Title: 2 Stars Hotels in Windsor, Massachusetts from CA $98 - Find Cheap Windsor Hotels With 2 Stars | Expedia.ca

  

[Windsor Travel Guide](https://expedia.ca/Windsor.dx6005427)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6005427.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6005427.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6005427.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d6005427.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# 2 Stars Hotels in Windsor, Massachusetts from CA $98

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)

### 

Treat yourself

Sign in to save 10% or more on thousands of hotels

[Sign in](https://www.expedia.ca/login)

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check availability on Windsor 2 Star Hotels

Tonight

[Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2025-10-10&endDate=2025-10-11&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2025-10-11&endDate=2025-10-12&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Windsor 2 Star Hotels

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/5a6f7f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Lenox

Lenox

7.6/10

Good

(806)

"Great place to stay for overnight stays. Breakfast was appreciated."

CA $111

CA $124 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c204d876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/bd64a090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FairBridge Inn Express

Pittsfield

5.4/10

(791)

"Good service and people"

CA $112

CA $125 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/5f761ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/b8545843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/6eebd994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

7.2/10

Good

(1011)

"Great location"

CA $131

CA $146 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Yankee, Trademark Collection by Wyndham

Lenox

9.0/10

Wonderful

(1004)

"Great location, very clean!"

CA $188

CA $210 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/8666c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

8.6/10

Excellent

(1007)

"Great property would certainly stay again."

CA $142

CA $159 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/2b026b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

9.4/10

Exceptional

(52)

"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"

CA $167

CA $186 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/b5e2455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/05418243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn

Lee

8.4/10

Very good

(1005)

"Staff was very helpful - easy location - clean rooms!"

CA $130

CA $145 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/8f954601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c07737f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Inn

Pittsfield

7.8/10

Good

(826)

"Nicely remodeled "

CA $112

CA $125 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/f5e7ded9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/18aac20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mountain view](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/15afb24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/962c72ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Williamstown

Williamstown

6.6/10

(886)

"Great affordable place to stay while in the northern Berkshires."

CA $154

CA $172 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Williamstown-Hotels-Howard-Johnson-By-Wyndham-Williamstown.h1498642.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/e55e7242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Bed, Non-Smoking, Accessible | View from room](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/5d049cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/ceca8706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Berkshires-Lenox

Lenox

9.2/10

Wonderful

(1002)

"Very clean, nice amenities , great location!!"

CA $167

CA $186 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5d49dcf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/be737544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5e45920f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/dd484194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Williamstown

Williamstown

8.8/10

Excellent

(384)

"our stay was great."

CA $200

CA $224 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/3e40d6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/0c3db9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/f6ede23a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/8e0c73d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Williamstown Motel

Williamstown

9.4/10

Exceptional

(303)

"The rooms are dated but very clean and neat. This family run motel is convenient to everything in Williamstown and the university. The check-in was easy and staff were knowledgeable and kind."

CA $108

CA $121 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Williamstown-Hotels-Williamstown-Motel.h2758858.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/45e111cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/2c0ca8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/488c62c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/6203d3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Villager Motel

Williamstown

8.8/10

Excellent

(748)

"Perfect location for our passing through vacay."

CA $111

CA $124 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/a5e72142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/75e29869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/4a1f06eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/w1290h860x0y968-0dd10b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willows Motel Williamstown

Williamstown

9.0/10

Wonderful

(959)

"Good breakfast; comfortable beds; smiling service; great tv; very accomodating"

CA $125

CA $139 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/caece0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/5062d555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/44727a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/af22be9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Corner Motel

Williamstown

9.2/10

Wonderful

(872)

"Very nice staff, nice breakfast"

CA $105

CA $124 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/126ab2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/beaa7d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/4d496801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free continental breakfast](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/29fdf381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Travel Lodge

Austerlitz

5.4/10

(448)

"The motel seems to be managed and cleaned by the owners. Not the ritz, but clean and a bargain compared with other lodging in the area. The owner was very responsive. "

CA $95

CA $106 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/69831a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Suite, 1 King Bed, Patio | Living area](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/d7f7feed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free continental breakfast on weekends](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/d5a67b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 3 Bedrooms, Mountainside | Living area](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/2f0dc604_edited_9c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Springs Motel

New Ashford

9.2/10

Wonderful

(74)

"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"

CA $139

CA $153 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/0fb6095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/b0a99b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/e4a88a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Lee - Great Barrington

