Winchendon Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winchendon hotel prices

Tonight
Dec 31 - Jan 1
Tomorrow night
Jan 1 - Jan 2
This weekend
Jan 3 - Jan 5
Next weekend
Jan 10 - Jan 12

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchendon hotels

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, (976)
"Quiet. "
The price is P5,410
P5,870 total
includes taxes & fees
Jan 3 - Jan 4, 2025
Days Inn by Wyndham Keene NH
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (271)
"Great stay overall. Very clean and tidy location with extremely helpful staff."
The price is P7,587
P8,232 total
includes taxes & fees
Jan 11 - Jan 12, 2025
Hampton Inn & Suites Keene
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Lovely staff"
The price is P9,316
P10,107 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Courtyard by Marriott Keene Downtown
Latchis Hotel
Interior

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (688)
"Very cool place. Super retro. Loved the record players and records everywhere. And it smells like popcorn, always."
The price is P6,612
P7,273 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Latchis Hotel
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1000)
"Nice room"
The price is P7,641
P8,290 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Best Western Plus Keene Hotel
Holiday Inn Express Keene, an IHG Hotel
Indoor pool

Holiday Inn Express Keene, an IHG Hotel

2.5 star property
8.4 out of 10, Very Good, (804)
"Comfortable, quiet. "
The price is P6,839
P7,421 total
includes taxes & fees
Jan 16 - Jan 17, 2025
Holiday Inn Express Keene, an IHG Hotel
The Inn At Crumpin Fox
Terrace/patio

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 P10,357
P11,569 total
includes taxes & fees
Jan 4 - Jan 5, 2025
The Inn At Crumpin Fox
Econo Lodge Brattleboro
View from room

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 Carriage Barn Inn
Free daily continental breakfast

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 P8,207
P8,905 total
includes taxes & fees
Jan 1 - Jan 2, 2025
The Carriage Barn Inn
Centennial House
Exterior detail

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 P11,514
P12,171 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Centennial House
The One Cat B&B
Exterior detail

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 P11,592
P12,751 total
includes taxes & fees
Jan 2 - Jan 3, 2025
The One Cat B&B
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Interior

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

3.0 star property
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Interior

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Historic Home w/ Modern Updates on < 4 Acres
4 bedrooms, laptop workspace, iron/ironing board, bed sheets

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
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.
Don't see what you're looking for?
See all available properties in Winchendon
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Doubletree by Hilton Hotel Leominster 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: Offers 4 indoor pools, a children's pool, and free water-park access. Doubletree by Hilton Hotel Leominster 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, Wendall P. Clark Memorial, and Hyde Park. A couple of additional sights to add to your agenda are Birch Hill Wildlife Management Area and Millers River. 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.