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LOCAL THINGS TO DO WHILE AT PICKERING

Whether you enjoy arts and culture, outdoor activities, or shopping and dining, the perfect adventures await in the Wolfeboro area. We’ve shared a few suggestions at the links below. When you are a guest at Pickering House Inn, we look forward to helping you plan the perfect visit and assisting with any reservations or recommendations you may require.

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LUXURY ROOMS

Every detail in the Pickering House Inn has been deliberately hand selected provide a luxurious experience for its guests.

HISTORIC PROPERTY

Pickering House Inn is recognized as a national register of historic places. Learn more about our historical renovation here.

ROOM FEATURES

Our 10 guest rooms offer unique luxury amenities to each room. Learn more about our features below.

CULINARY ATTRACTIONS

Enjoy 5 star meals at Pickering's Kitchen, PAVILION, The Barn, and special event dinners. Inn guests receive prioritized bookings.

EXPLORING WOLFEBORO

Take a classic New England town, perch it on the banks of New Hampshire’s largest lake, add spectacular views of mountain ranges across the water, surround it with fabulous hiking and cross country ski trails, sprinkle in some beaches, museums, concert venues and shopping, and the result is Wolfeboro, NH.

Known as “America’s Oldest Summer Resort,” Wolfeboro sits on the shores of Lake Winnipesaukee, the third largest lake in New England. During the off-season, Wolfeboro is a cozy community of a little more than 6,000 year-round residents. When the weather warms up (or the ice fishing derby is happening!), the population swells five-fold as second homeowners return to their vacation properties and visitors come to enjoy the area’s stunning beauty and plentiful activities.

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LAKE WINNIPESAUKEE & LAKE WENTWORTH

At more than 70 square miles, Lake Winnipesaukee is the largest of New Hampshire’s many lakes – and the focus of recreational fun in the region. Boating, fishing and swimming in warm weather gives way to ice fishing and snowmobiling in the winter. Of course, just gazing at the lake’s beauty keeps many a visitor and resident occupied year-round! Wolfeboro’s Lake Wentworth is a perfect spot for kayaking or spending a day at beautiful Albee beach.

 

Local Tip: Ride the Millie B, a 28-foot, mahogany, triple cockpit “woodie” operated by the New Hampshire Boat Museum

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DOWNTOWN WOLFEBORO

Browse the eclectic shops lining the main streets in downtown Wolfeboro (you’ll find everything from fine art and upscale gifts to scuba and fishing gear), grab a bite to eat, or just watch the boat traffic come and go from the downtown docks. In warm weather, you can catch free concerts in the lovely Cate Park on the waterfront.

Local Tip: Don’t miss the amazing ice cream at Bailey’s Bubble, a Wolfeboro institution.

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OUTDOOR TRAILS

Soak in the stunning scenery and get a great workout on the area’s wonderful hiking, biking and cross country ski trails! Enjoy breakfast at the Inn then walk downtown to hop on Bridge Falls Path, which connects you to the 11-mile Cotton Valley Rail Trail. The Lakes Region’s Ossipee mountain range offers an extensive network of trails, many of which offer gorgeous views of the lakes below.

 

Local Tip: Hike, bike, snowshoe or ski from Wolfeboro to Wakefield on the rail trail from downtown Wolfeboro

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MUSEUMS

Wolfeboro’s natural beauty is its calling card, but there is much more to the area than meets the eye. Fascinating museums including the Wright Museum of World War II, the Libby Museum of Natural History, the NH Boat Museum and the Clark Museum complex of historic buildings are tucked throughout the area.

 

Local Tip: Visit all four museums, plus travel by antique boat

and Molly the Trolley for local tours!

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ARTS & CULTURE

The Wolfeboro area is home to many artists, musicians and performers. Works from local artists are often displayed in downtown galleries and nearby Gilford, Laconia, and Plymouth are popular spots to catch both local and national musicians. The free concerts at Cate Park in downtown Wolfeboro are a summer tradition, as is the Great Waters Music Festival, which attracts outstanding performers of jazz, folk, classical, popular and Broadway music. 

 

Local Tip: The Village Players Theater brings community theater productions and is frequently the trying ground for productions that go on to the Big Apple. You can say you saw it here first!

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21+

Wineries and breweries are tucked throughout the Lakes Region. If you are craving a great craft beer, you need look no farther than Wolfeboro’s own Burnt Timber Brewing, The Lone Wolfe Brewing Company and the tap room at Beveridge Craft Beer & Soap right downtown. New nano-breweries are sprouting up in the area and the nationally recognized Tamworth Distillery is a short drive away.

Local Tip: Tamworth Distilling in nearby Tamworth, NH offers a wonderful retail space and tasting bar. Taste the full line of spirits , shop for cocktails and unique gifts.

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MARKETS & FESTIVALS

Farmer’s markets, music festivals, antique boat and car shows, pond hockey tournaments, fishing derbies, a legendary 4th of July parade and a full calendar of other special events keep the New Hampshire Lakes Region hopping. Check our Pickering events calendar to see what’s happening at the Inn during your visit.

 

Local Tip: Vintage Fairs, engaging lectures, Walking Tours and special events bring New Hampshire history to life at the nearby Clark House Museum.

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EASY DAY TRIPS

Wolfeboro is ideally located in the heart of the Lakes Region, within an easy drive of New Hampshire’s White Mountains to the north or the New Hampshire and southern Maine seacoast to the east. Of course, there is so much to do right here in the Lakes Region, you may not want to roam farther afield. No matter the season, you can’t beat a leisurely drive all the way around Lake Winnipesaukee. The 60+ mile drive is a great way to explore all the Lakes Region towns along the way!

 

Local Tip: Tour, hike and eat at Castle in the Clouds, an Arts and Crafts style estate built in 1913 on a mountaintop with stunning views of the lakes below. The mansion is surrounded by 28 miles of hiking trails on more than 5,300 acres. 

Seasonal Favorites

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Adventure Assistance

Enhancements

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