Title: 4 Stars Hotels in Winchendon, Massachusetts from CA $222 - Find Cheap Winchendon Hotels With 4 Stars | Expedia.ca

[Winchendon Travel Guide](https://expedia.ca/Winchendon.dx3000441689)[Hotels in Winchendon](https://expedia.ca/Winchendon-Hotels.d3000441689.Travel-Guide-Hotels)[Vacation Rentals in Winchendon](https://expedia.ca/Winchendon-Vacation-Rentals.d3000441689.Travel-Guide-VacationRentals)[Flights to Winchendon](https://expedia.ca/Cheap-Flights-To-Winchendon.d3000441689.Travel-Guide-Flights)[Winchendon Car Rentals](https://expedia.ca/Car-Rentals-In-Winchendon.d3000441689.Car-Rental-Guide)[Winchendon Vacation Packages](https://expedia.ca/Winchendon.d3000441689.Destination-Travel-Guides)

![The Millers River in Winchendon, Massachusetts](https://images.trvl-media.com/place/3000441689/ee34b0fc-35dd-4fd4-bfe5-cd47ccc3b39d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winchendon 4 Star Hotels

Tonight

[Apr 1 - Apr 2](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-04-01&endDate=2026-04-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Apr 2 - Apr 3](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-04-02&endDate=2026-04-03&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-04-10&endDate=2026-04-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchendon 4-star hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/c6e54f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/w3836h2561x0y0-8c0987dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pub](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/23974283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Doubletree by Hilton Hotel Leominster

[](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information)

Leominster

8.6/10

Excellent

(1,000 reviews)

"Very nice stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

CA $199

CA $222 total

includes taxes & fees

Apr 19 - Apr 20

[](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/95000000/94360000/94359600/94359566/bba377a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94360000/94359600/94359566/0a32f823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94359600/94359566/d0a547a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94360000/94359600/94359566/f2a7a018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

[](https://www.expedia.ca/Leominster-Hotels-Cozy-Getaway-10-Miles-To-Mount-Wachusett-Skiing.h94359566.Hotel-Information)

Leominster

[](https://www.expedia.ca/Leominster-Hotels-Cozy-Getaway-10-Miles-To-Mount-Wachusett-Skiing.h94359566.Hotel-Information)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546800/93546732/61f1ecdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546800/93546732/4135eaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546800/93546732/16e266a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546800/93546732/39c4577f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated Vintage Apartment < 1/2 Mi to Main St

[](https://www.expedia.ca/Keene-Hotels-Updated-Vintage-Apartment-12-Mi-To-Main-St.h93546732.Hotel-Information)

Keene

[](https://www.expedia.ca/Keene-Hotels-Updated-Vintage-Apartment-12-Mi-To-Main-St.h93546732.Hotel-Information)

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## Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Centre, where the town's unique toy-making history is celebrated. Lake Dennison Recreation Area offers perfect summer swimming, while winter visitors can explore nearby Wachusett Mountain for skiing in Princeton.

[See all hotels in Winchendon](https://www.expedia.ca/Hotel-Search?startDate=2026-04-15&endDate=2026-04-16&adults=2&regionId=3000441689)

![The Millers River in Winchendon, Massachusetts](https://images.trvl-media.com/place/3000441689/ee34b0fc-35dd-4fd4-bfe5-cd47ccc3b39d.jpg?impolicy=fcrop&w=900&h=599&p=1&q=high)

## Top Winchendon Hotel Reviews

![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf_y.jpg)

### Doubletree by Hilton Hotel Leominster

2/10 Terrible

"Staff and parking were excellent! Room was very dirty. Smells and dust unbearable. 10 minutes into the room, I had an asthma attack from the dust. Further inspection revealed layers of dust on bed frame, behind television, behind desk and under chair. My Saturday was spent on a nebulizer. What a waste of a trip! This is the 2nd time I have stayed at this hotel, NEVER AGAIN! "

[](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information)

## Find out more about Winchendon

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winchendon are calling your name. Known for providing first-rate service in amazing locations, each of the Winchendon 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Winchendon. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winchendon, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winchendon hotels with 4 Stars provide everything you need to unwind in style.

## Frequently asked questions

### How much does it cost to stay in a 4-star hotel in Winchendon?

> - Search for the lowest price from CA $222

### What's the difference between 5-star and 4-star hotels in Winchendon?

### Does Winchendon have any 4-star all-inclusive resorts?

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