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! (1,008 reviews)
"Excellent staff. Super clean room"

Reviewed on 4 Aug. 2025

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The Colonial Hotel
See all 195 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.
Cozy Lakefront Cottage

Cozy Lakefront Cottage

Winchendon
Stay at this vacation home in Winchendon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Paradise Island and Blueberry Island are located ...
9.6/10 Exceptional! (13 reviews)
Lake house
"Clean property on the quiet part of the lake.Light boat traffic in the area. Plenty of space, great for families."

Reviewed on 25 Jul. 2025

Cozy Lakefront Cottage
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
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

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.

Blueberry Island

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

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

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