Find hotels in Winchendon, MA from AED 314

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Compare 191 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (973)
"Quiet. "
The price is AED 350
AED 379 total
includes taxes & fees
24 Dec - 25 Dec
Days Inn by Wyndham Keene NH

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (267)
"Exceeded my expectations."
The price is AED 465
AED 505 total
includes taxes & fees
5 Jan - 6 January 2025
Hampton Inn & Suites Keene

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Lovely staff"
The price is AED 566
AED 614 total
includes taxes & fees
25 Dec - 26 Dec
Courtyard by Marriott Keene Downtown

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1000)
"Nice room"
The price is AED 485
AED 526 total
includes taxes & fees
26 Dec - 27 Dec
Best Western Plus Keene Hotel

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (685)
"had a nice stay, clean room. walkable to most of the downtown. "
The price is AED 456
AED 502 total
includes taxes & fees
1 Jan - 2 January 2025
Latchis Hotel

Holiday Inn Express Keene, an IHG Hotel

2.5 star property
8.4 out of 10, Very Good, (801)
"Great location and service! Continental breakfast was great! Friendly and pleasant staff and amenities!"
The price is AED 433
AED 470 total
includes taxes & fees
16 Jan - 17 January 2025
Holiday Inn Express Keene, an IHG Hotel

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (516)
"It was fine. We just stopped in for the night after a concert"
Econo Lodge Brattleboro

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (277)
"We enjoyed our stay very much."
The price is AED 657
AED 734 total
includes taxes & fees
3 Jan - 4 January 2025
The Inn At Crumpin Fox

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (142)
"Lovely old BnB, easy to find, very convenient Very clean room Great continental breakfast Loved ease of walking to downtown, many stores and restaurants Informative and very friendly and helpful owner"
The price is AED 567
AED 615 total
includes taxes & fees
2 Jan - 3 January 2025
The Carriage Barn Inn

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (147)
"Lovely bed & breakfast!!! We appreciate the hospitality and delicious breakfast. "
The price is AED 731
AED 773 total
includes taxes & fees
23 Dec - 24 Dec
Centennial House

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (74)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is AED 735
AED 808 total
includes taxes & fees
25 Dec - 26 Dec
The One Cat B&B

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

9.8 out of 10, Exceptional, (7)
"This cabin was so cute and cozy and inside it was all neat! I love the smell of cabins and I love the size of the cabin. It was cold when we got there but that little cabin heats up very well when you turn up the heat. The water takes a couple seconds to warm up, but that's so minimal because the water can get hot. You can adjust the water to stay warm. There's a fridge, a microwave, a TV, dishes, hooks for hanging clothes, trash bins, cleaning supplies, etc... Such a beautiful cabin. It had...
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!

10.0 out of 10, Exceptional, (144)
"I can unequivocally say we had a wonderful time from the moment we drove up until we were driving away. We had booked this as a surprise for our adult children (and their partners) to stay with us. They were absolutely wowed by the amazing castle, the amazing views and just how cool it was. The caretaker Mike was incredibly helpful and helped get us set up perfectly. We would 100% stay again - if we could find an opening :-) "
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!

The Covey House Retreat with InfraRed Sauna

10.0 out of 10, Exceptional, (3)
"We had an amazing stay, your place is awesome!"
The Covey House Retreat with InfraRed Sauna

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

10.0 out of 10, Exceptional, (2)
"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Spectacular Mountain views with all the amentities nearby

9.8 out of 10, Exceptional, (51)
"What a wonderful place to stay!! We were in town for my 50th high school reunion, hadn’t been back to the area in 35 years. Our accommodations enhanced a beautiful weekend, and the foliage was the cherry on top! Spacious, clean, tastefully furnished and decorated. Well equipped with every utensil, and kitchen appliance you could need! Comfy bed, great shower & good water pressure too! Secluded and quiet, but very convenient to Bernardston, Northfield and Greenfield as well as I-91. Highly...
Spectacular Mountain views with all the amentities nearby

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

2.0 star property
Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Charming 3-bedroom farmhouse in fantastic Northfield with WiFi, AC

2.0 star property
The price is AED 826
AED 1,460 total
includes taxes & fees
6 Jan - 7 January 2025
Charming 3-bedroom farmhouse in fantastic Northfield with WiFi, AC

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

Downtown Hot Tub Escape

9.4 out of 10, Exceptional, (9)
"Brought my parents and my Brother to this rental - It was a nice place."
The price is AED 731
AED 1,355 total
includes taxes & fees
30 Dec - 31 Dec
Downtown Hot Tub Escape
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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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 Doubletree by Hilton Hotel Leominster. See all available top hotels, or vacation rentals in Winchendon.

What are some of the best vacation rentals in Winchendon?

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac: Visitors give good reviews to this Winchendon vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Another good choice for your trip to Winchendon is Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place. 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. Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place and The Colonial Hotel 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 8 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, Hyde Park, and Wendall P. Clark Memorial. A couple of additional sights to add to your agenda are Birch Hill Wildlife Management Area 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.