Find hotels in Winchendon, MA from ฿3,223

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Top 10 Winchendon hotels and places to stay

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
3.5 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Historic Home w/ Modern Updates on 3.5 Acres
3.5 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on 3.5 Acres
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (120)
"The hosts were wonderfully helpful!"
The price is ฿5,379
฿5,837 total
includes taxes & fees
6 May - 7 May
The Carriage Barn Inn
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The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (65)
"This is an awesome B&B! Pat and Conrad are great hosts and they live on site so they are available if you need anything. The room was clean and very spacious. There was comfortable seating in addition to the bed. The room had it's own Keurig machine and it's own AC/heat system. Breakfast the next morning was delicious. Several food and drink options to consider. Also, Conrad bakes his own bread. I had the maple oat bread which was so good. This was my first time in Brattleboro. I will definitely...
The price is ฿6,286
฿6,915 total
includes taxes & fees
22 May - 23 May
The One Cat B&B
Centennial House
3.5 star property
9.4 out of 10, Exceptional, (125)
"Loved our stay"
The price is ฿7,307
฿7,724 total
includes taxes & fees
7 May - 8 May
Centennial House
The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (223)
"Clean and pleasant. Bed comfortable. Fridge, complementary light breakfast, pleasant staff. Pleasant common area. "
The price is ฿6,246
฿6,977 total
includes taxes & fees
19 May - 20 May
The Inn At Crumpin Fox
Hampton Inn & Suites Keene
2.5 star property
9.0 out of 10, Wonderful, (160)
"The room was comfortable and clean. Breakfast was great "
The price is ฿4,506
฿4,889 total
includes taxes & fees
23 May - 24 May
Hampton Inn & Suites Keene
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (895)
"Cleanest hotel bathroom I've ever seen. Good food. Friendly staff. "
The price is ฿4,553
฿4,940 total
includes taxes & fees
5 May - 6 May
Courtyard by Marriott Keene Downtown
Holiday Inn Express Keene, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (718)
"Great stay, great staff! "
The price is ฿4,627
฿5,020 total
includes taxes & fees
12 May - 13 May
Holiday Inn Express Keene, an IHG Hotel
Latchis Hotel
2.5 star property
8.4 out of 10, Very good, (559)
"Fun place to stay "
The price is ฿4,039
฿4,443 total
includes taxes & fees
6 May - 7 May
Latchis Hotel
Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very good, (1002)
"breakfast area was the best equipped of any I have ever stayed at!"
The price is ฿5,104
฿5,538 total
includes taxes & fees
6 May - 7 May
Best Western Plus Keene Hotel
Days Inn by Wyndham Keene NH
2.0 star property
7.4 out of 10, Good, (871)
"Had a nice stay. Nice and quiet, bed was comfortable and shower had great pressure. The furniture was outdated, but everything was clean and functioned well. Near stores and restaurants and the main roads. The breakfast was a bit lacking, but the coffee was good. "
The price is ฿3,223
฿3,497 total
includes taxes & fees
19 May - 20 May
Days Inn by Wyndham Keene NH
Econo Lodge Brattleboro
2.0 star property
5.8 out of 10, (485)
"Clean quiet and affordable place with a friendly staff. Small critique: put a small shelf in the shower for shampoo/soap etc. "
The price is ฿4,164
฿4,580 total
includes taxes & fees
5 May - 6 May
Econo Lodge Brattleboro
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Winchendon hotels information

Number of reviews
3,693
Accommodation
184 hotels
Lowest Price
฿3,223
Highest Price
฿7,307

Frequently asked questions

If I need to cancel my hotel reservation in Winchendon, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.

What are some hotels with pools in Winchendon?

Great Wolf Lodge Boston / Fitchburg, MA: Offers 4 indoor swimming pools, a children's pool and free water park access. The Colonial Hotel and Doubletree by Hilton Hotel Leominster are two additional hotels with an on-site pool. View all hotels with pools in Winchendon.

What is staying in Winchendon like?

Visitors can enjoy all that Winchendon has to offer, including its parks. In Winchendon, there are 9 hotels and other accommodation options to choose from. Find out more about Winchendon.

What are the top places to visit in Winchendon?

The picturesque setting of Lake Dennison State Recreation Area and Millers River exemplify the area's natural beauty. Additionally, you might want to add Wetmore Trailhead to your itinerary. Take a look at what more there is to see and do in Expedia's Winchendon guide.

What's the seasonal weather in Winchendon?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchendon are January, March, February and November, with each month seeing an average of 19 cm of snowfall.

Winchendon Hotel Reviews
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