It’s time to enjoy an active, burden-free retirement with independent living options at Sugar Hill in Wolfeboro, New Hampshire.

Sugar Hill Community Blog

09 October, 2019

5 Things To Do in Wolfeboro in the Fall

Man picking apples in wolfeboro new hampshire in the fall

Ready to take a trip to Wolfeboro? Even though the quaint town is dubbed the “Oldest Summer Resort in America,” there is still lots to do in the fall. Come experience the transitioning seasons and natural beauty of Wolfeboro, nestled among the Belknap Mountains and Lake Winnipesaukee. 

Here are 5 things to do to help you plan your fall adventure:

1. Climb Abenaki Tower for a breathtaking view of Lake Winnipesaukee, New Hampshire.

Abenaki Tower is well worth the five-minute walk it takes to get to it. Called a Castle in the Clouds by some, the short walk uphill to the view provides an opportunity for people of all ages to enjoy the view of Lake Winnipesaukee and the Belknap Range. This public lookout tower, which used to be a fire tower, is one of New Hampshire's more unique towers. Unlike most, it is completely wooden and has a peaked roof. Don’t forget your binoculars!

2. Pick apples at one of the many orchards near Wolfeboro.

Stone Brook Hill Farm is a family-owned pick-your-own apples and blueberries farm located near Wolfeboro in Gilford, New Hampshire. Conveniently park at the farm stand and enjoy a quick hayride to the 1,600 tree apple orchard that features a wide variety of apple selections. The farm stand also has pumpkins, mums, maple products, apple cake and hot cider for sale. Find a listing of other orchards in the area here.

3. Enjoy fall foliage while biking Cotton Valley Rail Trail.

This is a great way to get in exercise and connect with nature. The Cotton Valley Rail Trail is 12 miles long and begins in downtown Wolfeboro just across the street from Lake Winnipesaukee’s Back Bay and ends at Turntable Park in Wakefield. This trail is not only exceptional for walking and biking, but it is one of only three trails under DNCR management that have rails intact and are used recreationally by local rail car clubs.

The trail has beautiful scenery, especially along the two causeways along Lake Wentworth and Crescent Lake. Learn more about Cotton Valley Rail Trail here.


Related Read: 40 Things to Do in Wolfeboro


4. Spend a cool autumn day antiquing in Wolfeboro.

Two top stops to browse for antiques include the Wolfeboro Antiques & Artisan Barn and Mari’s Treasures.

The Wolfeboro Antiques & Artisan Barn is a multi-vendor shop featuring mostly fine antiques with some fun vintage items and quality artisan goods made in New Hampshire. Formerly known as the 1810 House Antique Barn, the space is a huge 1760s dairy barn that is also shared with the Winnipesaukee Winery.

Mari’s Treasures is a consignment store featuring a little old and a little new. The shop carries everything from previously loved furniture looking for a new home to antiques, collectibles, vintage items and more.

5. Attend a live musical performance sponsored by Wolfeboro Friends of Music.

The Heifetz On Tour Concert on Oct. 19 features four young artists, selected from the world-renowned summer program at Mary Baldwin College, who will perform on violin, viola, cello and piano. They will perform a signature menu of rarely heard, scintillating concert duets, plus a full piano quartet. 

Wolfeboro Friends of Music concerts continue into the spring of 2020. Find the concert schedule and ticket information here.

Why Retire in Wolfeboro?


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