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Hotels in Winchendon

Choose from 190 Winchendon Hotel Deals

Modern Waterfront Gem w/ Dock on Lake Monomonac
Modern Waterfront Gem w/ Dock on Lake Monomonac
3 out of 5
Winchendon
  • 6 min drive from The Winchendon School
Stay at this 3-star cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located ...
Modern Waterfront Gem w/ Dock on Lake Monomonac
The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
  • 19 min drive from The Winchendon School
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! (1,001 reviews)
"Very friendly staff"

Reviewed on Jun 17, 2025

The Colonial Hotel
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
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! (1,001 reviews)
"Family friendly ❤️"

Reviewed on Jun 22, 2025

Great Wolf Lodge Boston / Fitchburg, MA
Motel 6 Leominster, MA
Motel 6 Leominster, MA
2 out of 5
48 Commercial Rd, Leominster, MA
  • 25 min drive from The Winchendon School
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! (1,009 reviews)
"I actually feel safe, security cameras every where you look. Staff is alert to my needs. to feel safe. T"

Reviewed on Jun 18, 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
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! (1,000 reviews)
"G"

Reviewed on Jun 24, 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
Stay at this 3-star 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! (1,003 reviews)
"Great hotel but overpriced for the area."

Reviewed on Jun 22, 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
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! (1,003 reviews)
"pool out of service"

Reviewed on Jun 19, 2025

Courtyard by Marriott Keene Downtown
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
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. ...
7/10 Good! (1,001 reviews)
"Very quiet."

Reviewed on May 31, 2025

Days Inn by Wyndham Keene NH
Keene Elm City Hotel, Ascend Hotel Collection
Keene Elm City Hotel, Ascend Hotel Collection
2.5 out of 5
175 Key Rd, Keene, NH
  • 45 min drive from The Winchendon School
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! (847 reviews)
"Exceeded my expectations"

Reviewed on Jun 21, 2025

Keene Elm City Hotel, Ascend Hotel Collection
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
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! (307 reviews)
"Clean, friendly, and good breakfast"

Reviewed on Jun 1, 2025

Hampton Inn & Suites Keene
The Burrell House
The Burrell House
2.5 out of 5
112 Washington St, Keene, NH
  • 46 min drive from The Winchendon School
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! (130 reviews)
"Beautiful and charming, this was a perfect stay. Our room was spacious and comfortable. The house is right in downtown allowing for an easy walk to local spots. Would definitely stay again and highly recommend."

Reviewed on Jun 17, 2025

The Burrell House
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
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! (721 reviews)
"Very accommodating for early check-in for a wedding at a busy date/time. Great location in downtown Keene with lovely shops and restaurants."

Reviewed on Jun 22, 2025

Fairfield Inn & Suites 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.

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