Winchendon Travel Guide

Tourist Guide

Cozy Lakefront Cottage

Cozy Lakefront Cottage

Winchendon MA
Stay at this holiday home in Winchendon. Enjoy free Wi-Fi, 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 28 Sept 2025

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Cozy Lakefront Cottage
Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3 out of 5
Winchendon MA
Stay at this cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located nearby.
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Modern Waterfront Gem w/ Dock on Lake Monomonac
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
The price is NZ$311 per night from 29 Jan to 30 Jan
NZ$311
29 Jan - 30 Jan 2026
includes taxes & fees
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 in their ...
8.4/10 Very Good! (1,003 reviews)
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Reviewed on 27 Dec 2025

Great Wolf Lodge Boston / Fitchburg, MA
See all 207 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 MA
Stay at this holiday home in Winchendon. Enjoy free Wi-Fi, 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 28 Sept 2025

Cozy Lakefront Cottage
Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3 out of 5
Winchendon MA
Stay at this cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located nearby.
Modern Waterfront Gem w/ Dock on Lake Monomonac
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Fitzwilliam NH
Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Sportsman Pond and Laurel Lake are located nearby.
10/10 Exceptional! (10 reviews)
It was a lovely stay! Lake is beautiful and the house is cozy.

Reviewed on 16 Oct 2025

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
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

You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views.

Lake Dennison State Recreation Area

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.

Winchendon Town Hall

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.

Wendall P. Clark Memorial

The Robinson-Broadhurst Foundation Performing Arts Ampitheater

You can enjoy a show at The Robinson-Broadhurst Foundation Performing Arts Ampitheater during your stay in Winchendon. While you're in the area, wander around the parks.

The Robinson-Broadhurst Foundation Performing Arts Ampitheater

Hyde Park

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

Hyde Park