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! (20 reviews)
"Such a cute cottage on a gorgeous lake. Our host was wonderful and happened to be on the other side of the property when we arrived and we had a chance to chat. She was super accommodating. The place had everything we needed to cook meals in the kitchen and on the grill. The house was well stocked ..."
Reviewed on May 27, 2026
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
$179 nightly
The price is $200 total per night from May 31 to Jun 1
$200 total
May 31 - Jun 1
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 ...
8.6/10 Excellent! (1,006 reviews)
"Everything was good"
Reviewed on May 27, 2026
The Colonial Hotel
625 Betty Spring Road Gardner MA
$170 nightly
The price is $190 total per night from Jun 1 to Jun 2
$190 total
Jun 1 - Jun 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,000 reviews)
"Very helpful staff."
Reviewed on May 27, 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! (20 reviews)
"Such a cute cottage on a gorgeous lake. Our host was wonderful and happened to be on the other side of the property when we arrived and we had a chance to chat. She was super accommodating. The place had everything we needed to cook meals in the kitchen and on the grill. The house was well stocked ..."
Reviewed on May 27, 2026
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster MA
Book a stay at this family-friendly cabin in Westminster. Enjoy free WiFi, a garden, and patios. Popular attractions Great Wolf Lodge Waterpark and Redemption ...
10/10 Exceptional! (30 reviews)
"Greatly enjoyed our stay. The host was very good at communicating with us needed. Very relaxing and peaceful home and view. The beds were very comfortable and we slept wonderfully. Enjoyed peaceful mornings on the back deck listening to the birds. We were visiting for our daughter's wedding and it ..."
Reviewed on May 25, 2026
Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
Greenfield NH
Stay at this cabin in Greenfield. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Rand Brook Forest and Rose Mountain Preserve ...
10/10 Exceptional! (15 reviews)
"Excellent hosts! Thank you so much for a beautiful weekend! We know Arthur will grow up into a fine young man ."
Reviewed on Mar 29, 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 Community Park
Winchendon Community Park is just one of the places to see in Winchendon, so why not enjoy the other things to explore during your travels? 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.
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- The Winchendon School
- Lake Dennison State Recreation Area
- Great Wolf Lodge Waterpark
- Northfield Mount Hermon School
- Fitchburg State University
- Wachusett Mountain Ski Area
- Game On Fitchburg
- Keene State College
- The Mall at Whitney Field
- Connecticut River
- Fitchburg Art Museum
- Monadnock State Park
- Historic Main Street
- Cushing Academy
- Polar Express
- Cathedral of the Pines
- Peterborough Players
