Winchendon Holiday Packages

Save when you book Winchendon package deals

Choose two or more items and save on your trip:

Book your Winchendon holiday

You work really hard for your cash, so don't waste it — Wotif is here to help.

Our neat little package deals combine your flights and hotels to make life easy.

Travelling in Winchendon will be worry free with all those savings.

Many travellers save up to . Also, you have the opportunity to mix and match from more than 550 airlines and 665,000 worldwide properties.

Wotif boasts some of the most competitive prices under the sun. So quit daydreaming and start creating new experiences.

Winchendon Accommodation

Look on the positive side — while there mightn't be any Wotif-listed properties available in Winchendon at this moment in time, you'll get to explore another fantastic place. Rindge is 8 kilometres away and has some terrific accommodation options, such as the Benjamin Prescott Inn, The Monadnock Inn and Woodbound Inn.

Holidays to Winchendon

Longing to kick your feet up and chill out in Winchendon? We hear you. Get there quicker, or at least a bit more clued up, by learning a bit more about this spectacular destination.

It won't take long to reach Winchendon from a couple of major close-by cities. It's a commute of 8 kilometres to the southwest from Rindge and 10 kilometres to the west from Ashburnham.

Whether you're interested in facts and figures or not, it never hurts to know how many people live in the place you're travelling to. In this part of Massachusetts, the population is around about 4 000.

Top Winchendon hotels

Cozy Lakefront Cottage

Cozy Lakefront Cottage

Winchendon
Cozy Lakefront Cottage: Holiday home with free WiFi and parking. Located on a lake.
Spend your time enjoying nature and the outdoors. Do your grocery shopping during the day as the road is winding and dark. Enjoy evenings sitting around the firepit or on the porchswing literally on the water!! Access to canoes and paddles at your leisure. Full kitchen.

Reviewed on 28 Sept 2025

Opens in a new windowCozy Lakefront Cottage
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
The Colonial Hotel: Pet-friendly hotel with free WiFi and free parking. Located near skiing.
Property was great

Reviewed on 8 Nov 2025

Opens in a new windowThe Colonial Hotel
Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3 out of 5
Winchendon
Modern Waterfront Gem w/ Dock on Lake Monomonac: Cottage with free WiFi and free parking.
Opens in a new windowModern Waterfront Gem w/ Dock on Lake Monomonac
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.