Winchendon Cottages

A hilly landscape with a tower on top, dense forest, and a cloudy sky.

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Our top choices for Winchendon cottages

Cottage beside a waterfall

Wilton

Vicki L.

includes taxes & fees

19 July - 20 July

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster

Shanna D.

includes taxes & fees

26 July - 27 July

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

Rebecca

includes taxes & fees

13 July - 14 July

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Top Winchendon Hotel Reviews

Chocksett Inn and Restaurant

8/10 Good

"Spacious room and bathroom. Staff very friendly and helpful."

Doubletree by Hilton Hotel Leominster

8/10 Good

"Clean room (looked recently updated/renovated); helpful staff; 1 of our keys did not work upon arrival so had to go back to the front desk and get new ones. Pool was small, and not really “heated” - the room it was was definitely warm/humid but the water felt cool. Very convenient location off the highway!"

Gardner Inn

8/10 Good

"Hotel was nice, good location. Biggest problem is that they don't tell u they charge u 2x plus. There is a charge for being at the property and over $100 in taxes. Then for the room with another $80 in taxes. Parking is $69/ night. (Of course taxed). They have a nice handicap parking area. Very few carts for # of rooms. We were packing 1 and they took the cart with things on it without even knocking!"

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