Lee

6.4/10

(635)

"Easy check in"

CA $88

CA $98 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/f0d9797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/8337d62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Queen](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/fbf7e370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/0a525567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Whitlock

Lenox

8.6/10

Excellent

(272)

"We were disappointed in the shabby quality of this venue. But the bathroom had been remodeled. Older hotels can be an adventure and this one was,"

CA $184

CA $205 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Lenox-Hotels-The-Whitlock.h66244754.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/b03b8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/25529e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/997bd7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/d7e3ccf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pilgrim Inn

Lee

5.8/10

(328)

"There was not anyone in the office when we checked in. We had to call a number to get instructions on how to program our key cards for our room."

CA $112

CA $125 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Lee-Hotels-Pilgrim-Inn.h49177721.Hotel-Information)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Windsor-Hotels.s20-0-d6005427.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Windsor-Hotels.s20-0-d6005427.Travel-Guide-Filter-Hotels)

## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windsor.

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

CA $131

CA $177 total

Nov 2 - Nov 3

includes taxes & fees

8.8/10 Excellent! (678 reviews)

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

CA $128

CA $159 total

Nov 2 - Nov 3

includes taxes & fees

8.6/10 Excellent! (2,039 reviews)

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Downstreet, an Ascend Collection Hotel

40 Main St, North Adams, MA

CA $185

CA $207 total

Nov 11 - Nov 12

includes taxes & fees

8.6/10 Excellent! (999 reviews)

[](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Windsor.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6005427&star=20)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6005427&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6005427&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6005427&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6005427&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6005427&star=20&star=20&amenities=WATER_PARK)

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.

## Top Windsor Hotel Reviews

## Find out more about Windsor

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Windsor, Windsor you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Windsor are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Windsor.

