A hilly landscape with a tower on top, dense forest, and a cloudy sky.

Find hotels in Winchendon, MA from $106

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Our top choices for Winchendon hotels

1. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,014 reviews)
"Great staying over there for 2 night my family."
United States
Laura
9 days ago
$187 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA

2. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,003 reviews)
"I love this hotel it feels like home. It's very safe."
United States
Michele
7 days ago
$158 nightly
The price is $177
Dec 15 - Dec 16
Total with taxes and fees
The Colonial Hotel

3. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (41 reviews)
"Paul are wonderful warm Innkeepers. The inn is classically New England charming."
United States
Jeffrey
September 20th, 2026
$271 nightly
The price is $271
Dec 9 - Dec 10
Total with taxes and fees
The Maguire House Bed & Breakfast

4. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (296 reviews)
"Interior was big on ambiance. The staff was very cordial."
United States
Jim
October 13th, 2026
$122 nightly
The price is $132
Nov 16 - Nov 17
Total with taxes and fees
Monadnock Inn

5. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.8 out of 10, Good, (99 reviews)
"The room was clean. There are now hair dryers in the room."
United States
Mary
28 days ago
$118 nightly
The price is $132
Nov 20 - Nov 21
Total with taxes and fees
Gardner Inn

6. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.8 out of 10, Excellent, (1,006 reviews)
"Room was very nice. Bed was very comfortable."
United States
Deborah
2 days ago
$141 nightly
The price is $157
Nov 22 - Nov 23
Total with taxes and fees
Doubletree by Hilton Hotel Leominster

7. Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.4 out of 10, Very good, (1,000 reviews)
"Room was relatively clean. Bathroom was clean. Shop within walking distance."
United States
Michael
October 11th, 2026
$95 nightly
The price is $106
Nov 16 - Nov 17
Total with taxes and fees
Motel 6 Leominster, MA

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
"Very friendly staff. I was very impressed with this site."
United States
Jennifer
6 days ago
$133 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

9. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.2 out of 10, Very good, (1,001 reviews)
"Breakfast was exceptional. Lori keeps everything clean and organized."
United States
elizabeth
19 days ago
$142 nightly
The price is $154
Nov 17 - Nov 18
Total with taxes and fees
Best Western Plus Keene Hotel

10. Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester
2.5 star property
Worcester
9.0 out of 10, Wonderful, (1,002 reviews)
"I had a wonderful experience staying at this hotel."
United States
Israel
7 days ago
$127 nightly
The price is $145
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn & Suites Worcester

11. The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (243 reviews)
"Staff was responsive and accommodating."
United States
Christine
August 2nd, 2026
$175 nightly
The price is $190
Nov 17 - Nov 18
Total with taxes and fees
The Birchwood Inn

12. Courtyard by Marriott Worcester

Courtyard by Marriott Worcester
3.0 star property
Worcester
8.4 out of 10, Very good, (1,002 reviews)
"The staff was amazing. The staff addressed. Definitely would stay again."
United States
Laurie
13 days ago
$118 nightly
The price is $135
Nov 23 - Nov 24
Total with taxes and fees
Courtyard by Marriott Worcester

13. Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
3.0 star property
Harvard
8.8 out of 10, Excellent, (1,000 reviews)
"All was great. Shower needs to have grout cleaned in.jusy a few spots."
United States
Jennifer
6 days ago
$169 nightly
The price is $179
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Devens Common

14. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (126 reviews)
"Sarah were wonderful hosts. Happy we discovered their bed. Breakfast was absolutely delicious."
United States
Paula
4 days ago
$235 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
Howarth House B&B

15. Blue Bear Inn

Blue Bear Inn
4.0 star property
Francestown
9.8 out of 10, Exceptional, (34 reviews)
"I would recommend Blue Bear Inn it is a beautiful place."
United States
Margaret
5 days ago
$234 nightly
The price is $254
Nov 16 - Nov 17
Total with taxes and fees
Blue Bear Inn

16. Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.6 out of 10, (347 reviews)
"The room was extremely clean."
United States
isabel
October 12th, 2026
$125 nightly
The price is $135
Nov 17 - Nov 18
Total with taxes and fees
Econo Lodge

17. Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
2.5 star property
Hudson
8.6 out of 10, Excellent, (910 reviews)
"Used fitness room. Looked very clean. Machines were adequate."
United States
Debra
5 days ago
$132 nightly
The price is $147
Dec 4 - Dec 5
Total with taxes and fees
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

18. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (196 reviews)
"Staff were very friendly. Room was clean. Very nice place to stay."
United States
Brian
September 5th, 2026
$159 nightly
The price is $178
Nov 16 - Nov 17
Total with taxes and fees
Chocksett Inn and Restaurant

19. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.2 out of 10, Wonderful, (483 reviews)
"Very clean and convenient. Staff were lovely, big rooms."
United States
Kathleen
September 13th, 2026
$135 nightly
The price is $147
Nov 19 - Nov 20
Total with taxes and fees
Riverhouse by Weekender (Formerly Jack Daniels Inn)

20. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (195 reviews)
"David was very welcoming. The Sturbridge room was quiet. Perfect for a romantic getaway."
United States
Allen
7 days ago
$179 nightly
The price is $190
Nov 18 - Nov 19
Total with taxes and fees
Centennial House
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Where to stay near Winchendon

Winchendon, MA offers a charming escape with moderate deluxe accommodations and convenient access to outdoor adventures. Enjoy a romantic atmosphere and scenic landscapes, perfect for family-friendly activities or a peaceful overnight stay in the heart of the United States. Explore the beauty and adventure that awaits!

Fitchburg

Discover Fitchburg, a vibrant destination perfectly suited for travelers seeking adventure and entertainment. With attractions like the Great Wolf Lodge Waterpark, Fitchburg State University, and Game On Fitchburg, this city offers a blend of outdoor fun and cultural experiences year-round. Located about 14 miles from Winchendon, Fitchburg provides easy access to a variety of activities, making it a smart choice for your vacation stay. Enjoy the dynamic atmosphere and explore all that Fitchburg has to offer!

Gardner

Experience the charm of Gardner, an excellent hub for families and adventure seekers who want to explore attractions like the Great Wolf Lodge Waterpark, Game On Fitchburg, and the historic Polar Express. With a vibrant atmosphere and access to beautiful beaches and lakes, Gardner offers year-round enjoyment, peaking in April, July, and September. Located about 8 miles from Winchendon, this city is a smart choice for a memorable stay that balances nature, sports, and budget-friendly options.

Rindge

If you are a family or nature enthusiast, look no further than Rindge, New Hampshire, which features beautiful outdoor scenery and a relaxing atmosphere perfect for a weekend getaway. Explore the serene Contoocook Lake, visit the modern Franklin Pierce University, or enjoy the peaceful ambiance of the Cathedral of the Pines. Located about 5 miles from Winchendon, Rindge offers a great base for your adventures, making it a smart choice for your stay.

Baldwinville

Baldwinville stands out as a prime spot for family-oriented travelers interested in outdoor adventures and stunning scenery. With attractions like the Great Wolf Lodge Waterpark for fun-filled family days, the serene Otter River State Forest for nature lovers, and the nearby mountains for hiking, Baldwinville offers diverse experiences. Located about 6 miles from Winchendon, this city is an ideal choice for a memorable vacation. Baldwinville combines affordability with a wealth of activities, making it a smart destination for your stay.

Ashburnham

Travelers visiting the area often choose Ashburnham, especially families and nature enthusiasts seeking a budget-friendly getaway. With attractions like the Great Wolf Lodge Waterpark for family fun, the scenic beauty of local lakes and beaches, and nearby historic sites, Ashburnham offers a rich experience. Located about 8 miles from Winchendon, it provides easy access to outdoor adventures and romantic spots. Ashburnham is a smart choice for those looking to immerse themselves in a charming, welcoming environment.

Stay near popular attractions in and around Winchendon

Discover the charm of the Winchendon area, where outdoor adventures and stunning scenery await. Perfect for romance and eco-friendly experiences, this destination offers nature reserves, beautiful lakes, and modern educational institutions, making it ideal for travelers seeking both relaxation and adventure.

Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Center, where the town's unique toy-making history is celebrated. Lake Dennison Recreation Area offers perfect summer swimming, while winter visitors can explore nearby Wachusett Mountain for skiing in Princeton.

A river reflecting autumn trees and a dense forest.

Top Winchendon Hotel Reviews

More cheap stays in Winchendon

Hotels in Winchendon with star-rating

Find out more about Winchendon

Top reasons to visit Winchendon

  • Scenic Outdoor Activities: Winchendon offers beautiful nature reserves, serene lakes, and hiking trails, perfect for outdoor enthusiasts.
  • Adventure Opportunities: The area features ski fields and other adventure activities, catering to thrill-seekers year-round.
  • Charming Accommodations: Visitors can choose from cozy bed and breakfasts to quaint inns, ensuring a comfortable stay.
  • Romantic Getaways: Winchendon's breathtaking mountain views and tranquil settings make it ideal for romantic escapes.
  • Family-Friendly Fun: Enjoy various recreational pursuits and family activities amidst stunning scenery.

