Hotels in Winchendon

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Check prices for these dates

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Where to stay in Winchendon?

Breakfast area
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
9.4 out of 10, Exceptional, (433)
The price is $125
$147 total
includes taxes & fees
Nov 30 - Dec 1
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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.
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Top landmarks in Winchendon

Lake Dennison State Recreation Area

Lake Dennison State Recreation Area is 3.5 mi (5.6 km) from central Winchendon, why not stop by during your stay.
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Monument Park

Monument Park is worth a visit, located 0.4 mi (0.6 km) from central Winchendon.
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Learn more about Winchendon

Winchendon is well-known for its attractions such as Lake Dennison State Recreation Area and Winchendon Town Hall.

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The Millers River in Winchendon, Massachusetts

Check out reviews of Winchendon hotels guests love

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

10/10 Excellent
"Beautiful inn, nice room, friendly staff."
Annemarie 2-night trip
Posted 3 days ago
Chocksett Inn and Restaurant

Frequently asked questions

What accommodations do travelers recommend in Winchendon?
Guests like Modern Waterfront Gem w/ Dock on Lake Monomonac, The Colonial Hotel and Gardner Inn.
Can I book a refundable hotel in Winchendon?
If you're looking for the flexibility to change your travel plans to Winchendon, most accommodations provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winchendon if I want a vacation home instead of a traditional hotel?
Browse 5 vacation homes on our site.
What will the weather in Winchendon be like during my vacation?
The warmest months in Winchendon are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 28°F. The rainiest months are July and October.
Why should I book my Winchendon hotel through Hotels.com?
There are plenty of reasons to book your Winchendon travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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