## Explore a world of travel with Expedia

-   Lodging
-   Flights
-   Packages
-   Vacation Rental
-   More ways to book

-   [2 Star Hotels in East Village Historic District](https://www.expedia.ca/2Star-East-Village-Historic-District-Amherst-Hotels.s20-n553248621557920008-0.Travel-Guide-Filter-Hotels)
-   [2 Star Hotels in South End](https://www.expedia.ca/2Star-South-End-Springfield-Hotels.s20-n898868902485037056-0.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Franklin](https://www.expedia.ca/3Star-Franklin-Hotels.s30-0-d601800.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Otis](https://www.expedia.ca/3Star-Otis-Hotels.s30-0-d6005412.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Stockbridge](https://www.expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in The Berkshires](https://www.expedia.ca/3Star-The-Berkshires-Hotels.s30-0-d6047665.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Wellesley](https://www.expedia.ca/3Star-Wellesley-Hotels.s30-0-d7665.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Hudson](https://www.expedia.ca/4Star-Hudson-Hotels.s40-0-d6025353.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Newton Upper Falls](https://www.expedia.ca/4Star-Newton-Upper-Falls-Boston-Hotels.s40-n138330-0.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in North Adams](https://www.expedia.ca/4Star-North-Adams-Hotels.s40-0-d9137.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Phillipston](https://www.expedia.ca/4Star-Phillipston-Hotels.s40-0-d3000441438.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Shirley](https://www.expedia.ca/4Star-Shirley-Hotels.s40-0-d6131820.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Sudbury](https://www.expedia.ca/4Star-Sudbury-Hotels.s40-0-d9770.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Uxbridge](https://www.expedia.ca/4Star-Uxbridge-Hotels.s40-0-d168855.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Burlington](https://www.expedia.ca/5Star-Burlington-Hotels.s50-0-d6306.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Paxton](https://www.expedia.ca/5Star-Paxton-Hotels.s50-0-d3000441398.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Sudbury](https://www.expedia.ca/5Star-Sudbury-Hotels.s50-0-d9770.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Sutton](https://www.expedia.ca/5Star-Sutton-Hotels.s50-0-d183346.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in The Berkshires](https://www.expedia.ca/5Star-The-Berkshires-Hotels.s50-0-d6047665.Travel-Guide-Filter-Hotels)
-   [Farmstay in Adams](https://www.expedia.ca/Adams-Agritourism.d6005393-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Adams](https://www.expedia.ca/Adams-Apart-Hotels.d6005393-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Adams](https://www.expedia.ca/Adams-Bed-And-Breakfast.d6005393-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Adams](https://www.expedia.ca/Adams-Chalets.d6005393-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Adams](https://www.expedia.ca/Adams-Guest-Houses.d6005393-aaGuestHouses.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Beach-Hotel.0-0-d6005393-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Cheap-Hotels.0-0-d6005393-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Historic-Hotel.0-0-d6005393-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Mountain-Hotels.0-0-d6005393-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Spa-Hotel.0-0-d6005393-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Adams Hotels](https://www.expedia.ca/Adams-Hotels.d6005393.Travel-Guide-Hotels)
-   [Inns in Adams](https://www.expedia.ca/Adams-Inns.d6005393-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Adams](https://www.expedia.ca/Adams-Lodges.d6005393-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Adams](https://www.expedia.ca/Adams-Resort-Hotels.d6005393-aaResortHotels.Travel-Guide-Accommodation)
-   [B&B in Cheshire](https://www.expedia.ca/Cheshire-Bed-And-Breakfast.d6005398-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Castles in Cheshire](https://www.expedia.ca/Cheshire-Castles.d6005398-aaCastles.Travel-Guide-Accommodation)
-   [Chalets in Cheshire](https://www.expedia.ca/Cheshire-Chalets.d6005398-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Cheshire](https://www.expedia.ca/Cheshire-Guest-Houses.d6005398-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cheap Hotels in Cheshire](https://www.expedia.ca/Cheshire-Hotels-Cheap-Hotels.0-0-d6005398-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Cheshire](https://www.expedia.ca/Cheshire-Hotels-Couples-Resorts-Hotels.0-0-d6005398-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Cheshire](https://www.expedia.ca/Cheshire-Hotels-LGBT-Friendly-Hotel.0-0-d6005398-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Cheshire](https://www.expedia.ca/Cheshire-Hotels-Mountain-Hotels.0-0-d6005398-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Cheshire Hotels](https://www.expedia.ca/Cheshire-Hotels.d6005398.Travel-Guide-Hotels)
-   [Inns in Cheshire](https://www.expedia.ca/Cheshire-Inns.d6005398-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Cheshire](https://www.expedia.ca/Cheshire-Lodges.d6005398-aaLodges.Travel-Guide-Accommodation)
-   [B&B in Cummington](https://www.expedia.ca/Cummington-Bed-And-Breakfast.d183324-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Castles in Cummington](https://www.expedia.ca/Cummington-Castles.d183324-aaCastles.Travel-Guide-Accommodation)
-   [Boutique Hotels in Cummington](https://www.expedia.ca/Cummington-Hotels-Boutique-Hotel.0-0-d183324-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Cummington](https://www.expedia.ca/Cummington-Hotels-Hotel-With-Pool.0-0-d183324-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Cummington Hotels](https://www.expedia.ca/Cummington-Hotels.d183324.Travel-Guide-Hotels)
