Compare and book 2 Star hotels in Windsor, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Windsor 2 Star Hotels

Top Windsor 2 Star Hotels

FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (766)
"Close to our target event a plus"
The price is 1.868.081 ₫
2.086.681 ₫ total
includes taxes & fees
3 Sept - 4 Sept
FairBridge Inn Express
Red Roof Inn PLUS+ South Deerfield – Amherst
Desk, laptop workspace, blackout curtains, iron/ironing board

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1000)
"Friendly staff and good place for the price. You get everything you need, is clean and close to dinning/shopping. I recommend it. "
The price is 2.813.709 ₫
3.142.913 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Red Roof Inn PLUS+ South Deerfield – Amherst
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Wonderful place to stay"
The price is 3.523.343 ₫
3.935.582 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Yankee, Trademark Collection by Wyndham
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very clean rooms and excellent staff."
The price is 3.126.343 ₫
3.492.124 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Best Western Plus Berkshire Hills Inn & Suites
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (783)
"My stay was perfect. I can't wait to stay there again. "
The price is 2.075.646 ₫
2.318.418 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Howard Johnson by Wyndham Lenox
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great staff! Comfortable bed! "
The price is 3.774.260 ₫
4.215.849 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn & Suites Berkshires-Lenox
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is 2.880.944 ₫
3.218.015 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Quality Inn
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (865)
"Humble little hotel. Ideal for a visit to nearby Mass MOCA."
The price is 2.890.757 ₫
3.229.006 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Howard Johnson by Wyndham Williamstown
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (794)
"good location....easy access to highlight destinations and downtown"
The price is 2.627.137 ₫
2.934.543 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Berkshire Inn
Fairfield Inn & Suites by Marriott Williamstown
Exterior

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (370)
"Great location and breakfast."
The price is 4.125.018 ₫
4.607.645 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Williamstown
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"Lovely hotel in the heart of Lenox. The rooms and property were very nice. The staff was great. We would definitely stay here again!"
The price is 4.625.632 ₫
5.166.831 ₫ total
includes taxes & fees
3 Sept - 4 Sept
The Whitlock
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
The price is 1.674.968 ₫
1.870.939 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (844)
"We thoroughly enjoyed our 1-night stay at the Cozy Corner! Rooms were very clean, and beds very comfortable! They also had a great breakfast, and I loved the outdoor seating area by the babbling brook!"
The price is 2.469.756 ₫
2.898.548 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Cozy Corner Motel
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (14)
"Really enjoyed my stay here, definitely need a car to get around"
The price is 3.998.806 ₫
4.466.666 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (727)
"Great quiet stay. "
The price is 2.338.386 ₫
2.611.898 ₫ total
includes taxes & fees
4 Sept - 5 Sept
The Villager Motel
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (937)
"Great breakfast, clean room, functioning AC and helpfull staff."
The price is 2.341.013 ₫
2.615.051 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Willows Motel Williamstown
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (432)
"Beautiful scenery. Room was not fancy but comfortable and clean. "
The price is 1.773.232 ₫
1.986.051 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Berkshire Travel Lodge
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.0 out of 10, Wonderful, (56)
"Love this renovated motel. They made it cute and trendy"
The price is 3.293.446 ₫
3.612.910 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Springs Motel
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (286)
"Small comfortable room, accommodating staff, very close to Williams College."
The price is 2.341.013 ₫
2.614.912 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Williamstown Motel
1896 House Country Inn & Motels
Miscellaneous

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (432)
"Near hiking for Mt. Greylock and the Appalachian Trail. Nice walking area close by at Lamb's Hill. Clean Older mattress, was OK, but could feel springs a little. If you like a tub, it is tiny. The shower is OK"
1896 House Country Inn & Motels
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 3-star hotels

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

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA
The price is 2.845.974 ₫ per night from 27 Aug to 28 Aug
2.845.974 ₫
3.467.178 ₫ total
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,943 reviews)
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.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Windsor

Explore Windsor: its dining and more!

See all hotels in Windsor

Top Windsor Hotel Reviews