Find hotels in Winchendon, MA from SAR 344

    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
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Filter by

Guest rating
Guest rating
Star rating

Compare 193 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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 SAR 1,031
SAR 1,031 total
includes taxes & fees
17 Jul - 18 Jul
The Maguire House Bed & Breakfast
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, (404)
"It was a beautiful place right off the main road where there were restaurants and shops and everything right within a 5 to 8 minute walk it was a beautiful place to stay"
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1007)
"Great motel "
The Colonial Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (308)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is SAR 555
SAR 602 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn & Suites Keene
Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1012)
"This place was great we enjoyed the stayed. "
The price is SAR 746
SAR 834 total
includes taxes & fees
13 Jul - 14 Jul
Great Wolf Lodge Boston / Fitchburg, MA
The Burrell House
Exterior

The Burrell House

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

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (131)
"Great atmosphere. Spacious room. Colonial setting"
The price is SAR 709
SAR 778 total
includes taxes & fees
30 Jun - 1 Jul
Chocksett Inn and Restaurant
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (150)
"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 SAR 754
SAR 818 total
includes taxes & fees
3 Jul - 4 Jul
The Carriage Barn Inn
Howarth House B&B
Garden

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (98)
"Owners are friendly and welcoming. The facility is warm, cozy and beautiful. "
Howarth House B&B
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1004)
"Nice hotel "
The price is SAR 503
SAR 545 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Plus Keene Hotel
Centennial House
Free daily full breakfast

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 SAR 517
SAR 546 total
includes taxes & fees
30 Jun - 1 Jul
Centennial House
Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1004)
"Clean, friendly, great location "
The price is SAR 555
SAR 620 total
includes taxes & fees
3 Jul - 4 Jul
Doubletree by Hilton Hotel Leominster
The Birchwood Inn
Lunch, dinner, brunch served; farm to table cuisine

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (202)
"What a beautiful Inn! Amy was so nice and helpful, we had a wonderful stay. "
The price is SAR 638
SAR 692 total
includes taxes & fees
30 Jun - 1 Jul
The Birchwood 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, (722)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is SAR 548
SAR 594 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (848)
"The hotel receptionist was very pleasant and helpful. "
The price is SAR 435
SAR 472 total
includes taxes & fees
6 Jul - 7 Jul
Keene Elm City Hotel, Ascend Hotel Collection
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great check in experience and clean, comfortable rooms. "
The price is SAR 555
SAR 602 total
includes taxes & fees
6 Jul - 7 Jul
Courtyard by Marriott Keene Downtown
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very Good, (1013)
"Clean, staff pleasant, food locations close by"
The price is SAR 405
SAR 460 total
includes taxes & fees
30 Jun - 1 Jul
Motel 6 Leominster, MA
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1000)
"Convenient to places to eat in shopping, easy to find. Friendly staff, easy check in. Decent shape of the building and clean in the rooms. "
The price is SAR 344
SAR 374 total
includes taxes & fees
1 Jul - 2 Jul
Days Inn by Wyndham Keene NH
Monadnock Inn
Exterior

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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Winchendon

Escape to Winchendon! Enjoy its parks.

See all hotels in Winchendon

Frequently asked questions

What's the best place to stay in Winchendon?

Based on Expedia's traveler preferences, Modern Waterfront Gem w/ Dock on Lake Monomonac is a top place to stay in Winchendon. Other good choices for your trip to 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 vacation rentals in Winchendon?

Modern Waterfront Gem w/ Dock on Lake Monomonac: Visitors like this Winchendon vacation home rental. It is located on a lake and has a selection of games, a barbecue grill, 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 that most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.

Where can I learn more about changing or cancelling my trip to Winchendon?

To access more information about updating your trip to Winchendon or cancelling it, click here.

What's the best place to stay near Lake Dennison State Recreation Area?

The Colonial Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. You'll find it 9 mi (14.5 km) from Lake Dennison State Recreation Area. Other good options in the area include Super 8 by Wyndham Gardner and The Maguire House Bed & Breakfast.

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 that offer an onsite pool. View all hotels with pools in Winchendon.

What's the best accommodation near Worcester Regional Airport (ORH)?

Hilton Garden Inn Worcester is one of the top choices for your stay and is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located 3.7 mi (5.9 km) from Worcester Regional Airport. Other choices near the airport include Holiday Inn Express Worcester Downtown and AC Hotel by Marriott Worcester.

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 accommodations to choose from. Find out more about Winchendon.

What should I see while I'm in Winchendon?

Natural beauty is on display at Lake Dennison State Recreation Area, Millers River, and V F W Park. A couple of additional sights to add to your agenda are Beals Memorial Library and Winchendon Town Hall. Check out what more to see and do in Expedia's Winchendon guide.

What's the weather like in Winchendon?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.