Winchendon, MA
Travel Guide
Visit Winchendon
Cozy Lakefront Cottage
Spend your time enjoying nature and the outdoors. Do your grocery shopping during the day as the road is winding and dark. Enjoy evenings sitting around the firepit or on the porchswing literally on the water!! Access to canoes and paddles at your leisure. Full kitchen.
Reviewed on 28 September 2025
Modern Waterfront Gem w/ Dock on Lake Monomonac
Great Wolf Lodge Boston / Fitchburg, MA
Room was clean. Hotel was wonderful. Great activities. The staff was so friendly!!
Reviewed on 11 January 2026
Cozy Lakefront Cottage
Spend your time enjoying nature and the outdoors. Do your grocery shopping during the day as the road is winding and dark. Enjoy evenings sitting around the firepit or on the porchswing literally on the water!! Access to canoes and paddles at your leisure. Full kitchen.
Reviewed on 28 September 2025
Modern Waterfront Gem w/ Dock on Lake Monomonac
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
This place is exactly how they describe it! Charming, cozy and clean! The fireplace is a nice added bonus. The hosts get right back to you with any questions. I would happily stay here again, thank you for having me!
Reviewed on 9 January 2026
Popular places to visit
The Winchendon School
Explore the campus of The Winchendon School as part of your travels around Winchendon. While you're in the area, wander around the parks.
Lake Dennison State Recreation Area
You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views.
Wendall P. Clark Memorial
After visiting Wendall P. Clark Memorial, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks.
Winchendon Town Hall
After visiting Winchendon Town Hall, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks.
Blueberry Island
Commune with nature and explore the great outdoors at Blueberry Island during your travels in Winchendon. While you're in the area, wander around the parks.
Militia Training Field
Explore the great outdoors at Militia Training Field, a lovely green space in Winchendon. While you're in the area, wander around the parks.
- The Winchendon School
- Lake Dennison State Recreation Area
- Great Wolf Lodge Waterpark
- Wachusett Mountain Ski Area
- Keene State College
- Northfield Mount Hermon School
- Connecticut River
- Fitchburg State University
- Game On Fitchburg
- Historic Main Street
- Cushing Academy
- Colonial Theatre
- 1761 Old Mill Gift Shop
- Polar Express
- Franklin Pierce University
- Monadnock State Park
- Pack Monadnock Mountain
- Granite Gorge
