Winchendon Hotels from S$142

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9 Oct - 10 Oct
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10 Oct - 11 Oct
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10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

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Top 10 trending Winchendon hotels

Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1005)
"We love this place, staff is wonderful, convently located, restaurant has great food, comfy beds"
The price is S$206
includes taxes & fees
2 Nov - 3 Nov
Doubletree by Hilton Hotel Leominster
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1008)
"Fantastic 9 day stay. Room (especially the bed) was very comfortable."
The Colonial Hotel
Best Western Plus Keene Hotel
Premium bedding, individually decorated, individually furnished, desk

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1011)
"Hotel was great."
The price is S$216
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Keene Hotel
Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, pool cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1000)
"Everything about this place was incredible "
The price is S$259
includes taxes & fees
20 Oct - 21 Oct
Great Wolf Lodge Boston / Fitchburg, MA
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very good, (1005)
"Clean room, quiet Walk to restaurants and shops, Reliable Internet Perfect place to stay while visiting family in the area"
The price is S$159
includes taxes & fees
15 Oct - 16 Oct
Motel 6 Leominster, MA
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.0 out of 10, Good, (1006)
"Comfortable night stay. Would repeat "
The price is S$142
includes taxes & fees
4 Nov - 5 Nov
Days Inn by Wyndham Keene NH
Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.6 out of 10, Excellent, (136)
"Good price very clean will stay there again "
The price is S$230
includes taxes & fees
12 Oct - 13 Oct
Chocksett Inn and Restaurant
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very good, (917)
"the breakfast was good… rooms clean "
The price is S$176
includes taxes & fees
29 Oct - 30 Oct
Keene Elm City Hotel, an Ascend Collection Hotel
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Breakfast area

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (427)
"Great price, close to town and really nice staff"
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Gardner Inn
Exterior

Gardner Inn

2.0 star property
5.0 out of 10, (8)
"The property needs work but hte staff was pleasant and the facility was quiet. "
The price is S$148
includes taxes & fees
2 Nov - 3 Nov
Gardner Inn
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (741)
"We stayed in the loft room and it was great! Right downtown, free parking right out the back and the staff is super nice. I would definitely go back!"
The price is S$230
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Keene Downtown
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (334)
"Great hotel with friendly staff"
The price is S$226
includes taxes & fees
5 Nov - 6 Nov
Hampton Inn & Suites Keene
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (157)
"Very quiet and peaceful but at the same time it's right down the street from Main Street. Joe the owner was so nice! "
The price is S$267
includes taxes & fees
13 Oct - 14 Oct
The Carriage Barn Inn
Howarth House B&B
Garden

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (107)
"Beautiful gardens"
Howarth House B&B
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (150)
"Very helpful, kind staff"
The Burrell House
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"Lovely hotel"
The price is S$221
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Keene Downtown
The Birchwood Inn
Lunch, dinner, brunch served; farm to table cuisine

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (214)
"The Innkeeper was very pleasant and considerate of my schedule and had fresh bread for me."
The price is S$239
includes taxes & fees
28 Oct - 29 Oct
The Birchwood Inn
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (168)
"The property was wonderful and the hosts exceptional❤️"
The price is S$291
includes taxes & fees
22 Oct - 23 Oct
Centennial House
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (271)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
Monadnock Inn
The Maguire House Bed & Breakfast
Property grounds

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 S$356
includes taxes & fees
6 Nov - 7 Nov
The Maguire House Bed & Breakfast
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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Stay near popular Winchendon attractions

Lake Dennison State Recreation Area

You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views.
See properties

Blueberry Island

Commune with nature and explore the great outdoors at Blueberry Island during your travels in Winchendon. While you're in the area, wander around the parks.
See properties

Top Winchendon Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The staff was helpful and friendly. The breakfast was good with many choices available. The room was good and the bed was comfortable. My wife would have liked to have a hair dryer available."
David 1-night trip
Posted 3 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

More cheap stays in Winchendon

More cheap stays in Winchendon

Motel 6 Leominster, MA

Motel 6 Leominster, MA

48 Commercial Rd, Leominster, MA
The price is S$159 per night from 15 Oct to 16 Oct
S$159
15 Oct - 16 Oct
includes taxes & fees
8/10 Very Good! (1,001 reviews)

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 The Colonial Hotel and Motel 6 Leominster, MA. 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?
The Colonial Hotel: Offers a sauna, an indoor pool and free self parking. Doubletree by Hilton Hotel Leominster and Keene Elm City Hotel, an Ascend Collection Hotel 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 Millers River, V F W Park and Blueberry Island. A couple of additional sights to add to your itinerary are Lake Dennison State Recreation Area and Wetmore Trailhead. 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.

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