The Best Hotels Closest to The Winchendon School in Winchendon for 2026

Our top choices for The Winchendon School hotels

Gardner Inn

13 km from The Winchendon School

Cristen

₩149,253 total

includes taxes & fees

May 31 - Jun 1

Standard Room, 1 King Bed, Non Smoking | Free WiFi, bed sheets, alarm clocks

Econo Lodge

18.3 km from The Winchendon School

Stefania

₩227,726 total

includes taxes & fees

Jun 1 - Jun 2

The Colonial Hotel

14.1 km from The Winchendon School

Glenn

₩255,161 total

includes taxes & fees

Jun 21 - Jun 22

Monadnock Inn

16.8 km from The Winchendon School

Frank

₩266,676 total

includes taxes & fees

May 31 - Jun 1

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Top The Winchendon School Hotel Reviews

Motel 6 Leominster, MA

10/10 Excellent

"Once again it was another great stay"

Doubletree by Hilton Hotel Leominster

8/10 Good

"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."

Great Wolf Lodge Boston / Fitchburg, MA

2/10 Terrible

"While I do appreciate a early checkin, there was a mixup and I got charged not only the fee I paid online, but the full fee and deposit along check-in (deposit was expected, full charge was not but was cleared up when I brought it up, did cause my bank to place a temporary hold and lock funds up, but the vacation was still a hit). The major disappointment was finding out GWL dosent do the buffet if they have under 80% occupancy, and the normal food is quite awful, definitely not worth $140+ for one sit down meal for 3 adults. The food was sub par in most places if I'm being honest. The pizza was worse than what you could expect than a frozen pizza. Prices for things were as you would expect, high for small portions of improperly cooked food, items unavailable for purchase. While overall my kids had a great time. As parents we did not have the best time, but it's about them, not us. Overall, food was terrible this time, last time? Great, had us coming back and telling people. This time not so much. The room was nice, expected less but was quite large. Staff was great, no issues there, and the mistake charge was reversed. Though next time I will be using the room charge more, it was very convenient to have the charges come out all at once and you can quite easly get a bill at checkout to verify charges. We will absolutely be back, but next time I hope the food is better."

Hampton Inn & Suites Keene

2/10 Terrible

"I am disgusted by the behavior of the general manager who hung up the phone on me. I paid for my room in FULL for 2 nights but when I arrived the next day (flight was delayed) I was told I couldn’t check in because they had cancelled my room (kept my money) and sold my room to another guest So that means they got to benefit TWICE from one room Cancelled my room and left me stranded with nowhere to stay And when asked for my money back on the phone with manager, she hung up the phone on me I will never book this hotel again"

Best Western Plus Keene Hotel

2/10 Terrible

"This place is a dump Pretty much a motel Looks and smells dirty The curtains in bathroom are filthy The tub is disgusting and black No pride in the upkeep of this property Dirty walls and carpets Exposed outlets Didn’t even clean our room I only stayed here because Hampton inn was sold out NEVERRR AGAIN I even left a day early because I refused to raid a shower there"

Hotels near other The Winchendon School attractions

The Robinson-Broadhurst Foundation Performing Arts Ampitheater

Enjoy an outing to The Robinson-Broadhurst Foundation Performing Arts Ampitheater during your stay in Winchendon. While you're in the area, wander around the parks.

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Frequently asked questions

What's the area like around The Winchendon School?

The Winchendon School is located in Winchendon. You'll find 23 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near The Winchendon School?

Great Wolf Lodge Boston / Fitchburg, MA is one of the top choices for your stay based on our traveler data, and this resort offers 4 indoor pools and a free water park. You'll find it 12.8 mi (20.7 km) from The Winchendon School. Other good choices around the area include The Colonial Hotel and Gardner Inn.

How many hotels are there close to The Winchendon School?

Expedia has 23 hotels and other accommodations a few miles from The Winchendon School.

If I need to cancel the hotel reservation for my stay near The Winchendon School, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to view the best options available near The Winchendon School.

Where can I learn more about changing or cancelling my trip in the area near The Winchendon School?

To find more details about rescheduling or cancelling your stay near The Winchendon School, head over to our customer service page.

What can I see and do near The Winchendon School?

Spend some time wandering around V F W Park, Wendall P. Clark Memorial, and Militia Training Field. Enjoy nature at Lower Naukeag Lake, Blueberry Island, or Paradise Island. Lake Dennison State Recreation Area, Otter River State Forest, and Millers River Wildlife Management Area are worth a stop while you're in the area.

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Our top choices for The Winchendon School hotels

Gardner Inn

Econo Lodge

The Colonial Hotel

Monadnock Inn

Top The Winchendon School Hotel Reviews

Motel 6 Leominster, MA

Doubletree by Hilton Hotel Leominster

Econo Lodge

Great Wolf Lodge Boston / Fitchburg, MA

Days Inn by Wyndham Keene NH

The Colonial Hotel

Hampton Inn & Suites Keene

Best Western Plus Keene Hotel

Courtyard by Marriott Keene Downtown

Hotels near other The Winchendon School attractions

The Robinson-Broadhurst Foundation Performing Arts Ampitheater

Winchendon Community Park

Wendall P. Clark Memorial

Winchendon Town Hall

Beals Memorial Library

Millers River Wildlife Management Area

V F W Park

Militia Training Field

Frequently asked questions

Find hotels near The Winchendon School, Winchendon from ₩149,253

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for The Winchendon School hotels

Gardner Inn

Econo Lodge

The Colonial Hotel

Monadnock Inn

Top The Winchendon School Hotel Reviews

Motel 6 Leominster, MA

Hotels near other The Winchendon School attractions

The Robinson-Broadhurst Foundation Performing Arts Ampitheater

Frequently asked questions