2 Stars Hotels in Windsor, Massachusetts from CA $104

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Windsor 2 Star Hotels

Our top choices for Windsor 2-star hotels

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,001 reviews)
"Comfy bed, nice front desk staff."
United States
Christina
The price is CA $121
CA $135 total
includes taxes & fees
Apr 26 - Apr 27
Red Roof Inn PLUS+ South Deerfield – Amherst

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is CA $153
CA $171 total
includes taxes & fees
Apr 15 - Apr 16
Best Western Plus Berkshire Hills Inn & Suites

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is CA $128
CA $143 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Lee - Lenox South

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Very clean, modern hotel. Would definitely stay here again. "
United States
Debra
The price is CA $154
CA $172 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Berkshires-Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (846 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is CA $109
CA $122 total
includes taxes & fees
Apr 13 - Apr 14
Howard Johnson by Wyndham Lenox

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is CA $109
CA $121 total
includes taxes & fees
May 3 - May 4
Berkshire Inn

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (897 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is CA $110
CA $129 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Corner Motel

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (292 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
United States
Elaine
The price is CA $152
CA $170 total
includes taxes & fees
Apr 13 - Apr 14
The Whitlock

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is CA $163
CA $182 total
includes taxes & fees
Apr 16 - Apr 17
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College."
United States
Phebe
The price is CA $112
CA $125 total
includes taxes & fees
Apr 13 - Apr 14
Willows Motel Williamstown

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (907 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is CA $125
CA $139 total
includes taxes & fees
Apr 19 - Apr 20
Howard Johnson by Wyndham Williamstown

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (600 reviews)
"Staff is very nice and the rooms are always clean!"
United States
Peter
The price is CA $144
CA $161 total
includes taxes & fees
Apr 23 - Apr 24
Maple Terrace Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (783 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is CA $109
CA $122 total
includes taxes & fees
Apr 16 - Apr 17
The Villager Motel

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (208 reviews)
"Great stay! "
United States
ALEKSey
The price is CA $252
CA $266 total
includes taxes & fees
Apr 14 - Apr 15
Blue Vista Motor Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
"Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. "
United States
Cameron
The price is CA $106
CA $119 total
includes taxes & fees
Apr 13 - Apr 14
Berkshire Travel Lodge

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (661 reviews)
"Good to stay. "
United States
Ibinabo
The price is CA $93
CA $104 total
includes taxes & fees
Apr 26 - Apr 27
Econo Lodge Lee - Great Barrington

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is CA $106
CA $118 total
includes taxes & fees
Apr 20 - Apr 21
Rodeway Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is CA $96
CA $106 total
includes taxes & fees
Apr 26 - Apr 27
Pleasant Valley Motel West Stockbridge

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (567 reviews)
"Cozy, homey feel of our suite. You can tell the owner takes pride of her inn— cute Pinterest inspiration decoration in the room and lobby. The free breakfast and coffee is a great start to the morning. Close to Jiminy Peak, so easy to ski and come back before the kids fall asleep. "
United States
Sue
The price is CA $173
CA $193 total
includes taxes & fees
Apr 16 - Apr 17
Berkshire Valley Inn
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windsor.
Still don't see what you're looking for?
See all properties in Windsor.
You can also use these popular filters to refine your search.
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