-   [Motels in Cummington](https://www.expedia.ca/Cummington-Motels.d183324-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Dalton](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Dalton](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cheap Hotels in Dalton](https://www.expedia.ca/Dalton-Hotels-Cheap-Hotels.0-0-d6911-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Dalton](https://www.expedia.ca/Dalton-Hotels-Family-Hotel.0-0-d6911-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Dalton](https://www.expedia.ca/Dalton-Hotels-Spa-Hotel.0-0-d6911-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Dalton Hotels](https://www.expedia.ca/Dalton-Hotels.d6911.Travel-Guide-Hotels)
-   [Lodges in Dalton](https://www.expedia.ca/Dalton-Lodges.d6911-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Dalton](https://www.expedia.ca/Dalton-Motels.d6911-aaMotels.Travel-Guide-Accommodation)
-   [Guest Houses in Hinsdale](https://www.expedia.ca/Hinsdale-Guest-Houses.d6005406-aaGuestHouses.Travel-Guide-Accommodation)
-   [Luxury Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Luxury-Hotel.0-0-d6005406-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Spa-Hotel.0-0-d6005406-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hinsdale Hotels](https://www.expedia.ca/Hinsdale-Hotels.d6005406.Travel-Guide-Hotels)
-   [Cheap Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Cheap-Hotels.0-0-d6005408-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Lanesborough Hotels](https://www.expedia.ca/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels)
-   [Inns in Lanesborough](https://www.expedia.ca/Lanesborough-Inns.d6005408-aaInns.Travel-Guide-Accommodation)
-   [Vacation Homes in Lanesborough](https://www.expedia.ca/Lanesborough-Private-Vacation-Homes.d6005408-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Hotels near Mount Greylock State Reservation Visitor Center](https://www.expedia.ca/Mount-Greylock-State-Reservation-Visitor-Center-Hotels.0-l6272782-0.Travel-Guide-Filter-Hotels)
-   [Farmstay in Peru](https://www.expedia.ca/Peru-Agritourism.d553248634999167831-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Peru](https://www.expedia.ca/Peru-Apart-Hotels.d553248634999167831-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Peru](https://www.expedia.ca/Peru-Bed-And-Breakfast.d553248634999167831-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Peru](https://www.expedia.ca/Peru-Chalets.d553248634999167831-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Peru](https://www.expedia.ca/Peru-Guest-Houses.d553248634999167831-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cheap Hotels in Peru](https://www.expedia.ca/Peru-Hotels-Cheap-Hotels.0-0-d553248634999167831-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Peru](https://www.expedia.ca/Peru-Hotels-Hotel-With-Pool.0-0-d553248634999167831-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Peru](https://www.expedia.ca/Peru-Hotels-Luxury-Hotel.0-0-d553248634999167831-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Peru Hotels](https://www.expedia.ca/Peru-Hotels.d553248634999167831.Travel-Guide-Hotels)
-   [Inns in Peru](https://www.expedia.ca/Peru-Inns.d553248634999167831-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Peru](https://www.expedia.ca/Peru-Lodges.d553248634999167831-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Peru](https://www.expedia.ca/Peru-Motels.d553248634999167831-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in Peru](https://www.expedia.ca/Peru-Resort-Hotels.d553248634999167831-aaResortHotels.Travel-Guide-Accommodation)
-   [B&B in Plainfield](https://www.expedia.ca/Plainfield-Bed-And-Breakfast.d6005414-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Plainfield Hotels](https://www.expedia.ca/Plainfield-Hotels.d6005414.Travel-Guide-Hotels)
-   [Motels in Plainfield](https://www.expedia.ca/Plainfield-Motels.d6005414-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Savoy](https://www.expedia.ca/Savoy-Agritourism.d6005417-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Savoy](https://www.expedia.ca/Savoy-Apart-Hotels.d6005417-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Savoy](https://www.expedia.ca/Savoy-Bed-And-Breakfast.d6005417-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cabin Rentals in Savoy](https://www.expedia.ca/Savoy-Cabins.d6005417-aaCabins.Travel-Guide-Accommodation)
-   [Chalets in Savoy](https://www.expedia.ca/Savoy-Chalets.d6005417-aaChalets.Travel-Guide-Accommodation)
-   [Condo Resorts in Savoy](https://www.expedia.ca/Savoy-Condominium-Resort.d6005417-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Cottages in Savoy](https://www.expedia.ca/Savoy-Cottages.d6005417-aaCottages.Travel-Guide-Accommodation)
-   [Cheap Hotels in Savoy](https://www.expedia.ca/Savoy-Hotels-Cheap-Hotels.0-0-d6005417-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Savoy Hotels](https://www.expedia.ca/Savoy-Hotels.d6005417.Travel-Guide-Hotels)
-   [Inns in Savoy](https://www.expedia.ca/Savoy-Inns.d6005417-aaInns.Travel-Guide-Accommodation)
-   [Motels in Savoy](https://www.expedia.ca/Savoy-Motels.d6005417-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in Savoy](https://www.expedia.ca/Savoy-Resort-Hotels.d6005417-aaResortHotels.Travel-Guide-Accommodation)

-   [Flights to Savoy Mountain State Forest](https://www.expedia.ca/Cheap-Flights-To-Savoy-Mountain-State-Forest.d6339858.Travel-Guide-Flights)
-   [Flights from Adams](https://www.expedia.ca/lp/flights/6005393/flights-from-adams)
-   [Flights from Plainfield](https://www.expedia.ca/lp/flights/6005414/flights-from-plainfield)

-   [Adams Vacations](https://www.expedia.ca/Adams.d6005393.Destination-Travel-Guides)

-   [Dalton Vacation Rentals](https://www.expedia.ca/Dalton-Vacation-Rentals.d6911.Travel-Guide-VacationRentals)

-   [Book 2 Star Hotels in Windsor on Expedia.com](https://www.expedia.com/2Star-Windsor-Hotels.s20-0-d6005427.Travel-Guide-Filter-Hotels)