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Our top choices for Winchendon hotels

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,019 reviews)
"Great location, particularly for families with kids. "
United States
Johnson
$179 nightly
The price is $200
May 17 - May 18
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
"Room was clean, the hotel location is excellent very picturesque, staff was very easy to work with"
Canada
Adnan
$160 nightly
The price is $179
May 17 - May 18
Total with taxes and fees
The Colonial Hotel

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
$257 nightly
The price is $257
May 20 - May 21
Total with taxes and fees
The Maguire House Bed & Breakfast

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,002 reviews)
"10/10 Staff, we’ve been staying here at least every six months and they’ve been great every time!"
United States
Shannen
$159 nightly
The price is $178
May 26 - May 27
Total with taxes and fees
Doubletree by Hilton Hotel Leominster

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (282 reviews)
"This is a good representation of staying in an inn of the 1969s. "
United States
Frank
$180 nightly
The price is $195
May 22 - May 23
Total with taxes and fees
Monadnock Inn

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very Good, (1,014 reviews)
"Great stay for a great price. Dog friendly which is a huge plus"
United States
Wayne
$97 nightly
The price is $108
May 31 - Jun 1
Total with taxes and fees
Motel 6 Leominster, MA

Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester
2.5 star property
Worcester
9.0 out of 10, Wonderful, (1,003 reviews)
"Very clean and friendly staff."
United States
Rich
$152 nightly
The price is $174
May 25 - May 26
Total with taxes and fees
Hampton Inn & Suites Worcester

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,003 reviews)
"We love staying here. It’s very clean, staff is always friendly,and the breakfast choices are great!!"
United States
Jennifer
$152 nightly
The price is $165
May 25 - May 26
Total with taxes and fees
Best Western Plus Keene Hotel

Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
3.0 star property
Harvard
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room, beautiful hotel "
United States
Matthew
$171 nightly
The price is $181
May 25 - May 26
Total with taxes and fees
Hilton Garden Inn Devens Common

Gardner Inn

Gardner Inn
2.0 star property
Gardner
6.2 out of 10, (31 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
$82 nightly
The price is $91
May 18 - May 19
Total with taxes and fees
Gardner Inn

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (227 reviews)
"A true old inn, private bathrooms, sitting room and a comfortable bed. Coffee, snacks and breakfast items in each room. The food in the restaurant was exceptional. Friendly staff."
United States
Mark
$175 nightly
The price is $190
May 20 - May 21
Total with taxes and fees
The Birchwood Inn

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 very attentive, the property was very well maintained, and the location was convenient to everything."
United States
Stephanie
$158 nightly
The price is $181
May 28 - May 29
Total with taxes and fees
Courtyard by Marriott Worcester

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, (1,001 reviews)
"Great stay "
United States
Rashida
$140 nightly
The price is $152
May 26 - May 27
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely beautiful house. The owners are so kind and the breakfast is amazing."
United States
James
$235 nightly
The price is $235
May 17 - May 18
Total with taxes and fees
Howarth House B&B

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, (462 reviews)
"Always dependable, comfortable, clean rooms and friendly staff."
United States
Rachel
$212 nightly
The price is $230
May 19 - May 20
Total with taxes and fees
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
"Everything was great... it would have been nice if the had food available all day instead of early morning & dinner time "
United States
Jamie
$180 nightly
The price is $195
May 31 - Jun 1
Total with taxes and fees
Courtyard by Marriott Keene Downtown

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (302 reviews)
"Clean rooms and friendly staff "
United States
Steven
$139 nightly
The price is $152
May 17 - May 18
Total with taxes and fees
Econo Lodge

Blue Bear Inn

Blue Bear Inn
4.0 star property
Francestown
10.0 out of 10, Exceptional, (23 reviews)
"Quintessential New England Inn. Cozy rooms, delicious tavern on site, solid people around. Very nice breakfast options included. "
United States
Gina
$201 nightly
The price is $218
Jun 2 - Jun 3
Total with taxes and fees
Blue Bear Inn

SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
3.0 star property
Harvard
8.6 out of 10, Excellent, (838 reviews)
"It was a great stay"
United States
Gary
$168 nightly
The price is $178
May 28 - May 29
Total with taxes and fees
SpringHill Suites by Marriott Boston Devens Common Center

The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast
2.0 star property
Holden
10.0 out of 10, Exceptional, (65 reviews)
"Quite luxurious. And in a great area. Would stay again. "
United States
Frank
$195 nightly
The price is $206
May 18 - May 19
Total with taxes and fees
The Inn Crowd Bed and Breakfast
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Stay near popular Winchendon attractions

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.

The Millers River in Winchendon, Massachusetts

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.

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Winchendon using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Winchendon.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Winchendon side by side with just a few clicks.

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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 can I save on a Winchendon hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winchendon hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $91 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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