Hotels in Winchendon

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Where to stay in Winchendon?

Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
9.0 out of 10, Wonderful, (1,012 reviews)
Discover a peaceful retreat with Swedish spa services and a welcoming bar. Near Wachusett Mountain Ski Area, this countryside haven offers in-room refrigerators and convenient access to scenic Dunn State Park. Guests rave about the restaurant and attentive staff.
The price is $170
$190 total
includes taxes & fees
Jul 28 - Jul 29
The Colonial Hotel
Front of property

Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.8 out of 10, Good, (44 reviews)
Set near Dunn State Park, this hotel offers free WiFi and parking for hassle-free exploration. A 24-hour front desk ensures support at any hour, while the Old Mill Gift Shop provides local shopping opportunities just minutes away.
The price is $99
$111 total
includes taxes & fees
Jul 28 - Jul 29
Gardner Inn
Lobby

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,008 reviews)
Escape to this welcoming hotel in Keene, where you'll find an indoor pool and fitness center near local shops and eateries. Despite its commercial location, guests enjoy a quiet atmosphere, free breakfast, and helpful staff to enhance your stay.
The price is $129
$140 total
includes taxes & fees
Jul 28 - Jul 29
Keene Elm City Hotel, an Ascend Collection Hotel
Standard Room, 1 King Bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (324 reviews)
The price is $118
$130 total
includes taxes & fees
Aug 26 - Aug 27
Econo Lodge
Water park

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,038 reviews)
Escape to this woodland retreat near Wachusett Mountain Ski Area, where adventure awaits with a lazy river, water park, and 4 indoor pools. Lodge Wood Fired Grill serves American cuisine while comfortable rooms include refrigerators and microwaves.
The price is $149
$166 total
includes taxes & fees
Jul 28 - Jul 29
Great Wolf Lodge Boston / Fitchburg, MA
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,002 reviews)
Quiet rooms welcome travelers to this restful retreat near the Ashuelot River and Thorne Sagendorph Art Gallery. The restaurant and bar provide delicious meals, while fellow guests rave about the free breakfast and helpful staff.
The price is $139
$151 total
includes taxes & fees
Jul 28 - Jul 29
Best Western Plus Keene Hotel
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (289 reviews)
Feel the enchantment at this mountain B&B adjacent to Shattuck Golf Course. Explore nearby hiking trails and mountain biking routes, then unwind in this historic inn. Free WiFi and parking add convenience while Jaffrey Civic Center offers cultural intrigue.
The price is $183
$198 total
includes taxes & fees
Jul 28 - Jul 29
Monadnock Inn
Lobby

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,002 reviews)
The price is $159
$178 total
includes taxes & fees
Aug 9 - Aug 10
Doubletree by Hilton Hotel Leominster
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (397 reviews)
Located in Keene with easy access to Cheshire Children's Museum, this hotel offers a refreshing indoor pool and 24-hour fitness center. Enjoy complimentary breakfast, free parking, and attentive staff to enhance your stay while exploring nearby attractions.
The price is $151
$164 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Inn & Suites Keene
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,006 reviews)
The price is $93
$101 total
includes taxes & fees
Aug 3 - Aug 4
Days Inn by Wyndham Keene NH
BBQ/picnic area

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.2 out of 10, Wonderful, (468 reviews)
The price is $173
$199 total
includes taxes & fees
Aug 10 - Aug 11
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Dinner served

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (232 reviews)
Nestled in Temple, this Colonial inn features a farm-to-table restaurant, bar, and outdoor terrace. Rooms come equipped with refrigerators and microwaves, while free breakfast, WiFi, and parking enhance the experience. Temple Mountain awaits nearby.
The price is $175
$190 total
includes taxes & fees
Jul 28 - Jul 29
The Birchwood Inn
WiFi (free), bed sheets

