A lake surrounded by autumn-colored trees and hills.

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Check availability on Cheshire 3 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Cheshire 3-star hotels

Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,005 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is 4.228.951 ₫
4.723.738 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Hotel Downstreet, an Ascend Collection Hotel
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,480 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is 2.609.422 ₫
3.203.499 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Vacation Village in the Berkshires
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,028 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is 3.164.106 ₫
4.122.384 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Berkshire Mountain Lodge
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is 4.904.161 ₫
6.654.104 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Red Lion Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,020 reviews)
"Nice place to stay."
United States
Debra
The price is 4.050.649 ₫
4.524.575 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Berkshires Untold
Exterior

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,003 reviews)
"This was our third stay. we love the quiet, unusual for a large resort complex, the mountain views and the spacious and comfortable accommodations. On the Jiminy Peak property, so it's a two minute walk to all the Summer mountain activities."
United States
MARK
The price is 4.711.996 ₫
5.263.300 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Jiminy Peak Mountain Resort
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,005 reviews)
"Staff was fabulous and extremely helpful and friendly. Valey parking was terrific!!! and FREE Great to have since we had to park at the bank next to the hotel while there was construction in front of the building. Rooms were tidy and very clean Breakfast was excellent with a large variety of offerings"
United States
Margaret
The price is 2.923.543 ₫
3.265.492 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (880 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is 5.764.956 ₫
6.439.456 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Hotel On North
Property amenity

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (944 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is 3.660.615 ₫
4.603.541 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,002 reviews)
"enjoyable stay"
United States
James
The price is 4.975.236 ₫
5.557.338 ₫ total
includes taxes & fees
29 Jul - 30 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
United States
Judith
The price is 4.330.193 ₫
4.981.931 ₫ total
includes taxes & fees
29 Jul - 30 Jul
The Cornell Inn, Lenox & The Berkshires
Property amenity

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (421 reviews)
"clean room and fast response to request"
United States
hui
The price is 5.422.744 ₫
6.057.206 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Fairfield Inn & Suites by Marriott Williamstown
Outdoor pool

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (486 reviews)
"Very beautiful hotel! The room was very clean."
United States
Daniel
The price is 6.136.124 ₫
7.442.321 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Porches Inn at Mass MoCA
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (641 reviews)
"I usually stay here when I'm going to a concert at Tanglewood, it's comfortable, quiet, and convenient. The staff are really friendly. There's a Tesla EV charging station directly across Route 20 from the hotel."
United States
Michael
The price is 6.018.983 ₫
6.723.204 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Courtyard by Marriott Lenox Berkshires
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (698 reviews)
"Five Star stay!"
United States
Adeline
The price is 5.061.579 ₫
5.653.784 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Lenox Pittsfield
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.2 out of 10, Wonderful, (117 reviews)
"Nice stay for a day with family.."
United States
Raghvendra
The price is 2.961.450 ₫
3.287.210 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Gregory House Country Inn
Lobby

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (30 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is 5.580.688 ₫
6.233.628 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Element by Marriott Lenox Berkshires
Front of property – evening/night

The Ponds at Foxhollow

The Ponds at Foxhollow
3.0 star property
Lenox
8.6 out of 10, Excellent, (143 reviews)
"Great place"
United States
Lisa
The Ponds at Foxhollow
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (36 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is 4.359.254 ₫
4.869.413 ₫ total
includes taxes & fees
28 Jul - 29 Jul
The Revival House
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (507 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is 4.477.712 ₫
5.001.823 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Whistler's Inn Bed & Breakfast
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Cheshire.
The Williams Inn

The Williams Inn

101 Spring Street Williamstown MA
The price is 7.344.396 ₫ per night from 16 Aug to 17 Aug
7.344.396 ₫
8.203.690 ₫ total
16 Aug - 17 Aug
includes taxes & fees
9.6/10 Exceptional! (648 reviews)
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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 lake views.

See all hotels in Cheshire
A lake surrounded by autumn-colored trees and hills.

Top Cheshire Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The property was well maintained and it is managed very well. For me and my wife, it is the perfect property to stay, because we attend the Tangelwood Festival in Lenox. We always enjoy a vacation club or timeshare rather than a simple hotel room. This way we can fix our own meals or go out and feast on some of the restaurants in Lenox and the Berkshire mountain area."
Peter 2-night trip
Posted 2 hours ago
Berkshire Mountain Lodge

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 3.058.059 ₫

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.