Search Hotels with Pool in Wolfeboro

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 Wolfeboro Hotels with Pool

This weekend
Next weekend

Our top choices for Wolfeboro hotels with a pool

The Windrifter Resort

The Windrifter Resort
2.5 star property
Wolfeboro
8.8 out of 10, Excellent, (367)
"Room was clean and comfortable close to the area we needed to visit"
United States
Thomas
The price is Rp1.883.812
Rp2.043.936 total
includes taxes & fees
30 Dec - 31 Dec
The Windrifter Resort

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 Rp2.094.799
Rp2.272.857 total
includes taxes & fees
30 Dec - 31 Dec
Lake Wentworth Inn

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, (913)
"Great staff clean room"
United States
Nicole
The price is Rp1.514.920
Rp2.361.380 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mill Falls Resort Collection at the Lake

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, (1007)
"The phenomenal, courteous staff and a pristine room made for a wonderful stay."
United States
Andrew
The price is Rp1.791.715
Rp1.944.010 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Rochester by IHG

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford
3.0 star property
Gilford
9.2 out of 10, Wonderful, (631)
"Great location, warm, friendly staff."
United States
Charles
The price is Rp2.327.555
Rp2.525.397 total
includes taxes & fees
19 Jan - 20 Jan 2026
TownePlace Suites by Marriott Gilford

Days Inn by Wyndham Tamworth

Days Inn by Wyndham Tamworth
2.5 star property
Chocorua
7.2 out of 10, Good, (581)
"I like the area, nice little pool and hotel. "
United States
Rosemary
The price is Rp1.490.305
Rp1.616.981 total
includes taxes & fees
30 Dec - 31 Dec
Days Inn by Wyndham Tamworth

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 Rp1.172.150
Rp1.312.808 total
includes taxes & fees
30 Dec - 31 Dec
Mount Whittier Motel

Purity Spring Resort

Purity Spring Resort
2.0 star property
Madison
8.8 out of 10, Excellent, (192)
"Beautiful resort with so much to do. "
United States
Joe
Purity Spring Resort

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford
2.5 star property
Gilford
8.8 out of 10, Excellent, (923)
"Clean great atmosphere "
United States
Jay
The price is Rp2.250.361
Rp2.441.588 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fireside Inn & Suites Gilford

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn
2.5 star property
Laconia
7.8 out of 10, Good, (1002)
"Great stay"
United States
Joann
The price is Rp1.764.923
Rp1.914.942 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Landmark 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.

Top Wolfeboro Hotel Reviews

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: Provides a full-service spa, an indoor pool and daily. 9 Lake Street: Hotel, 9-minute walk from Lake Winnipesaukee. Features an indoor pool, an outdoor pool and 4 restaurants. 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 Lake Wentworth and Libby Museum. During your stay, visit sights such as Wolfeboro Abenaki Ski Area, Mirror Lake and Lake Winnipesaukee. 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.