Photo by Rachael Redford

Search Hotels with Pool in Diggs

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Check availability on Diggs Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Diggs hotels with a pool

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, (735)
"Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again. "
United States
Karen
The price is ฿3,035
฿3,378 total
includes taxes & fees
25 Jan - 26 Jan 2026
Hampton Inn Gloucester
Exterior
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, (665)
"Clean, courteous and quick"
United States
Irene
The price is ฿2,952
฿3,286 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Gloucester by IHG
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 ฿3,088
฿3,406 total
includes taxes & fees
1 Jan - 2 Jan 2026
Dockside Inn
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 Diggs 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 5 months ago
Whispering Pines by Hotel O Whitestone VA

Frequently asked questions

What are some accommodation options with pools in Diggs?
Holiday Inn Express Gloucester by IHG: Features complimentary wireless Internet access and a communal pool. Hampton Inn Gloucester: Provides complimentary wireless Internet access and a communal pool. Warner Hall: Offers buffet, a seasonal outdoor pool and free self parking. The Tides Inn: Features a snack bar/deli, an indoor pool and buffet. Hornsby House Inn: Provides a private beach, a seasonal outdoor pool and 2 restaurants.
What is there to see and do in Diggs?
The picturesque setting of Chesapeake Bay showcases the area's natural beauty. Discover sights such as Bethel Beach during your stay.
When is the best time to book a hotel with a pool in Diggs?
You may want to consider accommodation that offers an outdoor pool if you plan to visit Diggs in the hottest months of July, August or June, when the average temperature is 25°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or March, when the average temp is 7°C.