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

20 April, 2016

40 Things to Do in Wolfeboro

Just one visit to Wolfeboro, New Hampshire, and you’ll understand why many make this charming resort community their home.

Known as the “Oldest Summer Resort in America,” Wolfeboro offers the perfect blend of outdoor recreation and cultural activities. Set on the shores of Lake Winnipesaukee, this charming New England town offers abundant outdoor pursuits for the active senior adult.

Enjoy swimming, canoeing, fishing or boating on crystal clear lakes. Go golfing, hiking, or bike or cross country ski on the many paths and trails. It’s also home to a thriving arts and cultural scene, as well.

No matter what season, there’s always something fun to do. Have children, grandchildren or friends coming to town? You’re sure to find something for all!

40 Things to Do in Wolfeboro

(from the Wolfeboro Chamber of Commerce):


  1. Watch maple sugar being made at a local sugar shack.
  2. Enjoy a romantic weekend at a historic bed & breakfast.
  3. Guess when “Ice Out” will occur.
  4. Read your own poetry at an open mic session.
  5. Hear the call of the loons as they return from their winter habitat.
  6. Fish from the Smith River bridge.
  7. Treat your dog to a long walk and the fresh smells of spring.
  8. Count the ducklings at the town docks and on Back Bay.
  9. Watch the sun come up from the town docks.
  10. Watch the bald eagles fish in Lake Winnipesaukee


  1. Attend the Annual Hospice House Tour to see beautiful homes and gardens around Wolfeboro.
  2. Take a lawn chair to a free concert at the Community Bandstand in Cate Park.
  3. Watch the Wolfeboro Off-Shore Ad Lib Precision Lawn Chair Drill Team perform in the 4th of July Parade, the longest in New Hampshire!
  4. Eat lunch at one of the local restaurants’ outdoor dining rooms.
  5. Attend Movies in the Park at Foss Field.
  6. Swim in one of three lakes.
  7. Tour Wolfeboro on the trolley.
  8. Shop tax-free at locally-owned shops and boutiques.
  9. Take in a Village Players performance.
  10. Explore the history of Wolfeboro at the Clark House Museum Complex.


  1. Climb Abenaki Tower for a breathtaking view of Lake Winnipesaukee.
  2. Spend a day at a county fair.
  3. See vintage boats and cars at the Wolfeboro Car & Boat Rendezvous.
  4. Challenge yourself on miles of mountain bike trails.
  5. Spend a day antiquing.
  6. Walk, run or bike along the shores of Back Bay on the Bridge Falls Path.
  7. Witness the centuries-old art of hand casting fine pewter.
  8. Attend a live musical performance sponsored by Wolfeboro Friends of Music.
  9. Climb at Devil’s Den.
  10. Feel the wind in your hair as you explore Wolfeboro Bay and beyond in a classic 1920’s motor launch.


  1. Downhill ski at Abenaki Ski Area.
  2. Cut your own fresh Christmas tree at a local tree farm.
  3. Treat children to a visit with Santa at Santa’s Hut.
  4. See the Northern lights.
  5. Celebrate the music of Christmas at a Clearlakes Chorale concert.
  6. Strap on your ice skates at the Pop Whalen arena.
  7. Browse and buy at various Holiday Craft Fairs.
  8. Watch ice boats skim across the ice on Wolfeboro Bay.
  9. Marvel at uniquely decorated Christmas trees at the Festival of Trees.
  10. Beat the winter blues at the Annual Winter Carnival.

Wolfeboro may be the perfect location for your retirement! Located on 118 acres of natural wooded landscape in Wolfeboro, Sugar Hill provides a year-round picturesque spot to enjoy a spacious cottage or apartment home. Find out more about Sugar Hill by calling us at 603-569-8485 or filling out our online form here.

Why Retire in Wolfeboro?


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