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very Good, (1,004 reviews)
This well-positioned motel offers convenient access to North Leominster Station, just a 14-minute walk away. Clean rooms with daily housekeeping provide comfort while The Mall at Whitney Field and Doyle Community Park await nearby.
The price is $86
$98 total
includes taxes & fees
Aug 16 - Aug 17
Motel 6 Leominster, MA
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
Tucked into walkable Keene, this cozy guesthouse offers free WiFi and convenient self parking. Explore nearby Central Square and local shops, then unwind in the peaceful picnic area after a day of adventures.
The price is $136
$151 total
includes taxes & fees
Jul 30 - Jul 31
The Burrell House
Terrace/patio

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (38 reviews)
Surrounded by Ashburnham's natural beauty, this cozy B&B offers rowing, cross-country skiing, and sledding on-site. Enjoy complimentary full breakfast daily and explore nearby attractions. The garden terrace and snack bar enhance your peaceful countryside retreat.
The price is $285
$285 total
includes taxes & fees
Aug 12 - Aug 13
The Maguire House Bed & Breakfast
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (175 reviews)
Wake up to continental breakfast at this cozy Keene B&B, located near the Thorne-Sagendorph Art Gallery. Enjoy free WiFi and parking while exploring the area, with Manchester-Boston Regional Airport and Brattleboro Station both accessible for day trips.
The price is $181
$196 total
includes taxes & fees
Jul 28 - Jul 29
The Carriage Barn Inn
Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (174 reviews)
Rustic charm meets modern comfort at this Sterling retreat featuring on-site dining at Chocksett Cellar Grille. Enjoy free WiFi, parking, and room service while exploring nearby Mary Had a Little Lamb Statue and Davis' Farmland & Mega Maze.
The price is $159
$178 total
includes taxes & fees
Aug 2 - Aug 3
Chocksett Inn and Restaurant
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (786 reviews)
The price is $161
$174 total
includes taxes & fees
Aug 9 - Aug 10
Fairfield Inn & Suites by Marriott Keene Downtown
Front of property - evening/night

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (117 reviews)
Howarth House B&B offers a quiet retreat with soft pillows and jetted tubs for ultimate relaxation. Just a 16-minute walk from Fitchburg Station and near hiking trails, enjoy free breakfast, WiFi and parking during your rejuvenating escape.
The price is $235
$235 total
includes taxes & fees
Aug 3 - Aug 4
Howarth House B&B
Pub

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
Located in downtown Keene, this Art Deco hotel offers an indoor pool and 24-hour fitness center. Grab a bite at the coffee shop or unwind with drinks at the bar. Near Colonial Theatre and Central Square, enjoy free WiFi and parking during your stay.
The price is $180
$195 total
includes taxes & fees
Aug 9 - Aug 10
Courtyard by Marriott Keene Downtown
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.
View all properties

Top landmarks in Winchendon

Lake Dennison State Recreation Area

10.0/10 (1 review)
Lake Dennison State Recreation Area is 3.5 mi (5.6 km) from central Winchendon, why not stop by during your stay.
See properties

Learn more about Winchendon

Winchendon is well-known for its attractions such as Blueberry Island and Lake Dennison State Recreation Area.

See all hotels in Winchendon
A river reflecting autumn trees and a dense forest.

Check out reviews of Winchendon hotels guests love

The Colonial Hotel

The Colonial Hotel

8/10 Good
"The room was clean, bed very comfortable and staff pleasant and helpful. The bathroom seemed somewhat dated with barn door style slider to close. No grab bars in the shower and no towel bars. The room had everything you need (microwave, small fridge) but no breakfast area for guests in the morning."
Steven 3-night trip
Posted 5 hours ago
The Colonial Hotel

Frequently asked questions

What accommodations do travelers recommend in Winchendon?
Guests like The Colonial Hotel and Gardner Inn.
Can I book a refundable hotel in Winchendon?
If you're looking for the flexibility to change your travel plans to Winchendon, most accommodations provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winchendon if I want a vacation home instead of a traditional hotel?
Browse 7 vacation homes on our site.
What will the weather in Winchendon be like during my vacation?
The warmest months in Winchendon are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 28°F. The rainiest months are July and October.
Why should I book my Winchendon hotel through Hotels.com?
There are plenty of reasons to book your Winchendon travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.