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

Winchendon Hotels

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Our top choices for Winchendon hotels

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, (1,009 reviews)
"Good stay everything you could ask for from a budget friendly hotel."
United States
Stephen
The price is P7,310
P7,931 total
includes taxes & fees
Jul 8 - Jul 9
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,005 reviews)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is P7,814
P8,478 total
includes taxes & fees
Jul 12 - Jul 13
Best Western Plus Keene Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,009 reviews)
"Good place to stay "
United States
Glenn
The price is P9,395
P10,495 total
includes taxes & fees
Jul 12 - Jul 13
The Colonial Hotel

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,007 reviews)
"This place is awesome"
United States
Deserie
The price is P9,153
P10,224 total
includes taxes & fees
Jul 12 - Jul 13
Great Wolf Lodge Boston / Fitchburg, MA

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (319 reviews)
"Clean rooms and friendly staff "
United States
Steven
The price is P8,538
P9,367 total
includes taxes & fees
Jul 8 - Jul 9
Econo Lodge

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very Good, (1,002 reviews)
"Once again it was another great stay"
United States
alice
The price is P6,652
P7,553 total
includes taxes & fees
Aug 2 - Aug 3
Motel 6 Leominster, MA

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is P11,108
P12,053 total
includes taxes & fees
Jul 7 - Jul 8
The Carriage Barn 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)
"Best place in central mass to stay!"
United States
Linda
The price is P10,276
P11,478 total
includes taxes & fees
Jul 26 - Jul 27
Doubletree by Hilton Hotel Leominster

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (390 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is P11,246
P12,202 total
includes taxes & fees
Jul 9 - Jul 10
Hampton Inn & Suites Keene

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,003 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is P5,430
P5,892 total
includes taxes & fees
Jul 30 - Jul 31
Days Inn by Wyndham Keene NH

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (115 reviews)
"Ryan and Sarah were so nice! They made our one night stay feel like we stayed at a friend's home. Their Bed and Breakfast was so quaint and charming. Our room was very comfortable with the jacuzzi bath. The breakfast was delicious. You get to choose what you prefer either an omelette, pancakes, waffles, or any egg style. It was so nice to wake up to a great breakfast. My wife and I were so impressed with everything they did, we highly recommend staying here if you are in the area of...
United States
Mark
The price is P12,992
P12,992 total
includes taxes & fees
Jul 12 - Jul 13
Howarth House B&B

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (170 reviews)
"Beautiful inn, nice room, friendly staff."
United States
Annemarie
The price is P9,767
P10,910 total
includes taxes & fees
Jul 7 - Jul 8
Chocksett Inn and Restaurant

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (231 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
The price is P10,750
P11,664 total
includes taxes & fees
Jul 7 - Jul 8
The Birchwood Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (783 reviews)
"My favorite hotel!!!!"
United States
Brian
The price is P10,129
P10,990 total
includes taxes & fees
Jul 26 - Jul 27
Fairfield Inn & Suites by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
"Na no breakfast parking easy no cost "
United States
John
The price is P11,610
P12,597 total
includes taxes & fees
Jul 8 - Jul 9
Courtyard by Marriott Keene Downtown

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is P7,671
P8,553 total
includes taxes & fees
Jul 7 - Jul 8
The Burrell House

Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.4 out of 10, Good, (33 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is P6,793
P7,587 total
includes taxes & fees
Jul 7 - Jul 8
Gardner Inn

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (288 reviews)
"Lots of character and run by a great family!"
United States
Evan
The price is P10,109
P10,969 total
includes taxes & fees
Jul 16 - Jul 17
Monadnock Inn

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, (468 reviews)
"I love this place."
United States
Tracy
The price is P10,975
P12,574 total
includes taxes & fees
Aug 4 - Aug 5
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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.
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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.

A river reflecting autumn trees and a dense forest.

Top Winchendon Hotel Reviews

More cheap stays in Winchendon

Find out more about Winchendon

Top reasons to visit Winchendon

  • Outdoor Adventures: Winchendon offers a range of outdoor activities such as skiing, mini golf, and access to tranquil lakes, perfect for nature lovers.
  • Romantic Getaways: The picturesque scenery and serene atmosphere make it an ideal spot for couples seeking a romantic escape.
  • Charming Accommodations: Visitors can choose from delightful bed and breakfasts and guesthouses, enhancing their stay with unique amenities.
  • Local Shopping: Explore a variety of shops at the local shopping centre for a taste of the community.
  • Eco-Friendly Experiences: Winchendon offers eco-friendly adventures, ideal for those who appreciate nature's beauty.

