Photo by Ed Gaffny

Compare and book 3 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 3 Star Hotels

This weekend
Next weekend

Top Cheshire 3 Star Hotels

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (676)
"Very convenient set up of both room and kitchen, resort very easy to navigate. "
The price is 2.458.309 ₫
3.335.171 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2039)
"Really nice place at a reasonable price"
The price is 2.419.420 ₫
2.991.837 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1000)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is 3.647.801 ₫
4.074.594 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (748)
"The lodging was convenient to all the area attractions."
The price is 3.062.254 ₫
3.788.746 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (745)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
The price is 2.307.873 ₫
2.577.895 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1006)
"great place have stayed several times, and hope to return."
The price is 3.930.024 ₫
5.568.238 ₫ total
includes taxes & fees
6 Nov - 7 Nov
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (892)
"Excellent customer service and great rooms"
The price is 2.716.728 ₫
3.034.585 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (777)
"Great property! Very large clean room in a unique hotel! "
The price is 3.244.248 ₫
3.623.799 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Hotel On North

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great Indian restaurant in the hotel!"
The price is 2.802.450 ₫
3.130.336 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (981)
"Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!"
The price is 3.930.024 ₫
4.389.836 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Mountain Resort

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (425)
"Great hotel, lovely pool and hot tub. We got upgraded to a suite!"
The price is 4.685.696 ₫
5.823.162 ₫ total
includes taxes & fees
6 Nov - 7 Nov
The Porches Inn at Mass MoCA

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1003)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is 3.367.687 ₫
4.792.876 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (575)
"The front desk, food service, and housekeeping staff were all very friendly. The room was immaculate as well. "
The price is 3.455.256 ₫
3.859.521 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Lenox Berkshires

The Constance by the Lenox Collection

3.5 star property
8.4 out of 10, Very good, (549)
"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "
The price is 2.500.181 ₫
2.792.691 ₫ total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection

Apple Tree Inn

3.0 star property
8.6 out of 10, Excellent, (309)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
The price is 4.367.866 ₫
4.878.906 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Apple Tree Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (546)
"Good place to take your family."
Club Wyndham Bentley Brook

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (647)
"We always stay at the Garden Inn when visiting the Berkshires."
The price is 3.568.409 ₫
3.985.941 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield

Gregory House Country Inn

3.0 star property
8.8 out of 10, Excellent, (69)
"Tried this inn as we were traveling between states visiting our kids at different colleges Reasonable priced Room was very clean Staff was friendly Plenty of parking Restaurant on site Would stay again "
The price is 2.967.300 ₫
3.293.703 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Gregory House Country Inn

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (131)
"We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights"
The Ponds at Foxhollow

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is 4.009.152 ₫
4.478.223 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Element Lenox Berkshires
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-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

Frequently asked questions

What are the best 3-star hotels in Cheshire?
Expedia customers in search of a comfortable and convenient Cheshire property often select Club Wyndham Bentley Brook. This 3-star hotel, around 16 km west of the centre, comes with a garden and a barbecue grill. Want another suggestion? Located 23 km southwest of downtown and including premium bedding and mountain views, Hotel On North is another go-to choice for guests.
How much does it cost to stay in a 3-star hotel in Cheshire?
To look for an economical 3-star hotel in Cheshire, use our handy filter tool. Decide on your budget, choose your amenities and more. You can also display your search results so the cheapest properties are at the top.

  • Search for the lowest price per night right now from 2.910.856 ₫

What is the difference between a 4-star and 3-star hotel in Cheshire?
Book a stay at a 3-star hotel and you can expect comfortable and well-kept rooms and amenities such as WiFi, gym equipment and tea and coffee making facilities. These properties may also feature an on-site restaurant and bar. Elevate your Cheshire holiday by selecting a 4-star hotel. With things like a wellness centre, 24-hour room service and luxury toiletries, you'll enjoy a superior level of comfort and relaxation.

Explore a world of travel with Expedia

Explore a world of travel with Expedia