Lake Winnipesaukee

A lakeside town with autumn-colored trees, a church, and a large white building with a green roof.
A calm lake surrounded by dense green trees and a clear blue sky with scattered clouds.
A sunset over a lake with pink and purple clouds.
A sunset over a calm body of water with trees silhouetted on the left and right.
A sunset over a calm lake with vibrant red and pink clouds, surrounded by trees and boats.
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was S$2,301, price is now S$1,924 per person
S$1,924
per person
16 Oct - 18 Oct
found 7 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
8.8/10 Excellent! (1,566 reviews)
Charming small hotel close to the North End : an 8 minute walk from great food and MBTA the train station. Rooms are small but very comfortable and well-appointed. Staff was welcoming and helpful. Excellent breakfast.

Reviewed on 27 Aug, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was S$3,160, price is now S$2,399 per person
S$2,399
per person
16 Oct - 18 Oct
found 7 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Our favorite hotel in Boston. Love the pool, gym, food and location.

Reviewed on 28 Aug, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was S$2,994, price is now S$2,584 per person
S$2,584
per person
16 Oct - 18 Oct
found 7 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
9.6/10 Exceptional! (294 reviews)

Top Lake Winnipesaukee Hotel Deals

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road Gilford NH
Fireside Inn & Suites Gilford
Gunstock Inn & Suites

Gunstock Inn & Suites

2.5 out of 5
580 Cherry Valley Road Gilford NH
Gunstock Inn & Suites
Belknap Point Inn

Belknap Point Inn

2.5 out of 5
107 Belknap Point Rd Gilford NH
Belknap Point Inn
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd Laconia NH
The Naswa Resort
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
90 N Main St Wolfeboro NH
The Wolfeboro Inn
See all 1,889 properties in Lake Winnipesaukee
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.