Find hotels in Winchendon, MA from CA $121

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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, (1,006 reviews)
"Great location, particularly for families with kids. "
United States
Johnson
The price is CA $196
CA $219 total
includes taxes & fees
May 5 - May 6
Great Wolf Lodge Boston / Fitchburg, MA

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,001 reviews)
"Everything about the hotel is great."
United States
Linda
The price is CA $195
CA $218 total
includes taxes & fees
Apr 29 - Apr 30
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
The price is CA $362
CA $362 total
includes taxes & fees
Apr 30 - May 1
The Maguire House Bed & Breakfast

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (281 reviews)
"This is a good representation of staying in an inn of the 1969s. "
United States
Frank
The price is CA $187
CA $203 total
includes taxes & fees
Apr 28 - Apr 29
Monadnock Inn

Gardner Inn

Gardner Inn
2.0 star property
Gardner
5.8 out of 10, (26 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is CA $109
CA $121 total
includes taxes & fees
Apr 28 - Apr 29
Gardner Inn

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,001 reviews)
"Well suited for business travelers."
United States
James
The price is CA $195
CA $218 total
includes taxes & fees
May 3 - May 4
Doubletree by Hilton Hotel Leominster

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (226 reviews)
"Beautiful place"
United States
Jessica
The price is CA $239
CA $260 total
includes taxes & fees
Apr 30 - May 1
The Birchwood Inn

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
The price is CA $246
CA $266 total
includes taxes & fees
May 10 - May 11
Blue Bear Inn

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
The price is CA $289
CA $289 total
includes taxes & fees
May 10 - May 11
Howarth House B&B

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very good, (1,001 reviews)
"Staff very attentive, would definitely come back"
United States
Chris
The price is CA $128
CA $145 total
includes taxes & fees
Apr 30 - May 1
Motel 6 Leominster, MA

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, (460 reviews)
"Always dependable, comfortable, clean rooms and friendly staff."
United States
Rachel
The price is CA $187
CA $218 total
includes taxes & fees
May 4 - May 5
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
3.0 star property
Harvard
8.8 out of 10, Excellent, (1,001 reviews)
"Hotel was beautiful and very clean. Hot tub was perfect. Room was large and clean."
United States
Tracy
The price is CA $240
CA $254 total
includes taxes & fees
May 3 - May 4
Hilton Garden Inn Devens Common

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.2 out of 10, (298 reviews)
"Clean rooms and friendly staff "
United States
Steven
The price is CA $163
CA $178 total
includes taxes & fees
Apr 28 - Apr 29
Econo Lodge

The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast
2.0 star property
Holden
10.0 out of 10, Exceptional, (64 reviews)
"Quite luxurious. And in a great area. Would stay again. "
United States
Frank
The price is CA $261
CA $276 total
includes taxes & fees
May 17 - May 18
The Inn Crowd Bed and Breakfast

Courtyard by Marriott Worcester

Courtyard by Marriott Worcester
3.0 star property
Worcester
8.4 out of 10, Very good, (1,003 reviews)
"The staff was very attentive, the property was very well maintained, and the location was convenient to everything."
United States
Stephanie
The price is CA $216
CA $247 total
includes taxes & fees
May 28 - May 29
Courtyard by Marriott Worcester

Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester
2.5 star property
Worcester
9.0 out of 10, Wonderful, (1,004 reviews)
"Great breakfast and great staff "
United States
edna
The price is CA $217
CA $249 total
includes taxes & fees
May 3 - May 4
Hampton Inn & Suites Worcester

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (174 reviews)
"great proprietors beautiful vintage home excellent breakfast"
United States
JAMES
The price is CA $228
CA $241 total
includes taxes & fees
May 4 - May 5
Centennial House

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
"This is a nice hotel. I just think that for the piece there should have been some sort of sustenance provided for breakfast."
United States
Jason
The price is CA $258
CA $280 total
includes taxes & fees
May 28 - May 29
Courtyard by Marriott Keene Downtown

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)
"Great stay "
United States
Rashida
The price is CA $185
CA $200 total
includes taxes & fees
Apr 28 - Apr 29
Keene Elm City Hotel, an Ascend Collection Hotel

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (171 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is CA $218
CA $236 total
includes taxes & fees
May 3 - May 4
The Carriage Barn Inn
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Stay near popular Winchendon attractions

Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Centre, 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

Recent Reviews in Winchendon

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Hotels in Winchendon with star rating

Find out more about Winchendon

Top reasons to visit Winchendon

  • Stunning Scenery: Winchendon boasts breathtaking views, particularly at Wachusett Mountain, ideal for both winter sports and hiking.
  • Outdoor Adventures: The area offers a range of activities such as water parks, golf courses, and nature reserves for eco-friendly escapades.
  • Charming Accommodations: Enjoy a variety of lodging options, from cozy bed and breakfasts to inviting inns, catering to all preferences.
  • Relaxing Beaches: Nearby beaches provide a serene setting for a day of sun and relaxation.
  • Vibrant Nightlife: Experience the lively atmosphere with diverse dining and entertainment options as the sun sets.

