Hotels in Winchendon
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Top Rated Winchendon Hotels

Cozy Lakefront Cottage
Winchendon MA
3.13 mi from city center
Guests staying at this vacation home have access to laundry facilities, a picnic area, and barbecue grills. This smoke-free vacation home also has a garden.
Kitchen
Washer

Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon MA
2.97 mi from city center
This cottage features free WiFi in public areas and barbecue grills. You can take advantage of free parking if you drive.
Kitchen
Parking included

Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
Free Cancellation
13.8 mi from city center
$179 nightly
The price is $200 total per night
$200 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Great Wolf Lodge Boston / Fitchburg, MA have access to 4 indoor pools, a free water park, and a lazy river. Self parking is available for USD 19 per day. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this family-friendly resort include a children's pool, meeting rooms, and a seasonal outdoor pool.
Pool
Restaurant

The Colonial Hotel
625 Betty Spring Road Gardner MA
Free Cancellation
Reserve now, pay when you stay
9.58 mi from city center
$157 nightly
The price is $176 total per night
$176 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
At The Colonial Hotel, guests enjoy an indoor pool, a gym, and a sauna. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Motel 6 Leominster, MA
48 Commercial Rd Leominster MA
Free Cancellation
18.63 mi from city center
$83 nightly
The price is $92 total per night
$92 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Motel 6 Leominster, MA enjoy free WiFi in public areas, laundry facilities, and a vending machine. You'll find RV, bus, and truck parking. The 24-hour front desk has staff always at the ready.
Pet friendly
Free WiFi

Doubletree by Hilton Hotel Leominster
99 Erdman Way Leominster MA
Free Cancellation
Reserve now, pay when you stay
17.42 mi from city center
$143 nightly
The price is $159 total per night
$159 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests staying at Doubletree by Hilton Hotel Leominster enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include meeting rooms, a conference center, and a business center.
Pool
Parking included

Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Free Cancellation
Reserve now, pay when you stay
20.89 mi from city center
$124 nightly
The price is $135 total per night
$135 total
Dec 28 - Dec 29
Total with taxes and fees
At Keene Elm City Hotel, an Ascend Collection Hotel, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include a business center, a microwave in a common area, and express check-in.
Pool
Breakfast included

Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
Free Cancellation
Reserve now, pay when you stay
21.12 mi from city center
$84 nightly
The price is $91 total per night
$91 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Guests of Days Inn by Wyndham Keene NH enjoy a gym, free WiFi in public areas, and a 24-hour business center. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include coffee/tea in a common area, a computer station, and free newspapers.
Breakfast included
Pet friendly

Courtyard by Marriott Keene Downtown
75 Railroad St Keene NH
Free Cancellation
Reserve now, pay when you stay
20.68 mi from city center
$180 nightly
The price is $195 total per night
$195 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests staying at Courtyard by Marriott Keene Downtown enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Pet friendly

Hampton Inn & Suites Keene
126 Key Rd Keene NH
Free Cancellation
Reserve now, pay when you stay
20.78 mi from city center
$166 nightly
The price is $180 total per night
$180 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
At Hampton Inn & Suites Keene, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

Best Western Plus Keene Hotel
401 Winchester St Keene NH
Free Cancellation
Reserve now, pay when you stay
20.6 mi from city center
$139 nightly
The price is $151 total per night
$151 total
Dec 28 - Dec 29
Total with taxes and fees
Guests staying at Best Western Plus Keene Hotel enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included

Riverhouse by Weekender (Formerly Jack Daniels Inn)
80 Concord Street Peterborough NH
Free Cancellation
Reserve now, pay when you stay
14.64 mi from city center
$179 nightly
The price is $194 total per night
$194 total
Dec 30 - Dec 31
Total with taxes and fees
Guests of Riverhouse by Weekender (Formerly Jack Daniels Inn) enjoy free WiFi in public areas, coffee in a common area, and express check-in. There's free parking if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include express check-out, free newspapers, and a picnic area.
Parking included
Free WiFi
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.
Where should you stay in Winchendon?
What are the best hotels in Winchendon?
Consider these top hotels in Winchendon:
- Great Wolf Lodge Boston / Fitchburg, MA is located 13.8 mi away, and this resort has 4 indoor pools, a free water park, and a lazy river.
- The Colonial Hotel is located 9.6 mi away, and this hotel has free WiFi, free parking, and a fitness center.
- Doubletree by Hilton Hotel Leominster is located 17.4 mi away, and this hotel has 2 restaurants, free WiFi, and free parking.
What are the best hotels close to Lake Dennison State Recreation Area?
Get out and explore this locally loved park, which is 0.4 mi from the heart of Winchendon. You can choose from these favorite hotels near Lake Dennison State Recreation Area:
- Unique Luxurious Gothic Castle With Views in the Middle of a 500 Acre Estate!: Located 4.3 mi away, this castle has private pools, an outdoor pool, and a fitness center.
- The Maguire House Bed & Breakfast: Located 6.8 mi away, this 3.5-star B&B features free breakfast, a restaurant, and free WiFi.
- Super 8 by Wyndham Gardner: Located 8.7 mi away, this property has free breakfast, free WiFi, and free parking.
Winchendon hotels essential information
Accommodation | 207 hotels |
|---|---|
Lowest Price | $91 |
Highest Price | $200 |
Popular hotels | Cozy Lakefront Cottage, Modern Waterfront Gem w/ Dock on Lake Monomonac, Great Wolf Lodge Boston / Fitchburg, MA, The Colonial Hotel, Motel 6 Leominster, MA, Doubletree by Hilton Hotel Leominster, Keene Elm City Hotel, an Ascend Collection Hotel, Days Inn by Wyndham Keene NH, Courtyard by Marriott Keene Downtown, Hampton Inn & Suites Keene, Best Western Plus Keene Hotel, Riverhouse by Weekender (Formerly Jack Daniels Inn) |
Recent Reviews

The Colonial Hotel
5/5 Excellent
"Parking is convenient and free. Staff were friendly. My room was clean and comfortable. The pool and fitness area were clean and well kept. There's also a mini arcade area with air hockey and a few games.
Overall, I had a pleasant stay and look forward to my next visit."
A verified traveler stayed at The Colonial Hotel
Posted 6 days ago
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