Search Hotels with Pool in Wolfeboro

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Check availability on Wolfeboro Hotels with Pool

Our top choices for Wolfeboro hotels with a pool

Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
The Windrifter Resort

The Windrifter Resort

The Windrifter Resort
2.5 star property
Wolfeboro
8.8 out of 10, Excellent, (364)
"Room was clean and comfortable close to the area we needed to visit"
United States
Thomas
The price is ฿3,549
฿3,851 total
includes taxes & fees
15 Dec - 16 Dec
The Windrifter Resort
Seasonal outdoor pool
Lake Wentworth Inn

Lake Wentworth Inn

Lake Wentworth Inn
2.0 star property
Wolfeboro
9.4 out of 10, Exceptional, (516)
"Clean and the staff was very helpful and kind."
United States
Justin
The price is ฿3,947
฿4,282 total
includes taxes & fees
15 Dec - 16 Dec
Lake Wentworth Inn
Indoor pool, outdoor pool, pool loungers
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake
3.0 star property
Meredith
8.4 out of 10, Very good, (911)
"I was all good!"
United States
Dan
The price is ฿3,279
฿4,910 total
includes taxes & fees
11 Jan - 12 Jan 2026
Mill Falls Resort Collection at the Lake
Indoor pool
Purity Spring Resort

Purity Spring Resort

Purity Spring Resort
2.0 star property
Madison
8.8 out of 10, Excellent, (191)
"Beautiful resort with so much to do. "
United States
Joe
Purity Spring Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford
2.5 star property
Gilford
8.8 out of 10, Excellent, (919)
"The staff was very nice and efficient, the room was clean and comfortable. "
United States
Janet
The price is ฿4,240
฿4,600 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fireside Inn & Suites Gilford
Indoor pool
Holiday Inn Express Hotel & Suites Rochester by IHG

Holiday Inn Express Hotel & Suites Rochester by IHG

Holiday Inn Express Hotel & Suites Rochester by IHG
2.5 star property
Rochester
8.8 out of 10, Excellent, (1003)
"The phenomenal, courteous staff and a pristine room made for a wonderful stay."
United States
Andrew
The price is ฿3,376
฿3,663 total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express Hotel & Suites Rochester by IHG
Outdoor pool
Mount Whittier Motel

Mount Whittier Motel

Mount Whittier Motel
2.5 star property
Center Ossipee
7.8 out of 10, Good, (258)
"Clean rooms, staff was accommodating "
United States
Kenneth
The price is ฿2,208
฿2,473 total
includes taxes & fees
15 Dec - 16 Dec
Mount Whittier Motel
Indoor pool
Days Inn by Wyndham Tamworth

Days Inn by Wyndham Tamworth

Days Inn by Wyndham Tamworth
2.5 star property
Chocorua
7.2 out of 10, Good, (574)
"I like the area, nice little pool and hotel. "
United States
Rosemary
The price is ฿2,808
฿3,046 total
includes taxes & fees
15 Dec - 16 Dec
Days Inn by Wyndham Tamworth
Exterior
Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very good, (15)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort
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 Wolfeboro Hotel Reviews

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

10/10 Excellent
"Staff was courteous and room was very clean."
Sarah 1-night trip
Posted 11 days ago
TownePlace Suites by Marriott Gilford

Frequently asked questions

What are some accommodation options with pools in Wolfeboro?
Lake Wentworth Inn: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Wolfeboro Inn: Hotel, 15-minute walk from Lake Winnipesaukee. Provides free self parking, an indoor pool and complimentary wireless Internet access. The Windrifter Resort: Hotel, 9-minute walk from Lake Winnipesaukee. Provides an indoor pool, an outdoor pool and 4 restaurants. 9 Lake Street: Features a full-service spa, an indoor pool and daily. Winnisquam Lake Inn: Offers buffet, a pool and free self parking.
What is there to see and do in Wolfeboro?
Make a point to visit attractions such as Allen Albee Beach and Hampshire Pewter Co.. During your stay, visit sights such as Wolfeboro Abenaki Ski Area, Lake Wentworth and Mirror Lake. The lakeside setting and bars are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Wolfeboro?
Taking the local weather in Wolfeboro into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Wolfeboro are January, March, November and February, with each month seeing an average of 28 cm of snowfall.