Find great hotels near Winchendon

Experience the charm of Winchendon, Massachusetts, with a variety of delightful accommodations ranging from cozy bed and breakfasts to inviting inns. Perfect for adventurous families or those seeking a historic getaway, Winchendon's hotels offer a warm welcome and essential amenities to make your stay enjoyable. Discover the best lodging options that cater to your travel needs while exploring this picturesque town.

  • The Colonial Hotel: Experience a blend of business efficiency and comfort at The Colonial Hotel, located 16.1km from Winchendon. This 3-star hotel is perfect for business travellers seeking a pet-friendly environment. With a dedicated Business Centre and multiple meeting rooms, it caters to the needs of professionals while ensuring a welcoming atmosphere for furry companions. The pet policy allows for pets on-site, with fees waived for service animals, making it a convenient choice for those travelling with pets. Enjoy a seamless stay enhanced by attentive service and well-appointed facilities.
  • Great Wolf Lodge Boston / Fitchburg, MA: A family-friendly 3.5-star resort located 22.5km away from Winchendon, Great Wolf Lodge is the ultimate destination for a fun-filled getaway. With a welcoming environment for LGBTQIA travellers, the lodge features a range of amenities tailored for children, including supervised childcare, a dedicated children's pool, mini-golf, an arcade game room, and an expansive water park that is free for guests. This resort guarantees adventure and bonding opportunities for families, ensuring that everyone—from toddlers to teens—has a memorable stay.
  • Monadnock Inn: Nestled 16.1km from Winchendon, Monadnock Inn offers a charming bed and breakfast experience perfect for golf enthusiasts. This inviting property provides guests with the chance to indulge in their passion for golf while enjoying the scenic beauty of the surrounding area. With a focus on personalised service and a relaxed atmosphere, Monadnock Inn is an ideal retreat for those seeking a leisurely vacation filled with golf-themed activities. Experience a warm welcome and the comfort of home during your stay.

Where to stay near Winchendon

Winchendon, Massachusetts, offers a delightful mix of outdoor adventures and romantic getaways. Enjoy the breathtaking views at Wachusett Mountain, perfect for winter sports or hiking. Relax at friendly nearby beaches for a serene day in the sun. As the sun sets, explore the vibrant nightlife that the area has to offer, making it an ideal destination for both family-friendly outings and intimate escapes. Discover the charm of Winchendon and its surrounding regions for an unforgettable vacation experience.

  • Fitchburg: Located 22.5km from Winchendon, Fitchburg is a vibrant city that offers a blend of family-friendly adventures and thrilling entertainment. Visitors flock here year-round, with peak arrivals occurring from January to March. The city is renowned for its ski fields and water parks, making it a perfect destination for those seeking winter sports or summer fun. Key attractions include a popular theme park and an event conference venue, ensuring that there’s always something exciting happening in Fitchburg.
  • Gardner: Just 12.9km from Winchendon, Gardner is a city that caters to sports enthusiasts and adventure seekers alike. The city sees its highest visitor numbers in April, July, and September, providing ample opportunities for outdoor activities. With ski fields and educational venues nearby, Gardner is ideal for those interested in sports and learning. Local landmarks such as family-friendly beaches and serene lakes make Gardner a lovely spot to relax and enjoy nature.
  • Rindge: A mere 8.0km from Winchendon, Rindge is a picturesque city that captures the essence of outdoor beauty and romance. With peak travel times in July to September, it's a great spot for those looking to immerse themselves in scenic landscapes. Visitors can indulge in outdoor activities, explore local lakes and beaches, and even visit a modern college university. Rindge is perfect for couples and nature lovers seeking a peaceful escape amidst stunning surroundings.

Things to do in and around Winchendon

Winchendon, Massachusetts, is perfect for outdoor enthusiasts and romantic getaways, featuring stunning scenery and various activities. Visitors can explore educational attractions, enjoy recreational areas, and hit the ski fields. For the adventurous, summer outings, water parks, and golf courses cater to all interests, making it an ideal destination for vacation tours and memorable experiences.

Shopping

In Winchendon, you can visit the 1761 Old Mill Gift Shop for unique souvenirs. If you're up for a drive, check out The Mall at Whitney Field for a variety of shops and entertainment, or indulge in sweet treats at Ava Marie Handmade Chocolates, both just a short distance away.

Recreation

At Lake Dennison State Recreation Area, immerse yourself in nature with serene trails and tranquil waters, perfect for relaxation. For sports enthusiasts, Shattuck Golf Course and The Driving Range offer challenging greens and beautiful outdoor settings, ideal for a refreshing day of golf just a short drive away.

