Published August 22, 2024

Wolfeboro Area Lifestyle Attractions

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Written by Adam Dow

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Experience why the Wolfeboro area is an exceptional place to settle down with The Dow Group’s showcase of lifestyle attractions. This enchanting region blends a variety of engaging activities and amenities for every interest. Enjoy family-friendly adventures, explore the great outdoors, or dive into a rich array of entertainment options. With its unique town highlights, fascinating museums, and golf courses, the Wolfeboro area offers a dynamic and fulfilling living experience. Discover the perfect balance of natural beauty and vibrant community life that makes this area a standout choice for your next home.


Family Fun 

Mount Washington Cruises
Mount Washington Cruises offers scenic boat tours on Lake Winnipesaukee in NH. Departing from Alton Bay, Wolfeboro, and Weirs Beach, the cruises provide stunning views of surrounding mountains and shoreline. They offer various options, including sightseeing tours, dinner cruises, and special event cruises. The MS Mount Washington is the flagship vessel, known for its classic design and comfortable amenities. It’s a popular way to experience the beauty of the lake and region’s natural scenery. 

Wolfeboro Trolly Company
The trolleys, "Molly" and "Jolly," are designed to evoke the charm of late 19th-century trolley cars, yet they offer modern conveniences with the freedom to roam off tracks. They feature open-air seating in the back for pleasant weather and enclosed, heated interiors with clear side-curtains and doors for cooler days. With oak seats, brass rails, and etched windows, they bring to mind a time when the ring of a trolley bell signaled passengers to hurry aboard. Built by Molly Corporation in Wells, Maine, the trolleys boast red and green superstructures made primarily of stainless steel, aluminum, and oak, all mounted on a motorhome chassis powered by a Ford V-10 engine. Since 1987, "Molly" has been delighting visitors in Wolfeboro with narrated Hop On/Hop Off Tours and Special Excursions, a role she and her seasoned drivers take great pleasure in. From April through November, she also provides festive transportation for Private Charters.

Wolfeboro Public Library
The Wolfeboro Public Library is a vibrant community hub that offers more than just books. Serving as a gathering place for all ages, the library provides access to a wide range of resources, including digital media, educational programs, and cultural events. Whether you're looking to explore a new hobby, attend a workshop, or simply enjoy a quiet place to read, the Wolfeboro Public Library is committed to enriching the lives of residents and visitors alike. Come discover a welcoming space where knowledge, creativity, and community thrive.

Bailey's Bubble
Bailey's Bubble in Wolfeboro, NH, is a beloved ice cream shop that has become a local institution. Nestled in the heart of this charming lakeside town, Bailey's Bubble offers a delightful array of hard serve and soft serve ice cream, and frozen yogurt, perfect for satisfying your sweet tooth. Known for its generous portions and wide variety of flavors, it's a must-visit spot for both locals and tourists alike. Whether you're enjoying a summer day by Lake Winnipesaukee or just passing through, a stop at Bailey's Bubble promises a delicious treat in a welcoming, family-friendly atmosphere.

Pop Whalen
The Pop Whalen Ice & Arts Center, operated as an Enterprise Fund by the Town of Wolfeboro, serves as a hub for various hockey leagues throughout the Lakes and Seacoast Regions. It hosts a diverse array of teams, including Back Bay Youth Hockey, She Wolves Women’s Hockey, Kingswood High School, Brewster Academy, the Co-Ed League, Men’s League, Senior Men’s League, and the Lakes Region Curling League. In addition to hockey, the rink also offers public skating hours, stick practice, and lap skating sessions through Wolfeboro Parks and Recreation, making it a versatile community resource for all ages.

Outdoors

Cotton Valley Rail Trail
The Cotton Valley Rail Trail is a scenic 12-mile recreational trail running between the towns of Wolfeboro and Wakefield, NH. Following the route of a former railway line, this “rail trail” offers a picturesque experience with views of the lakes and forests. It is designed for multiple uses, welcoming walkers, joggers, cyclists, and in some sections, snowmobilers and cross-country skiers during the winter months. Local communities and organizations actively support the trail’s maintenance and development as it is a cherished resource in the area. 

Farmers Market
The Wolfeboro Farmers Market is a vibrant community hub that has been a cornerstone of local activities for over 20 years. Held outdoors at The Nick on Thursdays from 12 to 3:30 PM, from May to October, the market showcases the finest in New Hampshire agriculture, high-quality artisan goods, and a variety of delicious food truck offerings. Beyond just shopping, the market creates a lively atmosphere with live music, supporting both emerging and established local musicians, and family-friendly activities like Story Time for kids. Committed to accessibility, the market proudly supports SNAP and nutrition incentive programs, ensuring that everyone in the community has access to fresh, nutritious local food.

Cate Park
Cate Park in Wolfeboro, NH, is a picturesque waterfront park that serves as a favorite gathering spot for both locals and visitors. Located on the shores of Lake Winnipesaukee, the park offers stunning views of the water and a serene atmosphere perfect for relaxation. With its beautifully manicured lawns, charming gazebo, and convenient access to the town docks, Cate Park is a popular venue for concerts, community events, and leisurely picnics. Whether you're taking a peaceful stroll, enjoying a live performance, or simply soaking in the natural beauty, Cate Park is a must-visit destination in the heart of Wolfeboro.