Find great hotels near Winchendon

Discover the charm of Winchendon, Massachusetts, with a range of cozy accommodations perfect for every traveler. From inviting bed and breakfasts to quaint inns, you'll find ideal lodging options that cater to adventurous families and history enthusiasts alike. Whether you're searching for the best hotels or a comfortable motel, Winchendon promises a memorable stay with warm hospitality and unique experiences.

  • The Colonial Hotel: A charming 3-star hotel with an impressive guest rating of 8.8, The Colonial Hotel is located 10 miles from Winchendon, offering a delightful blend of comfort and convenience. This pet-friendly property is perfect for travelers seeking a business-oriented getaway or a relaxing vacation with furry companions. Guests can enjoy a variety of amenities, including spacious rooms, a welcoming atmosphere, and services tailored to meet the needs of both business and leisure travelers. With its thoughtful pet policy and warm hospitality, The Colonial Hotel creates a memorable stay for all.
  • Great Wolf Lodge Boston / Fitchburg, MA: A fun-filled 3.5-star resort boasting a guest rating of 8.6, Great Wolf Lodge is located 14 miles from Winchendon and is an ideal destination for families. This vibrant resort features a range of amenities designed specifically for children, including a thrilling water park, an arcade game room, and supervised childcare services. Families can bond over exciting activities like mini-golf and enjoy the convenience of child-focused facilities, making it an unforgettable experience for guests of all ages.
  • Econo Lodge: A budget-friendly hotel located 12 miles from Winchendon, Econo Lodge provides an affordable and comfortable lodging option. This hotel is perfect for travelers looking for value without compromising on essential amenities. Guests can enjoy various sports and recreational activities nearby, including skiing opportunities just a short distance away. With entertainment options featuring multiple television sets and cable channels, Econo Lodge ensures a cozy stay where guests can unwind after a day of exploring the scenic surroundings.

Where to stay near Winchendon

Discover the charm of Winchendon, Massachusetts, where quaint town vibes meet breathtaking mountain views. Just a short drive away, explore the picturesque landscapes of nearby towns, perfect for outdoor adventures or a romantic getaway. Enjoy family-friendly activities and recreational pursuits amidst the serene backdrop, creating unforgettable memories. Whether hiking, fishing, or simply soaking in the scenery, Winchendon and its surroundings offer a delightful escape for every traveler.

  • Fitchburg: Located 14 miles from Winchendon, Fitchburg is a vibrant city known for its family-friendly atmosphere and adventure-themed activities. Visitors flock here particularly from January to March, when the winter sports scene is at its peak, but the allure of its water park and ski fields can be enjoyed year-round. The city is home to popular attractions like a thrilling theme park and event venues that host various conferences and gatherings. Whether you're seeking an action-packed day or a place to unwind, Fitchburg has something for everyone.
  • Gardner: Just 8 miles away from Winchendon, Gardner is a city that attracts sports enthusiasts and adventure seekers. The best time to visit is during April, July, and September, when the city buzzes with sports events. Skiing is a major draw here, thanks to its close proximity to several ski fields. Beyond sports, Gardner boasts beautiful family-friendly beaches and scenic lakes that offer relaxation and recreation. It's an excellent spot for visitors looking to balance adventure with a serene outdoor experience.
  • Rindge: Only 5 miles from Winchendon, Rindge is a picturesque city ideal for those who appreciate outdoor beauty and romantic getaways. The best time to visit is during the summer months from July to September, when outdoor activities abound. Rindge features stunning lakes and recreational areas, making it a perfect destination for hiking, picnicking, or simply enjoying nature. With its modern college university nearby, the area also offers educational opportunities and a youthful vibe. Rindge is a must-visit for anyone looking to connect with nature and enjoy scenic views.

Things to do in Winchendon

Winchendon, Massachusetts, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and a variety of activities. Visitors can explore local attractions, enjoy wellness classes, and hike scenic trails. For those seeking adventure, the area features ski fields and skiing opportunities, making it an ideal destination for both relaxation and recreation.

Shopping

In Winchendon, visit local shops like The Winchendon Marketplace, where you can find unique gifts and souvenirs. If you're up for a drive, check out the Gardner Flea Market, located 12 miles away, offering a diverse selection of antiques and handmade crafts.

Recreation

Serenity Spa offers rejuvenating treatments and a tranquil atmosphere, ideal for relaxation. Nearby, Lake Monomonac provides opportunities for kayaking and peaceful nature walks, while the Winchendon Community Park features walking trails and open spaces for picnics and outdoor activities.

