Search for Cheap Deals on
Hotels in Winchendon

Choose from 229 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
  • 18 min drive from Lake Dennison State Recreation Area
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! (1,007 reviews)
Was great

Reviewed on Apr 1, 2026

Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
  • 14 min drive from Lake Dennison State Recreation Area
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! (1,000 reviews)
Comfortable bed, everything was neat and tidy.

Reviewed on Mar 29, 2026

The Colonial Hotel
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way Leominster MA
  • 20 min drive from Lake Dennison State Recreation Area
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 ...
Doubletree by Hilton Hotel Leominster
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd Leominster MA
  • 22 min drive from Lake Dennison State Recreation Area
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! (1,003 reviews)
It's fine for the price. Clean and functional.

Reviewed on Mar 31, 2026

Motel 6 Leominster, MA
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
  • 47 min drive from Lake Dennison State Recreation Area
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! (1,001 reviews)
One of the better franchise hotels I've stayed at for this price point.

Reviewed on Mar 31, 2026

Best Western Plus Keene Hotel
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
  • 48 min drive from Lake Dennison State Recreation Area
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! (999 reviews)
Nice

Reviewed on Mar 24, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
  • 48 min drive from Lake Dennison State Recreation Area
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)
Room was clean looking, some broken fixtures.

Reviewed on Mar 28, 2026

Days Inn by Wyndham Keene NH
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St Keene NH
  • 49 min drive from Lake Dennison State Recreation Area
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! (1,000 reviews)
Quiet and convenient location. Loved having a microwave in my room. I wasn't in the mood for wating out so a trip to the neighbouring supermarket set me up perfectly.

Reviewed on Mar 13, 2026

Courtyard by Marriott Keene Downtown
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 out of 5
59 Laurelwood Road Sterling MA
  • 33 min drive from Lake Dennison State Recreation Area
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! (151 reviews)
Although we had to cancel our reservation, everyone we spoke with on the telephone was professional, understanding, and kind.

Reviewed on Feb 17, 2026

Chocksett Inn and Restaurant
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

3 out of 5
30 Main Street Keene NH
  • 49 min drive from Lake Dennison State Recreation Area
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! (767 reviews)
Breakfast was great and location is perfect. Lots of good restaurants and bars to visit. Rooms are nice, but slightly dated, and the building is very cool.

Reviewed on Mar 28, 2026

Fairfield Inn & Suites by Marriott Keene Downtown
Econo Lodge

Econo Lodge

2 out of 5
183 Main St Westminster MA
  • 18 min drive from Lake Dennison State Recreation Area
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 ...
6.2/10 (293 reviews)
Very clean comfortable a in d staff was excellent

Reviewed on Mar 31, 2026

Econo Lodge
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd Keene NH
  • 48 min drive from Lake Dennison State Recreation Area
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! (374 reviews)
Staff is always friendly and helpful. Breakfast is always solid.

Reviewed on Mar 29, 2026

Hampton Inn & Suites Keene
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.

Find cheap hotels in Winchendon

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winchendon hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchendon.

Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchendon’s 229 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $108. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winchendon hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchendon. No matter your reason for visiting Winchendon, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchendon hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchendon for as low as $108.

How many hotels are there in Winchendon?

With over 229 hotels in Winchendon, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $108.

How to find cheap car rentals in Winchendon?

Finding a cheap car rental deal in Winchendon is as easy as scoring cheap hotels in Winchendon. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.