Winchendon hotels from RM394

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Top 10 trending Winchendon hotels

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (406)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
The price is RM1,169
RM1,169 total
includes taxes & fees
17 Jul - 18 Jul
The Maguire House Bed & Breakfast

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (130)
"Well maintained property with beautifully decorated rooms. "
The Burrell House

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1011)
"Great motel "
The Colonial Hotel

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1022)
"Great time for family kids had a wonderful time "
The price is RM846
RM945 total
includes taxes & fees
15 Jul - 16 Jul
Great Wolf Lodge Boston / Fitchburg, MA

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (131)
"Great atmosphere. Spacious room. Colonial setting"
The price is RM803
RM897 total
includes taxes & fees
15 Jul - 16 Jul
Chocksett Inn and Restaurant

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (311)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is RM628
RM682 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn & Suites Keene

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is RM769
RM834 total
includes taxes & fees
27 Jul - 28 Jul
The Carriage Barn Inn

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (204)
"What a beautiful Inn! Amy was so nice and helpful, we had a wonderful stay. "
The price is RM723
RM784 total
includes taxes & fees
20 Jul - 21 Jul
The Birchwood Inn

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (154)
"This historic property is very nice. Beds are comfortable. The hosts are very welcoming and communication was very good. Breakfast was outstanding! I highly recommend this property and hope to return for another visit someday. "
The price is RM739
RM782 total
includes taxes & fees
15 Jul - 16 Jul
Centennial House

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1000)
"Nice hotel "
The price is RM570
RM618 total
includes taxes & fees
15 Jul - 16 Jul
Best Western Plus Keene Hotel

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1006)
"Hotel itself clean and nice but surrounding area has homeless people, or seems a little sketchy, which made us a little nervous walking around town "
The price is RM629
RM682 total
includes taxes & fees
24 Jul - 25 Jul
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (724)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is RM638
RM692 total
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Keene Downtown

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (854)
"Friendly staff and clean, spacious room. Breakfast was very good!! "
The price is RM474
RM515 total
includes taxes & fees
20 Jul - 21 Jul
Keene Elm City Hotel, Ascend Hotel Collection

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1005)
"Very well maintained property. Will stay again."
The price is RM697
RM778 total
includes taxes & fees
3 Aug - 4 Aug
Doubletree by Hilton Hotel Leominster

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very good, (1003)
"Room was clean, staff was friendly. "
The price is RM478
RM543 total
includes taxes & fees
16 Jul - 17 Jul
Motel 6 Leominster, MA

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1004)
"Great stay"
The price is RM394
RM427 total
includes taxes & fees
16 Jul - 17 Jul
Days Inn by Wyndham Keene NH

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"Hi it’s a beautiful inn and very comfortable "
Monadnock 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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Learn more about Winchendon

Escape to Winchendon! Enjoy its parks.

Frequently asked questions

What's the best place to stay in Winchendon?

Based on Expedia's traveller preferences, Modern Waterfront Gem w/ Dock on Lake Monomonac is a top place to stay in Winchendon. Other good choices for your stay in the area are Great Wolf Lodge Boston / Fitchburg, MA and The Colonial Hotel. See all available top hotels, or vacation rentals in Winchendon.

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?

Natural beauty is on display at Lake Dennison State Recreation Area, Millers River and Hyde Park. A couple of additional sights to add to your itinerary are Beals Memorial Library and V F W Park. 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.