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Hotels in Winchendon

Choose from 190 Winchendon Hotel Deals

Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
  • 22 min drive from The Winchendon School
The price is $238 per night from May 11 to May 12
$238
includes taxes & fees
May 11 - May 12
Stay at this 3.5-star family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (968 reviews)
"Awesome."

Reviewed on May 7, 2025

Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
  • 19 min drive from The Winchendon School
The price is $179 per night from May 11 to May 12
$179
includes taxes & fees
May 11 - May 12
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"Quite and affordable."

Reviewed on May 7, 2025

The Colonial Hotel
Motel 6 Leominster, MA
Motel 6 Leominster, MA
2 out of 5
48 Commercial Rd, Leominster, MA
  • 25 min drive from The Winchendon School
The price is $111 per night from May 14 to May 15
$111
includes taxes & fees
May 14 - May 15
Stay at this motel in Leominster. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (1,000 reviews)
Good nights sleep
"It was just a one night stay, the room was clean, the service desk was friendly and helpful. There was no hair dryer in the room, a quick call to the service desk and I was able to go and pick one up."

Reviewed on May 4, 2025

Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel Leominster
4 out of 5
99 Erdman Way, Leominster, MA
  • 23 min drive from The Winchendon School
The price is $165 per night from May 26 to May 27
$165
includes taxes & fees
May 26 - May 27
Stay at this 4-star business-friendly hotel in Leominster. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"Clean & quiet interior, no sounds from adjoining rooms. Friendly, accommodating staff, and excellent french fries in the restaurant."

Reviewed on May 3, 2025

Doubletree by Hilton Hotel Leominster
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
  • 44 min drive from The Winchendon School
The price is $143 per night from May 12 to May 13
$143
includes taxes & fees
May 12 - May 13
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,008 reviews)
"Good place to stay"

Reviewed on May 5, 2025

Best Western Plus Keene Hotel
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
  • 45 min drive from The Winchendon School
The price is $169 per night from May 18 to May 19
$169
includes taxes & fees
May 18 - May 19
Stay at this 3-star business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
"Great check in experience and clean, comfortable rooms."

Reviewed on Apr 27, 2025

Courtyard by Marriott Keene Downtown
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
  • 44 min drive from The Winchendon School
The price is $160 per night from May 14 to May 15
$160
includes taxes & fees
May 14 - May 15
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (296 reviews)
"The room was well appointed and very clean. The free breakfast offered something for everyone and was very good. The staff was friendly and accommodating."

Reviewed on May 4, 2025

Hampton Inn & Suites Keene
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 out of 5
30 Main Street, Keene, NH
  • 45 min drive from The Winchendon School
The price is $158 per night from Jun 1 to Jun 2
$158
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (707 reviews)
"People were friendlyRestaurant was very good. Room very clean. Great setting in downtown, but parking an issue. Difficult maneuvering the cart Breakfast was excellent Wonder if back was entrance, it would be easier"

Reviewed on May 7, 2025

Fairfield Inn & Suites by Marriott Keene Downtown
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 out of 5
80 Concord Street, Peterborough, NH
  • 35 min drive from The Winchendon School
The price is $194 per night from May 26 to May 27
$194
includes taxes & fees
May 26 - May 27
Book a stay at this business-friendly hotel in Peterborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
"Nice hotel"

Reviewed on May 4, 2025

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2 out of 5
3 Ash Brook Road, Keene, NH
  • 45 min drive from The Winchendon School
The price is $103 per night from Jun 1 to Jun 2
$103
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (999 reviews)
"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."

Reviewed on May 3, 2025

Days Inn by Wyndham Keene NH
The Burrell House
The Burrell House
2.5 out of 5
112 Washington St, Keene, NH
  • 46 min drive from The Winchendon School
The price is $148 per night from May 11 to May 12
$148
includes taxes & fees
May 11 - May 12
Stay at this guesthouse in Keene. Enjoy free WiFi, free parking, and a picnic area. Popular attractions CC&H Framing / Pepper Pete's Hot Shop and Central Square ...
9.4/10 Exceptional! (125 reviews)
"It’s a beautiful property and walking distance to everywhere."

Reviewed on Mar 29, 2025

The Burrell House
Chocksett Inn and Restaurant
Chocksett Inn and Restaurant
3.5 out of 5
59 Laurelwood Road, Sterling, MA
  • 38 min drive from The Winchendon School
The price is $207 per night from May 11 to May 12
$207
includes taxes & fees
May 11 - May 12
Stay at this 3.5-star hotel in Sterling. Enjoy free WiFi, free parking, and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland ...
Great venue
"Wonderful room and excellent staff throughout the event. Servers, bartenders etc all excellent."

Reviewed on May 4, 2025

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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