Winchendon

Travel Guide

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
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
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! (1,004 reviews)
Yes

Reviewed on 16 Nov, 2025

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The Colonial Hotel
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way Leominster MA
The price is S$193 per night from 25 Dec to 26 Dec
S$193
25 Dec - 26 Dec
includes taxes & fees
Stay at this business-friendly hotel in Leominster. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,002 reviews)
Always a great place to stay! Friendly, clean and comfortable.

Reviewed on 16 Nov, 2025

Doubletree by Hilton Hotel Leominster
See all 212 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

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
Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres

3 out of 5
Royalston MA
Stay at this cottage in Royalston. Enjoy free parking, patios and air conditioning. Popular attractions Doane's Falls and Royalston Common Historic District ...
10/10 Exceptional! (2 reviews)
Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors.

Reviewed on 25 Oct, 2025

Historic Home w/ Modern Updates on < 4 Acres
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

Monument Park

Monument 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.

Monument Park

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

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