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Your Winchendon Holiday

Our holiday packages to Winchendon provide countless opportunities to discover new sights, sounds and tastes. And with all the travel planning taken care of, you'll be free to enjoy your city break in the way that you deserve. During your trip to Winchendon, give yourself plenty of time for sightseeing. A popular place to start exploring is Lake Dennison State Recreation Area. Your dream Winchendon holiday is a couple of clicks away. Search airfares, hotels and more on Expedia for an adventure that's tailored just for you.

Winchendon Holiday

Winchendon Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Worcester Regional Airport (ORH)
Population	4,200
Max Temp Winter	-1.11ºC
Max Temp Summer	24ºC
Top Sights	Royalston Falls, Doanes Falls and Dunn State Park

Our pick of the best Winchendon Hotel Deals

Cozy Lakefront Cottage

Winchendon MA

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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Modern Waterfront Gem w/ Dock on Lake Monomonac

Winchendon MA

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Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr Fitchburg MA

Fully refundable

AU$230

2 Mar - 3 Mar

includes taxes & fees

8.4/10 Very Good! (1,000 reviews)

Reviewed on 27 Jan 2026

See all 218 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.