Search Winchendon hotels

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
5 Sept - 7 Sept
Next weekend
12 Sept - 14 Sept

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Winchendon

Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1000)
"Nice place "
The price is AU$280
includes taxes & fees
14 Sept - 15 Sept
Doubletree by Hilton Hotel Leominster
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, (1015)
"Amazing time with the family, I will definitely come back❤️"
The price is AU$307
includes taxes & fees
30 Sept - 1 Oct
Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1017)
"Beautiful hotel with very clean and comfortable rooms. The atmosphere was relaxing, and everything felt well maintained. Perfect stay!"
The Colonial Hotel
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very good, (1009)
"Very nice place "
The price is AU$136
includes taxes & fees
7 Sept - 8 Sept
Motel 6 Leominster, MA
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, (1000)
"Great for stay"
The price is AU$263
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Keene Hotel
Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (134)
"Wonderful room and excellent staff throughout the event. Servers, bartenders etc all excellent."
The price is AU$324
includes taxes & fees
4 Sept - 5 Sept
Chocksett Inn and Restaurant
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Free daily on-the-go breakfast

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (420)
"Highly recommend PEARL restaurant nearby! Always comfortable accommodations. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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
7.2 out of 10, Good, (1008)
"Would stay again"
The price is AU$190
includes taxes & fees
7 Sept - 8 Sept
Days Inn by Wyndham Keene NH
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, (891)
"Clean room - friendly staff - convenient location "
The price is AU$207
includes taxes & fees
9 Sept - 10 Sept
Keene Elm City Hotel, an Ascend Collection Hotel
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, (736)
"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 AU$305
includes taxes & fees
14 Sept - 15 Sept
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, (330)
"Great hotel with friendly staff"
The price is AU$306
includes taxes & fees
9 Sept - 10 Sept
Hampton Inn & Suites Keene
Gardner Inn
Exterior

Gardner Inn

2.0 star property
4.4 out of 10, (6)
"The hotel is just severely outdated. It needs some help.."
The price is AU$174
includes taxes & fees
10 Sept - 11 Sept
Gardner Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (154)
"Excellent phenomenal cleanliness and so polite"
The price is AU$293
includes taxes & fees
4 Sept - 5 Sept
The Carriage Barn Inn
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (163)
"Great breakfast, friendly staff"
The price is AU$327
includes taxes & fees
17 Sept - 18 Sept
Centennial House
Howarth House B&B
Garden

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (105)
"Beautiful gardens"
Howarth House B&B
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (141)
"Beautiful room, beautiful house, fun area!"
The Burrell House
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1008)
"Spacious, comfortable room in easy waking distance to many restaurants and shopping. Staff is warm and welcoming. "
The price is AU$313
includes taxes & fees
7 Sept - 8 Sept
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, (209)
"Great Spot!"
The price is AU$283
includes taxes & fees
6 Sept - 7 Sept
The Birchwood Inn
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (269)
"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 AU$394
includes taxes & fees
10 Sept - 11 Sept
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchendon Hotel Reviews

More cheap accommodation in Winchendon

More cheap accommodation in Winchendon

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road, Keene, NH
The price is AU$190 per night from 7 Sept to 8 Sept
AU$190
7 Sept - 8 Sept
includes taxes & fees

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Great Wolf Lodge Boston / Fitchburg, MA. See all available top hotels, or vacation rentals in Winchendon.

What are some of the best holiday rentals that Winchendon has to offer?

Modern Waterfront Gem w/ Dock on Lake Monomonac: This highly rated holiday home rental in Winchendon is located on a lake, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, kitchenware and a coffee maker. See all 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. Great Wolf Lodge Boston / Fitchburg, MA 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 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.