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Top Winchendon hotels

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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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Winchendon hotels essential information

Accommodation
192 hotels
Lowest Price
Highest Price
Popular hotels
Modern Waterfront Gem w/ Dock on Lake Monomonac, The Colonial Hotel, Great Wolf Lodge Boston / Fitchburg, MA, Motel 6 Leominster, MA, Doubletree by Hilton Hotel Leominster, Best Western Plus Keene Hotel, Courtyard by Marriott Keene Downtown, Days Inn by Wyndham Keene NH, Keene Elm City Hotel, Ascend Hotel Collection

Top reasons for your vacation to Winchendon

  • Wachusett Mountain Ski Area: Perfect for skiing and snowboarding during the winter months.
  • Local Water Park: Enjoy thrilling water slides and pools for a fun-filled day in the sun.
  • Natural Parks: Explore beautiful parks for hiking, picnicking, and wildlife spotting.
  • Whitney Field: Engage in various recreational activities, including sports and outdoor events.
  • Downtown Area: Discover quaint shops and delicious local cuisine in Winchendon's hidden gem.

Find your favorite hotels in Winchendon

If you're planning an outdoor vacation in Winchendon, Massachusetts, you'll find a range of hotel accommodations to choose from. Whether you prefer staying in the town itself or nearby, there are options available. From high-end, star-rated hotels to countryside motels and cheap motels, you'll be able to find the perfect accommodation that suits your budget and preferences. These hotels provide a comfortable and convenient base for exploring Winchendon and the surrounding area.

Hotel nameTypeStarsDescription
Great Wolf Lodge Boston / Fitchburg, MAResort3.5This 3.5-star resort is known for its close proximity to various facilities such as an arcade, indoor pool, childcare, hot tub, waterpark, cafes, coffee shops, golf courses, spa, and recreation areas. It is located just 13.8 miles away from Winchendon, making it a convenient option for your outdoor vacation.
Hampton Inn & Suites WorcesterHotel2.5With a 2.5-star rating, this hotel offers free airport transportation and is known for its friendly staff. It also features an indoor pool, complimentary breakfast, transportation services, a fitness center, and is located in an urban area close to a university and sports facilities. It is situated 31.0 miles away from Winchendon.
Hilton Garden Inn Devens CommonHotel3.0This 3.0-star hotel provides a range of amenities including an indoor pool, hot tub, golf course, friendly staff, fitness center, spa, sports facilities, and room service. It is located in the countryside and is 24.3 miles away from Winchendon, offering a peaceful and relaxing environment for your outdoor vacation.

Explore the best activities and sights in Winchendon

Winchendon, Massachusetts offers a range of outdoor activities for families looking for an adventurous vacation. Nearby attractions include the picturesque Wachusett Mountain Ski Area, perfect for skiing and snowboarding in the winter months. For a fun-filled day in the sun, families can visit the local water park, where they can enjoy thrilling water slides and pools. Additionally, nature lovers can explore the beautiful natural parks in the area, providing opportunities for hiking, picnicking, and wildlife spotting. Whitney Field, a popular spot for sports and outdoor events, offers a chance to engage in various recreational activities.

  1. Lake Dennison State Recreation Area: Immerse yourself in the beauty of nature at Lake Dennison State Recreation Area. This picturesque spot offers a secluded getaway with breathtaking waterfalls, perfect for hiking and exploring. Feel the adrenaline rush as you go mountain biking through the scenic trails, or try your hand at paddleboarding and kayaking on the crystal-clear waters. After a day of adventure, unwind with a refreshing beer and enjoy the peacefulness of the surroundings. Whether you're seeking an exhilarating outdoor experience or simply looking to relax and rejuvenate, Lake Dennison State Recreation Area has it all.
  2. The Winchendon School: Experience the vibrant city life at The Winchendon School. This modern college university offers a bustling atmosphere with a variety of cultural and educational opportunities. Explore the diverse range of shops, restaurants, and entertainment options that the city has to offer. Immerse yourself in the lively streets filled with art and music, or simply enjoy a leisurely stroll through the campus grounds. With its vibrant energy and dynamic environment, The Winchendon School is the perfect destination for those looking for a city experience.
  3. Wetmore Trailhead: Embark on an outdoor adventure at Wetmore Trailhead. This trail access point offers a gateway to stunning natural landscapes and thrilling experiences. Immerse yourself in the beauty of nature as you hike through scenic trails, surrounded by lush greenery and breathtaking views. Feel the excitement of outdoor exploration as you discover hidden gems along the way. Whether you're an avid adventurer or simply looking to reconnect with nature, Wetmore Trailhead provides the perfect setting for an unforgettable outdoor experience.

Where to stay in Winchendon

Get ready for an unforgettable outdoor vacation in Winchendon, Massachusetts! This charming town offers a variety of natural parks that will delight the whole family. Take a hike on the beaten path in Lake Dennison Recreation Area and enjoy the breathtaking views of the lake. Explore the picturesque trails in Otter River State Forest, perfect for birdwatching and picnicking. Discover the hidden gem of Winchendon's downtown area, with its quaint shops and delicious local cuisine. Nearby cities like Boston are just a short drive away, offering even more attractions and activities. Get ready to immerse yourself in the beautiful nature and vibrant vibes of Winchendon!

