Wolfeboro, NH

On Winnipesaukee
The Oldest Summer Resort in America
Why Wolfeboro
Why Wolfeboro
The Oldest Summer Resort
The claim goes back to a royal governor clearing land here in 1768.
On Lake Winnipesaukee
Seventy-two square miles of water with more than 250 islands in it.
A Walkable Downtown
Shops, restaurants and the town docks all sit at the head of the bay.
Twelve Miles of Rail Trail
The Cotton Valley trail runs from downtown out through Brookfield to Wakefield.
A Year Round Town
Swimming in July, foliage in October, ice on the bay by January.
Boats Town
A 223-foot cruise ship, mahogany runabouts and a museum devoted to both.
Most of it sits within a few minutes of the town docks, and the rest is a short drive around the lake.
Where to Go in Wolfeboro

The Big Water
Lake Winnipesaukee

The Docks
Wolfeboro Bay

Twelve Miles
Cotton Valley Rail Trail

1939 to 1945
Wright Museum of WWII

Wooden Hulls
New Hampshire Boat Museum

Lake by Ship
Mount Washington Cruises

Mahogany
Millie B Boat Rides

Lake Wentworth
Allen Albee Beach

Town History
Clark House Museum
Guest Reviews
What Our Guests Say
4.9
776 reviews
amazing host! awesome place to stay in provincetown!! loved our stay!!😎💗
Mark
Stayed in September 2026
We had a wonderful visit for Labor Day weekend. Lots to do and a beautiful spot.
Liz
Stayed in September 2026
Lucky’s place is great to land after spending your day in Provincetown. It is walkable to bars, restaurants and entertainment. The bed was extremely comfortable and ac/fan were easy to use. Lucky was friendly and provided recommendations for food (The squealing pig was in fact delicious). Truly had a wonderful time!
Zahiana
Stayed in September 2026
This was a great place to stay for a long weekend in PTown. Far enough away from Commercial Street to be quiet and private but an easy 10-15 minute walk to all of the shops and restaurants. The space is compact but comfy, perfect for a couple or solo traveller looking for a place to have as home base while enjoying everything PTown has to offer. Lucky is a great host---super responsive, flexible, and friendly. We'll definitely be back!
Michael
Stayed in September 2026

The Season
When to Come to Wolfeboro
Get more when you book direct
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.


