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Hotels in Winchendon

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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! (1,020 reviews)
"Self check in, very confusing all while there was a lady standing there and looked annoyed when I asked questions. Got a room looking over the lobby. Unbelievably loud until 11 pm"

Reviewed on Jun 14, 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! (1,007 reviews)
"Perfect stay"

Reviewed on Jun 8, 2026

The Colonial Hotel
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! (1,008 reviews)
"Great stagf.clean room just a little dated"

Reviewed on Jun 13, 2026

Days Inn by Wyndham Keene NH
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! (1,024 reviews)
"Drugs being sold outside Dirty room Smelled like smoke"

Reviewed on Jun 12, 2026

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
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! (1,003 reviews)
"Quiet, nice to have a quick breakfast available, didn't use pool but might next time. By"

Reviewed on Jun 13, 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
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! (1,003 reviews)
"The room and common areas were clean and well maintained. The front desk staff were very friendly and helpful when we arrived, which made check-in a pleasant experience. The breakfast was good overall; however, breakfast service ended at 9:00 a.m., and by 8:30 a.m. several items had already run out ..."

Reviewed on Jun 11, 2026

Keene Elm City Hotel, an Ascend Collection 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
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! (1,005 reviews)
"Great stay! Beautiful hotel! Thank you for the hospitality"

Reviewed on Jun 9, 2026

Courtyard by Marriott Keene Downtown
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! (780 reviews)
"Housekeeping was way too loud in the hall. Early morning and there was banging and loud walkie talkies we could hear in our room."

Reviewed on Jun 12, 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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