Winchendon Travel Guide

Tourist Guide

Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon
Stay at this vacation home in Winchendon. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Paradise Island and Blueberry Island are located ...
10/10 Exceptional! (4 reviews)
The Perfect Getaway
"We stayed here as our base for a week of college tours. Boy, was this the perfect place to come home to each evening to reset. We actually never ate out for dinner, because we wanted to eat in the home and watch the sunset over the lake. Also, waking up to enjoy breakfast and coffee, while listening ..."

Reviewed on 21 Apr. 2025

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Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
3 out of 5
Winchendon
Stay at this 3-star cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located ...
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Modern Waterfront Gem w/ Dock on Lake Monomonac
The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"Very friendly staff"

Reviewed on 17 Jun. 2025

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The Colonial Hotel
See all 191 properties in Winchendon
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.
Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon
Stay at this vacation home in Winchendon. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Paradise Island and Blueberry Island are located ...
10/10 Exceptional! (4 reviews)
The Perfect Getaway
"We stayed here as our base for a week of college tours. Boy, was this the perfect place to come home to each evening to reset. We actually never ate out for dinner, because we wanted to eat in the home and watch the sunset over the lake. Also, waking up to enjoy breakfast and coffee, while listening ..."

Reviewed on 21 Apr. 2025

Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
3 out of 5
Winchendon
Stay at this 3-star cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located ...
Modern Waterfront Gem w/ Dock on Lake Monomonac
Lakefront Orange Vacation Rental - Pet Friendly!
Lakefront Orange Vacation Rental - Pet Friendly!
Orange
Stay at this apartment in Orange. Enjoy a beach locale, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Royalston Falls and Doane's ...
10/10 Exceptional! (13 reviews)
"This place was perfect for our stay! It was clean, nicely decorated/designed and had thoughtful touches. The pictures were spot on for what to expect, it was peaceful, and the view was lovely. Crystal was great and check-in/out was easy! We would definitely stay here again."

Reviewed on 20 Jun. 2025

Lakefront Orange Vacation Rental - Pet Friendly!
See all properties in Winchendon
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

Enjoy the student vibe at The Winchendon School during your visit to Winchendon. While you're in the area, wander around the parks.

The Winchendon School

Lake Dennison State Recreation Area

Explore the great outdoors at Lake Dennison State Recreation Area, a lovely green space in Winchendon. Discover the area's waterfalls and mountain views.

Lake Dennison State Recreation Area

V F W Park

Explore the great outdoors at V F W Park, a lovely green space in Winchendon. While you're in the area, wander around the parks.

V F W Park

Beals Memorial Library

After visiting Beals Memorial Library, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks.

Beals Memorial Library

Wetmore Trailhead

You can take time to visit Wetmore Trailhead during your travels to Winchendon. While you're in the area, wander around the parks.

Wetmore Trailhead

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 Community Park