Photo by Ed Gaffny

Compare and book 2 Star hotels in Cheshire, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out
    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Cheshire 2 Star Hotels

This weekend
Next weekend

Top Cheshire 2 Star Hotels

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (805)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is 2.083.704 ₫
2.327.418 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Lenox

FairBridge Inn Express

2.5 star property
5.4 out of 10, (786)
"Good service and people"
The price is 2.112.718 ₫
2.359.905 ₫ total
includes taxes & fees
19 Oct - 20 Oct
FairBridge Inn Express

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Nice area to visit "
The price is 3.537.022 ₫
3.950.861 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Great property would certainly stay again."
The price is 2.681.912 ₫
2.995.696 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (51)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is 3.788.912 ₫
4.232.215 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1002)
"Staff was very helpful - easy location - clean rooms!"
The price is 2.443.736 ₫
2.729.653 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Quality Inn

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (825)
"Nicely remodeled "
The price is 2.109.816 ₫
2.356.695 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Inn

Howard Johnson by Wyndham Williamstown

2.0 star property
6.6 out of 10, (884)
"Great affordable place to stay while in the northern Berkshires."
The price is 2.901.096 ₫
3.240.555 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Howard Johnson by Wyndham Williamstown

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Very clean, nice amenities , great location!!"
The price is 3.564.716 ₫
3.981.787 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Berkshires-Lenox

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (384)
"our stay was great."
The price is 4.009.152 ₫
4.478.223 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Williamstown

Williamstown Motel

2.0 star property
9.4 out of 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."
The price is 2.083.704 ₫
2.327.497 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Williamstown Motel

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (746)
"Perfect location for our passing through vacay."
The price is 2.083.704 ₫
2.327.418 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Villager Motel

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (957)
"Very quaint inn, comfortable beds, very clean. Most cheerful staff and great fresh fruit and variety at breakfast."
The price is 2.350.102 ₫
2.625.204 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Willows Motel Williamstown

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (867)
"Very nice staff, nice breakfast"
The price is 1.970.287 ₫
2.325.835 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (447)
"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. "
Berkshire Travel Lodge

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (72)
"Quiet and quaint place. I have stayed a couple of times."
The price is 2.702.617 ₫
2.964.771 ₫ total
includes taxes & fees
7 Oct - 8 Oct
The Springs Motel

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (635)
"Easy check in"
The price is 1.653.511 ₫
1.846.971 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Lee - Great Barrington

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (271)
"Wonderful ambience and people!"
The price is 3.587.136 ₫
4.006.831 ₫ total
includes taxes & fees
3 Nov - 4 Nov
The Whitlock

Pilgrim Inn

2.5 star property
5.8 out of 10, (326)
"The temperature was fine. Noticed no hot water at the sink but fine in the shower. Used both the microwave and the mini refrigerator. Appreciated both and the table to eat at. A room with twin beds for a solo traveler would save the housekeeper having to remake a 3/4 unused king bed! The Pilgrim Inn is my "home-away-from-home twice a year!"
The price is 2.112.718 ₫
2.359.905 ₫ total
includes taxes & fees
17 Oct - 18 Oct
Pilgrim Inn

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (445)
"Interesting cosy room, lovely seats on verandah, easy walk across bridge to Inn, easy tea and coffee maker."
1896 House Country Inn & Motels
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 Cheshire.
Still don't see what you're looking for?
See all properties in Cheshire.
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.

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking and natural setting.

Photo by Ed Gaffny
Open Photo by Ed Gaffny

Top Cheshire Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia