Rp1.835.702 total
includes taxes & fees
1 Jan - 2 Jan 2026
Dockside Inn
Free daily buffet breakfast
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
3.5 star property
Gloucester
7.2 out of 10, Good, (664)
"Clean room staff all good"
United States
George
The price is Rp1.591.250
Rp1.771.061 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Express Gloucester by IHG
Indoor pool, open 10 AM to 10 PM, pool loungers
Hampton Inn Gloucester

Hampton Inn Gloucester

Hampton Inn Gloucester
2.5 star property
Gloucester
9.2 out of 10, Wonderful, (734)
"Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again. "
United States
Karen
The price is Rp1.634.465
Rp1.819.161 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Gloucester
Outdoor pool
Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel
2.5 star property
Kilmarnock
7.6 out of 10, Good, (722)
"Friendly staff, clean property "
United States
etta
The price is Rp1.993.250
Rp2.258.352 total
includes taxes & fees
22 Dec - 23 Dec
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.
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Top Gwynn Hotel Reviews

Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

8/10 Good
"Property was clean and great for a one night stand before catching the Ferry to Tangier"
Sabrina 1-night trip
Posted 4 months 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: 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 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.