Foss Field
Foss Field, a versatile recreation area in downtown Wolfeboro, offers a variety of amenities for outdoor fun and sports. The area features lit tennis & pickleball courts, soccer fields, a baseball diamond, basketball courts, and the Sue Glenn Playground. Situated next to Back Bay and the Bridge Falls Path, Foss Field is the perfect spot for enjoying organized sports, a picnic, or a casual game of pickup ultimate Frisbee. Conveniently located behind Harvest Market, it's an ideal destination for all ages to unwind and stay active.

Entertainment

Great Waters Music Festival
Great Waters Music Festival, founded in 1995, celebrates the performing arts with a diverse lineup including Broadway, comedy, rock, and folk music under the beautiful New Hampshire summer sky. Based in downtown Wolfeboro, the festival hosts concerts at the picturesque Castle in the Clouds and Brewster Academy, providing unique and memorable performances against stunning natural backdrops.

The Village Players
The Village Players is a vibrant community theater group in Wolfeboro, NH, dedicated to bringing the magic of live performance to the Lakes Region. Established by passionate local talent, the Village Players produce a wide range of shows, from classic plays to contemporary musicals, providing quality entertainment for audiences of all ages. Their cozy, historic theater in the heart of Wolfeboro offers an intimate setting where the community can come together to enjoy the arts. Whether you're a seasoned theatergoer or new to the stage, the Village Players promise an engaging and memorable experience with every performance.

Town and Area Highlights

Downtown Wolfeboro
Downtown Wolfeboro, located along the shores of Lake Winnipesaukee in New Hampshire, is a dream destination brimming with historic charm and scenic beauty. With its well-preserved 18th and 19th-century buildings, the area showcases the town's rich history as The Oldest Summer Resort in America. Visitors can stroll along Main Street, exploring a diverse array of shops, boutiques, and galleries offering everything from locally-made crafts to upscale clothing. The waterfront area, filled with docks, marinas, and boat rentals, serves as a hub for recreational boating and water activities, providing stunning views of the lake. Throughout the year, the town hosts various events and festivals, including art fairs, music concerts, and holiday celebrations, adding to its lively atmosphere. Surrounded by natural beauty and offering an abundance of outdoor recreational opportunities, downtown Wolfeboro invites visitors to immerse themselves in its unique blend of history, culture, and scenic splendor.

Museums

Wright Museum
The Wright Museum of World War II is situated in Wolfeboro, NH. Its primary mission is to educate and inspire visitors by preserving the history and artifacts. Through a comprehensive collection of memorabilia, exhibits, and interactive experiences, the museum offers a profound insight into the experiences of soldiers and civilians during the war. The museum's educational programs, including guided tours and outreach initiatives, aim to engage visitors of all ages in a deeper understanding of World War II’s impact. In addition to serving as a cultural and educational resource, the museum actively engages with the local community and collaborates with other organizations to host events, fundraisers, and community outreach programs. 

Lakes Region Model Railroad
The Lakes Region Model Railroad Museum, a 501(c)(3) organization in Wolfeboro, NH, is set to open near the historic Railroad Station in downtown Wolfeboro. Anticipated to be fully operational by the summer of 2023, the museum may host special events and partial openings beforehand. Run entirely by dedicated volunteers, the museum is seeking enthusiastic individuals to join in various roles—whether you're interested in contributing your skills, supporting the mission, or getting hands-on with designing, building, modeling, and decorating. This is a unique opportunity to be part of an exciting project before it opens its doors to the public.

Golf

Kingswood Golf Club
Kingswood Golf Club, a semi-private championship course designed by the renowned Donald Ross, has been a premier golfing destination in Wolfeboro, NH since 1915. Open to the public, Kingswood is celebrated for its friendly atmosphere and top-tier course conditions, featuring lush fairways, smooth greens, and a thoughtfully designed layout that challenges golfers of all skill levels. The course spans 18 holes with lengths ranging from 3,849 to 6,366 yards, offering 5 sets of tees with slopes from 118 to 134. Kingswood also boasts a driving range, two putting greens, a member-only practice hole, and a fully stocked pro shop. Golfers can enjoy lessons, club rentals, league play, member tournaments, and relax at the full-service restaurant with both indoor and outdoor dining, all while experiencing exceptional service and affordable pricing.

Putters Village
Putters Village in Wolfeboro, NH, is a family-friendly mini-golf destination that offers fun for all ages. Set in a charming, well-maintained course with beautifully landscaped greens and whimsical obstacles, Putters Village provides a delightful experience whether you’re a seasoned putter or just looking for some light-hearted entertainment. Perfect for an afternoon outing or an evening under the lights, it’s a must-visit spot in Wolfeboro for both locals and visitors. Enjoy a round of mini-golf in a relaxed atmosphere, and create lasting memories with friends and family at Putters Village.

Studio 18
Studio18 is Lake Winnipesaukee’s premier indoor golf and interactive gaming destination, designed for fun and entertainment for all ages and skill levels. Whether you’re a seasoned golfer or new to the game, you’ll enjoy our three state-of-the-art simulator bays featuring over 500 courses and games. For the younger crowd, our kids' interactive wall offers 100+ projector ball and shooting games that encourage active play. With free club rentals, big screens showing Boston sports, and a selection of local beers, ciders, seltzers, and canned cocktails, Studio18 is the perfect place to gather with family and friends for a memorable day of play and relaxation.
https://www.studio18golf.com/
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