Winchendon Vacation Packages

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Top Winchendon hotel deals

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!

The price is $395 per night
$395
per night
May 16 - May 17
A garden is available at this vacation home.
Kitchen
Free WiFi
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
The price is $179 per night
$179
per night
May 21 - May 22
This smoke-free resort features free water park access, 4 indoor pools, and a restaurant. Bring the family and enjoy the lazy river, bowling alley, and mini golf. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.
Pool
Parking available
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd, Leominster, MA
The price is $97 per night
$97
per night
May 21 - May 22
This motel includes free WiFi in public areas and laundry facilities. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pet friendly
Free WiFi
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
The price is $160 per night
$160
per night
May 19 - May 20
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way, Leominster, MA
Free Cancellation
Reserve now, pay when you stay
The price is $164 per night
$164
per night
May 27 - May 28
This hotel features 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road, Keene, NH
Free Cancellation
Reserve now, pay when you stay
The price is $88 per night
$88
per night
May 21 - May 22
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a snack bar/deli and a picnic area are also provided.
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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.

Popular places to visit in Winchendon

Image for Lake Dennison State Recreation Area

Lake Dennison State Recreation Area

Explore the great outdoors at Lake Dennison State Recreation Area, a lovely green space in Winchendon. Discover the area's waterfalls and mountain views.

Lake Dennison State Recreation Area
Image for The Winchendon School

The Winchendon School

Explore the campus of The Winchendon School as part of your travels around Winchendon. While you're in the area, wander around the parks.

The Winchendon School
Image for Wetmore Trailhead

Wetmore Trailhead

You can take time to visit Wetmore Trailhead during your travels to Winchendon. While you're in the area, wander around the parks.

Wetmore Trailhead

Photos of local treasures

Frequently asked questions

How much are vacation packages to Winchendon?
is all you’ll need for an exciting vacation in Winchendon. Bundle your hotel and flights into a vacation package with Travelocity and watch all the savings pile up. With these kinds of prices, there’s never been a better time to travel.
Where can I get the best vacation package deals for Winchendon?
Travelocity will be able to help you snag a terrific Winchendon package deal. With 400 airlines and 1,000,000 properties across the world, we know you’ll find one that works for you.
Why should I book my Winchendon vacation bundle via Travelocity?
By booking your flights, hotel, activities and car rental all in one place, you’ll save time and money. We have an expert team of customer service specialists available 24/7, and you’ll know that you’ll always score the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and get packing!
Will I save money on my Winchendon car rental if I book it with hotels and flights?
Bundling your flight, car and hotel into a Winchendon vacation package is the easiest way to score better prices. Plus, having your own car rental gives you the freedom to make your way to all those big-name sights you want to explore. Situated 55 mi from Winchendon, Fenway Park is one attraction that should have a place on your itinerary. Buckle up and make a day trip of it.
What is the best time of year to go to Winchendon?
You’ll land the lowest hotel prices around and pay more during . It’s usually less busy in November, December and January, while you’ll have more fellow travelers to meet in June, July and August. It comes down to how much you’re willing to pay, the weather conditions and how well you handle crowds.
Which airport is best for Winchendon?
Logan Intl. Airport (BOS) (55 mi away from the downtown area), Bradley Intl. Airport (BDL) (60 mi away from central Winchendon) and Manchester-Boston Regional Airport (MHT) (35 mi away from central Winchendon) are all great options for Winchendon.
What is there to do in Winchendon?
Lake Dennison State Recreation Area is one of the superb sights that make Winchendon a popular place to visit. But allow yourself enough time to discover the city’s lesser-known attractions too. This is sometimes where the best vacation memories are created.
Where should I stay when visiting Winchendon?
Many people choose to hit the hay at the Enjoy your stay in an antique home in an antique toy museum!. It’s an excellent base for your Winchendon getaway.