Find great hotels near Winchendon

Explore the charming town of Winchendon, Massachusetts, where you can find an array of delightful lodging options, including bed and breakfasts and guesthouses. Ideal for adventurous families and those seeking a historic vacation experience, the local hotels offer unique amenities and services to enhance your stay. Delve into hotel reviews to discover the best accommodations in Winchendon, ensuring a memorable getaway in this picturesque setting.

  • The Colonial Hotel: Nestled 16.1km from Winchendon, The Colonial Hotel offers a charming retreat with a blend of modern convenience and classic elegance. This 3-star property is ideal for business travellers and those seeking a pet-friendly environment, with amenities that include a waiver for service animals and a welcome for pets. Guests appreciate the hotel's sophisticated decor and comfortable accommodations, making it a perfect choice for both work and leisure. The Colonial Hotel is equipped with meeting spaces, ensuring that it caters to professional needs while still providing a relaxing atmosphere for a well-rounded stay.
  • Great Wolf Lodge Boston / Fitchburg, MA: Located 22.5km from Winchendon, this 3.5-star resort is a family-friendly haven that embraces a vibrant atmosphere. Great Wolf Lodge is renowned for its welcoming approach to LGBTQIA guests and offers numerous amenities designed specifically for children. Families can enjoy a complimentary water park, mini golf, and an arcade game room, ensuring entertainment for all ages. The resort’s supervised childcare services allow parents to unwind, making it an ideal choice for those looking to create lasting family memories in a fun and inclusive environment.
  • Monadnock Inn: Situated 16.1km from Winchendon, Monadnock Inn presents a delightful bed and breakfast experience infused with a golf-themed charm. This inviting property caters to golf enthusiasts, offering guests the opportunity to indulge in their passion for the sport. The inn's warm hospitality and picturesque surroundings create a serene atmosphere, perfect for relaxation after a day on the greens. Travellers can enjoy a hearty breakfast each morning, setting the tone for a day of adventure in the beautiful Massachusetts countryside.

Where to stay near Winchendon

Winchendon, Massachusetts, offers a charming blend of outdoor adventures and romantic scenery, making it an ideal destination for tourists. Just a short drive from Worcester, visitors can enjoy the serene beauty of Lake Monomonac and explore the quaint New England hamlets nearby. The city's family-friendly atmosphere, coupled with opportunities for recreation and relaxation, ensures a memorable holiday experience for all who venture here.

  • Fitchburg: Located 22.5km from Winchendon, Fitchburg is a vibrant city that offers a mix of family-friendly adventures and entertainment. With visitor numbers peaking from January to March, this city is ideal for those seeking thrills at its popular water park and ski fields. Enjoy various attractions, including a theme park and a conference venue, making it a perfect spot for both relaxation and excitement. Whether you're enjoying a day on the slopes or splashing about in water attractions, Fitchburg promises a delightful experience for all.
  • Gardner: Just 12.9km away from Winchendon, Gardner is a lively city known for its sports and adventurous spirit. With visitors flocking in April, July, and September, it’s a great destination for outdoor enthusiasts looking to hit the ski slopes or enjoy recreational activities. The presence of family-friendly beaches and educational venues adds to its charm, making it a well-rounded destination for families and sports lovers alike. Discover the local conference venues and soak in the community vibe while enjoying the beautiful surroundings Gardner has to offer.
  • Rindge: Situated a mere 8.0km from Winchendon, Rindge is a picturesque city perfect for those who appreciate the great outdoors. With seasonal visitors peaking from July to September, you can expect stunning scenery and romantic getaways amidst lakes and mountains. Rindge is ideal for outdoor activities and offers numerous recreational areas for hiking, picnicking, and exploring historic sites. Whether you’re seeking a peaceful retreat or an adventurous day out, Rindge is a lovely destination that will captivate your heart and soul.

