Winchendon Hotels

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchendon hotels

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 P15,367
P15,367 total
includes taxes & fees
Jun 18 - Jun 19
The Maguire House Bed & Breakfast

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great place, location is nice, Restaurant is great."
The Colonial Hotel

Monadnock Inn

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

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (199)
"great place to stay"
The price is P9,486
P10,292 total
includes taxes & fees
Jun 16 - Jun 17
The Birchwood Inn

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1001)
"This place was great we enjoyed the stayed. "
The price is P12,238
P13,670 total
includes taxes & fees
Jun 16 - Jun 17
Great Wolf Lodge Boston / Fitchburg, MA

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

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (403)
"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)

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1002)
"Friendly Staff, room was clean and quiet. "
The price is P9,215
P10,293 total
includes taxes & fees
Jun 19 - Jun 20
Doubletree by Hilton Hotel Leominster

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very Good, (1010)
"Clean, staff pleasant, food locations close by"
The price is P5,783
P6,571 total
includes taxes & fees
Jun 18 - Jun 19
Motel 6 Leominster, MA

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (147)
"The carriage inn has a lot of character. It was very comfortable and easy "
The price is P10,192
P11,058 total
includes taxes & fees
Jun 24 - Jun 25
The Carriage Barn Inn

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1000)
"very nice and restaurant was awesome "
The price is P7,477
P8,112 total
includes taxes & fees
Jun 24 - Jun 25
Best Western Plus Keene Hotel

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great check in experience and clean, comfortable rooms. "
The price is P8,258
P8,960 total
includes taxes & fees
Jul 13 - Jul 14
Courtyard by Marriott Keene Downtown

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (306)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is P8,251
P8,952 total
includes taxes & fees
Jul 13 - Jul 14
Hampton Inn & Suites Keene

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (717)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is P7,935
P8,609 total
includes taxes & fees
Jun 29 - Jun 30
Fairfield Inn & Suites by Marriott Keene Downtown

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (153)
"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 P9,722
P10,277 total
includes taxes & fees
Jun 17 - Jun 18
Centennial House

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (839)
"The staff were amazing, accommodated everything we needed allowed us to check out late. Was amazing. Thank you! "
The price is P6,227
P6,756 total
includes taxes & fees
Jun 23 - Jun 24
Keene Elm City Hotel, Ascend Hotel Collection

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (128)
"Very charming. Easy parking and assessable for walking around town. "
The Burrell House

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 P4,987
P5,411 total
includes taxes & fees
Jun 30 - Jul 1
Days Inn by Wyndham Keene NH

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (129)
"Great atmosphere. Spacious room. Colonial setting"
The price is P10,561
P11,586 total
includes taxes & fees
Jun 15 - Jun 16
Chocksett Inn and Restaurant
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

Learn more about Winchendon

Escape to Winchendon! Enjoy its parks.

Frequently asked questions

What's the best place to stay in Winchendon?

Great Wolf Lodge Boston / Fitchburg, MA, located 13.8 mi (22.2 km) from the heart of Winchendon, is a top choice for your stay based on our traveler data. Other good choices for your trip to 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 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?

Great Wolf Lodge Boston / Fitchburg, MA: Features 4 indoor pools, a children's pool, and free water-park access. The Colonial Hotel 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 Blueberry Island and Wetmore Trailhead. 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.