Adventure

Explore the Wapack Trail for a scenic hike 22.5km from Winchendon, offering stunning views and a true outdoor adventure. The Wetmore Trailhead provides easy access to beautiful trails right in Winchendon, while the Towline Trailhead, only 6.4km away, invites you into nature's embrace for an exhilarating experience.

Nightlife

Experience the vibrant nightlife by visiting the Peterborough Players for captivating performances, located 27.4km away. Enjoy the Colonial Theatre, just 33.8km from Winchendon, for a mix of culture and romance. Don't miss the Wilton Town Hall Theatre, 30.6km away, for family-friendly entertainment.

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

Booking tips and Expedia advantages for Winchendon

To save money on your trip to Winchendon, consider visiting between November and January when accommodation prices are at their lowest. Booking your stay for a Wednesday can also help you avoid higher weekend rates. Use Expedia to compare hotel prices, filter by preferences like Eco-certified options, and look for package deals that combine flights and activities for additional savings. Taking advantage of free local attractions and public transport can further enhance your budget-friendly experience.

  • 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 Wednesday. The most expensive day to stay in Winchendon is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your search results by price, starting with the most affordable hotels. Additionally, you can refine your choices based on hotel type—by selecting the Eco-certified filter, you’ll discover sustainable and environmentally friendly accommodations available for booking.
  • Consider bundling your trip: You can save money by combining your Winchendon hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Winchendon

Winchendon, Massachusetts, is perfect for outdoor enthusiasts and those seeking a romantic getaway. With attractions like modern universities, nature reserves, and picturesque lakes, visitors can indulge in eco-friendly adventures and scenic experiences. Whether you’re looking for a tranquil escape or an adventurous outing, Winchendon offers a variety of points of interest to explore, ensuring a memorable vacation for every traveller.

  • The Winchendon School: This modern institution offers a vibrant atmosphere, combining contemporary education with city vibes. Visitors can explore its innovative campus and engage with the community, making it an enriching stop for those interested in academic life.
  • Cathedral of the Pines: Located 11.3km from Winchendon, this serene church is enveloped in natural beauty. It serves as a cultural hub, hosting various events and providing a peaceful retreat for contemplation and reflection amidst stunning landscapes.
  • Laurel Lake: Just 11.3km away, this picturesque lake is perfect for outdoor enthusiasts. With its beautiful beach, scenic views, and romantic atmosphere, it offers an ideal spot for swimming, picnicking, or simply enjoying nature.

Best time to go to Winchendon

The best time to visit Winchendon is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

If you're planning a visit to Winchendon, Massachusetts, you have several nearby airports to choose from. Boston Logan International Airport (BOS) is 91.7km away, with luxurious hotels like Encore Boston Harbor, The Langham, and The Liberty, all within 4.8km of the airport. Manchester-Boston Regional Airport (MHT) is 56.3km from Winchendon, offering options like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 6.4km away. For a closer option, Worcester Regional Airport (ORH) is just 48.3km away, with comfortable stays at Beechwood Hotel and AC Hotel by Marriott Worcester, both around 8.0km distant.

Frequently asked questions

What is the best area to stay in Winchendon?
The best area to stay in Winchendon is near the town centre, particularly around Central Street and Front Street.

This area is the heart of Winchendon, offering easy access to local amenities and a sense of community. You'll find a selection of local shops, eateries, and public spaces, including the beautiful Winchendon Common, which often hosts community events. The town centre is quite walkable, making it convenient to explore on foot.

For families, staying in this central area is ideal. It provides close proximity to attractions like the Murdock-Whitney House Museum and the Beals Memorial Library, which often has children's programmes. The nearby Winchendon Community Park offers green space for kids to play.

Couples looking for a relaxed retreat will also appreciate the town centre. It offers a quieter pace with access to local dining options and the opportunity to enjoy strolls around the Common or along the Millers River, which runs through town.
When is the best time to go to Winchendon?
The best time to go to Winchendon is during the autumn months, specifically from September to October.

This period offers the most pleasant weather for outdoor activities, with mild temperatures and less humidity than the summer. The main draw, however, is the spectacular New England foliage, which transforms the landscape into a canvas of reds, oranges, and yellows. The Winchendon State Forest and the surrounding rural areas are particularly picturesque during this time.

Couples looking for a relaxing getaway will appreciate the scenic drives and opportunities for hiking or leisurely walks through the colourful forests. Many local farms also offer seasonal activities like apple picking and pumpkin patches, adding to the charm of an autumn visit.

Families will find autumn an excellent time for a visit, too. The cooler weather is ideal for exploring Winchendon's outdoor spaces without the intense heat of summer.
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?
Members always get our best prices. Find our best Winchendon hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $121 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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