Things to do in and around Winchendon

Winchendon is perfect for outdoor and romantic getaways, offering a range of activities and scenic views. Visitors can enjoy skiing at local ski fields, partake in mini golf, or unwind at a nearby water park. For those looking to shop, the local shopping centre provides a variety of options to explore. Whether you're seeking adventure or relaxation, Winchendon has something for everyone.

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 delicious treats at Ava Marie Handmade Chocolates, located nearby.

Recreation

Lake Dennison State Recreation Area offers a tranquil escape with opportunities for hiking and picnicking amidst nature. For outdoor enthusiasts, Shattuck Golf Course provides a splendid golfing experience surrounded by scenic views. Winchendon Community Park invites relaxation with its open spaces, perfect for leisurely strolls and unwinding.

Adventure

Explore the Wapack Trail, a scenic hiking path 22.5km from Winchendon, where you can immerse yourself in nature's beauty. For a more immediate adventure, the Wetmore Trailhead and Towline Trailhead, both located in Winchendon, offer excellent trails for outdoor enthusiasts seeking excitement and stunning landscapes.

Nightlife

Experience the charm of Winchendon's nightlife at the Robinson-Broadhurst Foundation Performing Arts Amphitheater for captivating shows. Just 30.6km away, the Wilton Town Hall Theatre and Peterborough Players offer delightful performances, all infused with romance and cultural vibes, perfect for an enchanting evening out.

*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 during your trip to Winchendon, plan to visit from November to January when accommodation prices are lower, particularly booking for a Monday. Use Expedia to filter for budget-friendly options, including eco-certified hotels. Consider combining your hotel, flights, and activities for better deals. Additionally, explore free local attractions and check for public transport options, which can be cost-effective for getting around. Always look for flexible booking options to avoid unexpected fees and maximise your savings.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly hotels that are currently available. To find the most economical prices and offers, simply sort the price filter from lowest to highest.
  • 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 is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore local attractions such as modern universities, picturesque nature reserves, and tranquil lakes. The area offers a variety of eco-friendly experiences and adventures, making it perfect for those who appreciate the beauty of nature and seek an adventurous escape.

  • The Winchendon School: This modern institution offers a vibrant atmosphere, blending contemporary educational facilities with a welcoming community. Visitors can appreciate the school's commitment to academic excellence and diverse extracurricular activities.
  • Red Apple Farm: Located 14.5km from Winchendon, this charming farm invites you to experience rural life. Enjoy apple picking, seasonal produce, and picturesque views, making it a perfect spot for families and nature lovers.
  • Franklin Pierce University: Situated 9.7km away, this modern university boasts a lively campus with a focus on student engagement. Explore its beautiful grounds and learn about its innovative programs while soaking up the city vibes.

Best time to go to Winchendon

The best time to visit Winchendon is dependent 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

When visiting Winchendon, Massachusetts, you can fly into several major airports. Boston Logan International Airport (BOS) is 91.7km away and offers luxury hotels such as the 5-star InterContinental Boston and Boston Harbor Hotel, both 3.2km from the airport. Manchester-Boston Regional Airport (MHT), located 56.3km from Winchendon, has options like the 4-star DoubleTree by Hilton Manchester Downtown, 6.4km away. Worcester Regional Airport (ORH) is the closest at 48.3km, with hotels like the 4-star Beechwood Hotel, situated 8.0km from the airport. Each hotel provides convenient transportation services to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What's the best place to stay in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA, located 13.6 mi (21.9 km) from the heart of Winchendon, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are The Colonial Hotel and Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Winchendon.
If I need to cancel my hotel reservation in Winchendon, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.
What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Resort steps from Great Wolf Lodge Waterpark. Features 4 indoor pools, a children's pool, and free water-park access. The Colonial Hotel and Keene Elm City Hotel, an Ascend Collection Hotel are two additional hotels that offer an onsite pool. View all hotels with pools in Winchendon.
What is staying in Winchendon like?
Visitors can enjoy all that Winchendon has to offer including its parks. In Winchendon, there are 11 hotels and other accommodations to choose from. Find out more about Winchendon.
What should I see while I'm in Winchendon?
Natural beauty is on display at Blueberry Island, Millers River, and Hyde Park. A couple of additional sights to add to your agenda are Lake Dennison State Recreation Area and Beals Memorial Library. Check out what more to see and do in Expedia's Winchendon guide.
What's the weather like in Winchendon?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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