Deals on vacations and trips to Winchendon

Save when you book Winchendon package deals

Choose two or more items and save on your trip:

Top Winchendon hotels deals

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$187 nightly
The price is $209 total per night
$209 total
Nov 15 - Nov 16
Total with taxes and fees
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
Restaurant
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $177 total per night
$177 total
Dec 13 - Dec 14
Total with taxes and fees
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.
Pool
Hot Tub
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
$95 nightly
The price is $103 total per night
$103 total
Nov 16 - Nov 17
Total with taxes and fees
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.
Breakfast included
Pet friendly
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd Leominster MA
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $106 total per night
$106 total
Nov 17 - Nov 18
Total with taxes and fees
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
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
$150 nightly
The price is $168 total per night
$168 total
Nov 22 - Nov 23
Total with taxes and fees
This smoke-free hotel includes 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.
Pool
Parking included
Gardner Inn

Gardner Inn

2 out of 5
22 Pearson Blvd Gardner MA
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $134 total per night
$134 total
Nov 15 - Nov 16
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Winchendon
View all properties
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.

Stay near popular Winchendon attractions

Lake Dennison State Recreation Area

10.0/10 (1 review)
You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views.
See properties

Frequently asked questions

How much are vacation packages to Winchendon?
Vacation packages, including flights and hotels in Winchendon, start from as little as . Make your travel fantasies come to life and secure your vacation with Travelocity today.
Where can I get the best vacation package deals for Winchendon?
Find your dream escape at Travelocity. With access to 400 airlines and an incredible 1,000,000 properties worldwide, creating the perfect Winchendon package deal couldn't be simpler.
Why should I purchase my Winchendon vacation bundle via Travelocity?
Nothing beats the peace of mind knowing you've scored the best price available — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.
Will I save money on my Winchendon car rental if I bundle it with my hotel or flight?
Combining your car, flight and hotel into a Winchendon vacation package is a surefire way to score the best deal. Plus, having your own rental car gives you total freedom to find your way to all those landmarks you'd like to see. Sitting 55 mi away from Winchendon, Fenway Park is one attraction that should be on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Winchendon?
Logan Intl. Airport (BOS) is 55 mi from the city center and is the starting point for many fun adventures. Alternatively, Bradley Intl. Airport (BDL) is 60 mi away from central Winchendon and Manchester-Boston Regional Airport (MHT) is 35 mi away from central Winchendon.
What is there to do in Winchendon?
Lake Dennison State Recreation Area is one of the memorable sights that make Winchendon such a popular tourist destination. But allow some extra time to experience its lesser-known attractions too. This is often where the best vacation memories are made.
Where should I stay when visiting Winchendon?
The Amazing Lakefront property, Private in ground pool, Epic views of Lake Monomonac is the first choice of many visitors. Book soon before it's too late.

Photos of local treasures

Browse Winchendon vacation photos for more inspiration

A river reflecting autumn trees and a dense forest.
A calm river reflecting autumn trees and a clear sky.
A hilly landscape with a tower on top, dense forest, and a cloudy sky.
A calm lake reflecting autumn trees with red, orange, and yellow foliage.