Winchendon, MA
Travel Guide
Visit Winchendon
Cozy Lakefront Cottage
Winchendon MA
Stay at this vacation home in Winchendon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Paradise Island and Blueberry Island are located ...
9.8/10 Exceptional! (19 reviews)
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 Sep 28, 2025
Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon MA
Stay at this cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located nearby.
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
Fully refundable
$179 nightly
The price is $200 total per night from Jan 12 to Jan 13
$200 total
Jan 12 - Jan 13
Total with taxes and fees
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,015 reviews)
N/a
Reviewed on Jan 5, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cozy Lakefront Cottage
Winchendon MA
Stay at this vacation home in Winchendon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Paradise Island and Blueberry Island are located ...
9.8/10 Exceptional! (19 reviews)
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 Sep 28, 2025
Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon MA
Stay at this cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located nearby.
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster MA
Stay at this vacation home in Westminster. Enjoy free WiFi, a sauna, and a garden. Popular attractions Wachusett Mountain Ski Area and Redemption Rock are located ...
9.8/10 Exceptional! (28 reviews)
We had a wonderful stay at this lake-front cottage looking up at the nearby ski resort. The cottage was cozy and quiet in a great location. The check-in process was easy, and the owner was very accessible. Terrific rental!
Reviewed on Jan 4, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
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.
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.
The Robinson-Broadhurst Foundation Performing Arts Ampitheater
You can get tickets for a performance at The Robinson-Broadhurst Foundation Performing Arts Ampitheater during your trip to Winchendon. While you're in the area, wander around the parks.
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- The Winchendon School
- Lake Dennison State Recreation Area
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- Keene State College
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- Connecticut River
- Northfield Mount Hermon School
- Historic Main Street
- Cushing Academy
- Game On Fitchburg
- Polar Express
- Colonial Theatre
- Monadnock State Park
- Pack Monadnock Mountain