  1. Keene: Keene is a vibrant city located 20.8 miles away from Winchendon. Known for its festivals, university, entertainment, dining, shopping, theater, live music, cafes, and family-friendly atmosphere, Keene offers a diverse range of experiences for outdoor vacations with your family. You can explore the city's lively festivals, enjoy the vibrant music scene, and indulge in delicious local cuisine. Keene also boasts beautiful hiking trails where you can immerse yourself in nature. With its welcoming atmosphere and array of activities, Keene is an ideal destination for a fun-filled family vacation.
  2. Fitchburg: Just 14.2 miles away from Winchendon, Fitchburg is a city that caters to sports enthusiasts and families. With its basketball courts, waterpark, and family-friendly attractions, Fitchburg offers plenty of opportunities for active outdoor adventures. You can also visit the city's museums to learn about its rich history and enjoy live music performances. Fitchburg's romantic ambiance and recreational facilities make it a perfect spot for a family getaway.
  3. Rindge: Located only 4.9 miles away from Winchendon, Rindge is a picturesque city known for its family-friendly atmosphere and outdoor adventures. You can embark on hiking trails that lead to stunning mountain vistas, enjoy paddleboarding and kayaking on the lake, or explore the majestic waterfalls and cathedral-like rock formations. Rindge offers an exciting mix of adventure and tranquility, making it an ideal destination for families seeking an outdoor vacation.

Best times to go to Winchendon

The travel seasons of Winchendon

Trips to Winchendon show no change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from October to December, and December sees the least travelers.

Winchendon has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 70.9 degrees Fahrenheit. The wettest month in Winchendon is July, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January23.0°F (-5.0°C)Light RainMostly Sunny
February25.0°F (-3.9°C)Light RainMostly Cloudy
March32.5°F (0.3°C)Light RainMostly Cloudy
April44.4°F (6.9°C)Light RainMostly Cloudy
May56.3°F (13.5°C)Light RainMostly Sunny
June64.4°F (18.0°C)Light RainMostly Sunny
July70.9°F (21.6°C)Light RainMostly Sunny
August68.9°F (20.5°C)Light RainMostly Sunny
September61.7°F (16.5°C)Light RainMostly Sunny
October50.4°F (10.2°C)Light RainMostly Sunny
November38.5°F (3.6°C)Light RainMostly Sunny
December29.5°F (-1.4°C)Light RainMostly Cloudy

Food and dining in Winchendon

When visiting Winchendon, Massachusetts, you'll be pleased to find a variety of local cuisines to satisfy your food cravings. One popular restaurant in the area is Harbour Restaurant, known for its moderately priced North American dishes. If you're looking for a cozy inn with delicious food options, Chocksett Inn & Restaurant is a great choice. Located in Winchendon City Center, this eatery offers a delightful dining experience. For those passing through the intersection of the highways, you can find a range of eateries to choose from, catering to different tastes and preferences. Enjoy exploring the local food scene in Winchendon!

How do I find a great hotel with Travelocity?

Ensure your entire crew has an unforgettable vacation by finding the perfect accommodations on our reliable online travel platform. Our family-friendly badge will help you discover hotels that offer extra amenities for children. Use our custom filters to narrow down options to hotels close to top attractions, with enhanced cleaning, and within your budget. Experience a worry-free trip with us!

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us, so you can spend less time worrying and more time creating cherished memories. With our assistance, you can discover and plan your ideal trip, benefit from transparent pricing and reliable reviews, and enjoy 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Winchendon?

When planning your trip to Winchendon, Massachusetts, try to avoid the peak season from June to August to save on costs. Consider bundling your flights, hotel, and car bookings together to take advantage of discounted prices. As for inexpensive local attractions, you can visit the Winchendon State Forest, which offers hiking trails and scenic views. Another option is Lake Dennison Recreation Area, where you can enjoy swimming, fishing, and boating. Lastly, explore the Allan R. Greenleese Memorial Park, a charming park with picnic areas and a playground for the kids.

Frequently asked questions

What are the top kid-friendly hotels in Winchendon?
Family trips are where you make the best memories, but it's no secret that traveling with young ones can be difficult. These kid-friendly Winchendon hotels offer perks that aim to keep guests of all ages relaxed and happy: Enjoy your stay in an antique home in an antique toy museum! will help make your vacation the best one yet. It features a variety of conveniences geared toward families, such as free WiFi and parking facilities. Alternatively, spend your evenings in Winchendon at The Maguire House Bed & Breakfast. Make the most of complimentary breakfast, bicycle parking and more here.
Where can I find cheap hotels in Winchendon?
At Travelocity you'll find really nice hotels in Winchendon at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchendon rather than in Winchendon. We may find you even better rates, too.
How do I find the best Winchendon hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchendon then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchendon?
The cheapest hotel in Winchendon is . This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchendon?
There are 192 hotels in Winchendon on Travelocity.
What are the best hotels in Winchendon?
Winchendon has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchendon for you!
When is the best time to visit Winchendon?
If you want the joy of a fun-filled trip in peak season, visit Winchendon during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Winchendon?
Based on historic data is usually the cheapest month to visit Winchendon. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchendon?
There are multiple hotels in Winchendon that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchendon. We have plenty of kid-friendly hotels in Winchendon to choose from on Travelocity!
Why book a hotel in Winchendon through Travelocity?
Because we have the top hotels in Winchendon! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchendon on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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