Winchendon Travel Guide

Tourist Guide

Sunlight on Mount Wachusett in Massachusetts
The Millers River in Winchendon, Massachusetts
The Millers River in Winchendon, Massachusetts
A wetland marsh in the Birch Hill Dam Area in Royalston, Massachusetts
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
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$281 per night from 3 May to 4 May
NZ$281
3 May - 4 May
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 ...
8.6/10 Excellent! (1,001 reviews)
Was great

Reviewed on 1 Apr 2026

Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
The price is NZ$283 per night from 7 Apr to 8 Apr
NZ$283
7 Apr - 8 Apr
includes taxes & fees
Stay at this business-friendly hotel in Gardner. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
Comfortable bed, everything was neat and tidy.

Reviewed on 29 Mar 2026

The Colonial Hotel
See all 229 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
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Westminster MA
Stay at this family-friendly cabin in Westminster. Enjoy free Wi-Fi, a garden and patios. Popular attractions Great Wolf Lodge Waterpark and Redemption Rock ...
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min

Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min

Rindge NH
Stay at this cottage in Rindge. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pearly Lake and Jowder's Cove Beach are located ...
10/10 Exceptional! (17 reviews)
This place was great. We stayed a week in winter and it was super pretty and was a great house. We loved the fireplace and hot tub and even did some ice fishing. House was super clean and we really appreciated that. Would definitely come back!

Reviewed on 2 Jan 2026

Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min
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

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

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

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

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

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

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