Adventure

In Winchendon, explore the scenic beauty of Lake Monomonac, perfect for kayaking and fishing. Experience thrill at the nearby Wachusett Mountain, offering hiking trails and skiing in winter. Don’t miss the adventure at the Winchendon State Forest, where you can hike and enjoy the lush surroundings.

Nightlife

In Winchendon, nightlife is cozy and inviting. Visit The Winchendon Tavern for live music and a friendly atmosphere, or head to the nearby Lakeview Restaurant for delicious dinner options and scenic views. Enjoy a laid-back evening with locals in this charming New England town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchendon

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchendon are November to January, where the prices are slightly lower. This is in comparison to June to July and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchendon is Monday. The most expensive day to stay in Winchendon is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy to choose your budget, desired location, and additional preferences. You can sort your results to display prices from lowest to highest, so you can find the most affordable hotels right away. Additionally, you have the option to narrow down your choices by hotel type—for instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your Winchendon hotel stay with your flights and activities.

Find the best attractions near Winchendon

Winchendon, Massachusetts, is perfect for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore beautiful nature reserves, serene lakes, and nearby national and state parks. The area's attractions cater to travelers looking for adventure and eco-friendly experiences, making it an ideal destination for a memorable vacation filled with scenic beauty and outdoor activities.

  • Cathedral of the Pines: Located 7 miles from Winchendon, this serene church offers a unique spiritual atmosphere surrounded by nature. The stunning architecture and peaceful grounds provide a perfect setting for reflection and connection with the outdoors.
  • Monadnock State Park: Just 11 miles away, this national park boasts breathtaking scenery and abundant outdoor adventures. Hike the famous Mount Monadnock for panoramic views, or explore its diverse trails, making it ideal for nature lovers and thrill-seekers alike.
  • Contoocook Lake: Situated 8 miles from Winchendon, this picturesque lake is perfect for a romantic getaway or family fun. Enjoy swimming, picnicking, and scenic views, creating lasting memories in a tranquil outdoor setting.

Best time to go to Winchendon

The best time to visit Winchendon can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchendon falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchendon falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.0°F (-5.0°C)Light RainMostly SunnyAverageSlightly Low
February25.0°F (-3.9°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageAverage
April44.4°F (6.9°C)Light RainMostly CloudyAverageAverage
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly High
July70.9°F (21.6°C)Light RainMostly SunnySlightly HighSlightly High
August68.9°F (20.5°C)Light RainMostly SunnySlightly HighAverage
September61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
October50.4°F (10.2°C)Light RainMostly SunnySlightly LowSlightly High
November38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winchendon

To reach Winchendon, Massachusetts, you can fly into several major airports. BOSton Logan International Airport (BOS) is 57 miles away, with nearby hotels like the Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within 3 miles. Hartford Bradley International Airport (BDL) is 62 miles from Winchendon, featuring the DoubleTree by Hilton, Simsbury 1820 House, and Marriott Hartford Downtown, offering convenient access. Lastly, Providence T.F. Green Airport (PVD) is 73 miles away, with options like the Omni Providence Hotel and Renaissance Providence Downtown Hotel, both 7 miles from the airport. Each hotel provides easy transportation to their respective airports for a hassle-free journey.

Frequently asked questions

What is the best area to stay in Winchendon?
The best area to stay in Winchendon is near the town center, particularly around Central Street and Front Street, which offers easy access to local amenities and the town's main attractions.

This central area provides convenience for travelers looking to explore Winchendon on foot. You'll find a selection of local shops, eateries, and public spaces within a short walk. The proximity to the Millers River and Lake Monomonac also offers pleasant natural surroundings.

Families often find this area ideal due to its accessibility to parks and outdoor activities. The Winchendon Community Park, for example, is a popular spot for recreation and is easily reachable from the town center. The convenience of having dining options and other services nearby makes planning family outings straightforward.

Couples looking for a relaxing getaway will appreciate the blend of local charm and natural beauty. Strolling along the river or enjoying a quiet meal in one of the local restaurants provides a pleasant experience.
When is the best time to go to Winchendon?
The best time to go to Winchendon is during the summer months, from June to August, or in the fall, from September to October.

Summer offers warm weather, with average temperatures in the 70s Fahrenheit, making it ideal for outdoor activities. The Winchendon State Forest provides opportunities for hiking, fishing, and picnicking, and the nearby Lake Monomonac is great for boating and swimming. Families will find this a great time to visit for outdoor recreation.

Fall brings cooler temperatures and the renowned New England foliage. The landscape transforms with vibrant reds, oranges, and yellows, especially in areas like Otter River State Forest.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchendon.
How much is the nightly rate at a Winchendon hotel?
Prices for hotels in Winchendon often vary, but you can find a great deal from $106 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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