Book Hotels in Winchendon, MA

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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.

Seize your some day

Cheap Hotels in Winchendon

Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Winchendon. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.

Allow us here at Travelocity to pair you with up Winchendon hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Winchendon that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save $$$. It’s time to explore a new city, and break out of your routine.

Winchendon hotels essential information

177 hotels
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Highest Price
Popular hotels
Amazing Lakefront property, Private In ground pool, Epic views of Lake Monomonac, Motel 6 Leominster, MA, Great Wolf Lodge Boston / Fitchburg, MA, Doubletree by Hilton Hotel Leominster, The Colonial Hotel, Best Western Plus Keene Hotel, Days Inn by Wyndham Keene NH, Courtyard by Marriott Keene Downtown, Hampton Inn & Suites Keene

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 $95. 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 177 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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