Find hotels in Winchendon, MA from AED 350

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Check prices for these dates

Tonight
8 May - 9 May
Tomorrow
9 May - 10 May
This weekend
9 May - 11 May
Next weekend
16 May - 18 May

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Compare 190 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Maguire House Bed & Breakfast
Building design

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 AED 838
AED 838 total
includes taxes & fees
15 May - 16 May
The Maguire House Bed & Breakfast
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1003)
" Wonderful stay. "
The price is AED 576
AED 643 total
includes taxes & fees
12 May - 13 May
The Colonial Hotel
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 "
The price is AED 646
AED 701 total
includes taxes & fees
11 May - 12 May
Monadnock Inn
The Birchwood Inn
Bar (on property)

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (197)
"great place to stay"
The price is AED 624
AED 677 total
includes taxes & fees
11 May - 12 May
The Birchwood Inn
Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.4 out of 10, Very Good, (969)
"This place was great we enjoyed the stayed. "
The price is AED 657
AED 875 total
includes taxes & fees
12 May - 13 May
Great Wolf Lodge Boston / Fitchburg, MA
Howarth House B&B
Front of property - evening/night

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (96)
"Nice people and a nice place with a terrific breakfast."
The price is AED 790
AED 790 total
includes taxes & fees
15 May - 16 May
Howarth House B&B
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (399)
"Staff was very friendly, nice rooms and area!"
The price is AED 657
AED 753 total
includes taxes & fees
11 May - 12 May
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1003)
"Great location and always delicious cookies."
The price is AED 543
AED 607 total
includes taxes & fees
26 May - 27 May
Doubletree by Hilton Hotel Leominster
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very Good, (1004)
"Friendly staff, good room as usual. Favorite location!"
The price is AED 357
AED 406 total
includes taxes & fees
18 May - 19 May
Motel 6 Leominster, MA
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is AED 716
AED 777 total
includes taxes & fees
26 May - 27 May
The Carriage Barn Inn
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1001)
"Convenient location to Downtown Keene and Keene State College. Great restaurant and bar on premises. Friendly staff and clean room. "
The price is AED 485
AED 526 total
includes taxes & fees
12 May - 13 May
Best Western Plus Keene Hotel
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 AED 591
AED 642 total
includes taxes & fees
2 Jun - 3 Jun
Courtyard by Marriott Keene Downtown
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (296)
"Was a very nice hotel. We had a really nice stay."
The price is AED 543
AED 589 total
includes taxes & fees
15 May - 16 May
Hampton Inn & Suites Keene
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, (707)
"Perfect spot, right in the middle of everything. Staff was great and rooms were, spacious, clean and quiet."
The price is AED 536
AED 582 total
includes taxes & fees
1 Jun - 2 Jun
Fairfield Inn & Suites by Marriott Keene Downtown
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (152)
"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 AED 710
AED 751 total
includes taxes & fees
26 May - 27 May
Centennial House
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (125)
"It’s a beautiful property and walking distance to everywhere. "
The price is AED 500
AED 543 total
includes taxes & fees
18 May - 19 May
The Burrell House
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, (1001)
"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 AED 350
AED 379 total
includes taxes & fees
1 Jun - 2 Jun
Days Inn by Wyndham Keene NH
Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (128)
"Good price very clean will stay there again "
The price is AED 694
AED 762 total
includes taxes & fees
11 May - 12 May
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.
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Learn more about Winchendon

Escape to Winchendon! Enjoy its parks.

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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.

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?

Great Wolf Lodge Boston / Fitchburg, MA: Offers 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 Hyde Park. A couple of additional sights to add to your agenda are The Robinson-Broadhurst Foundation Performing Arts Ampitheater and Beals Memorial Library. 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.