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Hotels in Winchendon

Choose from 228 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
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,011 reviews)
"Muito bom.excelente experiência!"

Reviewed on Jun 8, 2026

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
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,004 reviews)
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Reviewed on Jun 1, 2026

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
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 ...
8.2/10 Very Good! (1,010 reviews)
"The room was clean and stocked with everything we needed. Having a refrigerator and microwave made our stay convenient. The staff was very friendly. Coffee was available from 6:00 - 10:00 which was convenient to not have to go out for coffee. The fact that dogs are welcome at Motel 6 is the reason ..."

Reviewed on Jun 8, 2026

Motel 6 Leominster, MA
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! (1,002 reviews)
"Average at best- very dated and so noisy throughout the night. Couple lights didn’t work, definitely no frills, but if you can suck it up for one night, it’ll do."

Reviewed on May 31, 2026

Days Inn by Wyndham Keene NH
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
Book a stay at this 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)
"Time for a make over. Property and hotel getting old, it would certainly be a good idea for a major make over. Beds are comfy, room and bath very clean, but that bathroom is small and the door doesn’t help. We’d stay again, family in the area, it just needs some changes and refreshing."

Reviewed on May 29, 2026

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
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 ...
8.4/10 Very Good! (1,002 reviews)
"Was decent"

Reviewed on Jun 6, 2026

Best Western Plus Keene Hotel
Gardner Inn

Gardner Inn

2 out of 5
22 Pearson Blvd Gardner MA
  • 18 min drive from The Winchendon School
Stay at this hotel in Gardner. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Dunn State Park and 1761 Old Mill Gift Shop are located ...
6/10 (37 reviews)
"Worst motel we have ever stayed in, floor was dirty, had to wear socks or shoes all the time. People were coming in and out all not long, talking in the hallway and slamming doors. Had the fire alarm go off at 230 in the morning, drunk lady or high not sure which decided to make popcorn and burned ..."

Reviewed on Jun 7, 2026

Gardner Inn
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
Book a stay at this business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,001 reviews)
"Very clean room, easy parking access and excellent customer service."

Reviewed on May 31, 2026

Courtyard by Marriott Keene Downtown
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

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 ...
8.6/10 Excellent! (1,000 reviews)
"Very clean spacious room. Quiet. Staff friendly and helpful. Breakfast buffet was ample and good choices."

Reviewed on May 31, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

3 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! (778 reviews)
"Clean room"

Reviewed on May 19, 2026

Fairfield Inn & Suites by Marriott Keene Downtown
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
Stay at this hotel in Sterling. Enjoy free WiFi, free parking, and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland & Mega ...
8.8/10 Excellent! (158 reviews)
"Lovely staff and property that was always clean."

Reviewed on Jun 8, 2026

Chocksett Inn and Restaurant
Econo Lodge

Econo Lodge

2 out of 5
183 Main St Westminster MA
  • 23 min drive from The Winchendon School
Stay at this hotel in Westminster. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Great Wolf Lodge Waterpark and 1761 Old Mill ...
6.4/10 (308 reviews)
"Very clean and recently updated and renovated. Small, older classic motel rooms but clean and everything worked well. My only complaint was thin walls where by I heard two TV's, (one on each side) well past midnight. Ended up going to sleep with noise cancelling headphones on. Also, the "staff" with ..."

Reviewed on Jun 8, 2026

Econo Lodge
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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