Photo by Ed Gaffny

Compare and book 3 Star hotels in Cheshire, Massachusetts

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Top Cheshire 3 Star Hotels

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Staff super friendly, most comfortable beds imo I’ve slept in. I sleep better there then at my house."
The price is 3.752.138 ₫
4.191.138 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Hotel Downstreet, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (660)
"Wonderful property we’ve been coming here for years"
The price is 3.855.312 ₫
4.671.018 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1838)
"second time stayed here. Love it!"
Vacation Village in the Berkshires

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (740)
"Great boutique hotel"
The price is 3.656.800 ₫
4.084.646 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (494)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (476)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is 3.739.600 ₫
4.177.110 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Constance by the Lenox Collection

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (614)
"Good Attentive Staff with Good Comfortable Room."
The price is 9.288.011 ₫
10.374.864 ₫ total
includes taxes & fees
11 Jul - 12 Jul
Berkshires Untold

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is 6.007.600 ₫
7.877.531 ₫ total
includes taxes & fees
21 Jul - 22 Jul
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (797)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is 2.847.080 ₫
3.180.189 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place"
The price is 3.918.000 ₫
4.376.406 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (558)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is 4.414.280 ₫
4.930.751 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Courtyard by Marriott Lenox Berkshires

Gregory House Country Inn

3.0 star property
9.4 out of 10, Exceptional, (34)
"Wonderful stay and the food is excellent"
The price is 2.938.500 ₫
3.261.735 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Gregory House Country Inn

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (392)
"Perfect for our needs"
The price is 5.148.252 ₫
6.334.118 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Porches Inn at Mass MoCA

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (937)
"It was a fun place to stay. Rooms were clean and dishes well stocked in the kitchenette. "
The price is 4.153.080 ₫
4.638.990 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Jiminy Peak Mountain Resort

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is 3.367.991 ₫
4.784.342 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Cornell Inn, Lenox & The Berkshires

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (528)
"We loved the suite we stayed in. The shower was small, but the water pressure and water temperature were great. Beautiful area!"
Club Wyndham Bentley Brook

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is 5.137.233 ₫
5.738.289 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hilton Garden Inn Lenox Pittsfield

Apple Tree Inn

3.0 star property
8.4 out of 10, Very good, (286)
"The setting is beautiful, the air is fresh, and the atmosphere is calm. Ideal for anyone looking to disconnect and recharge."
Apple Tree Inn

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (100)
"Great Place to stay in Small town"
The price is 2.303.784 ₫
3.592.007 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Blooming Inn

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"very comfortable and pleasant hotel."
The price is 7.552.877 ₫
8.814.208 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Gateways Inn & Restaurant
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Explore similar 4-star hotels

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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 3.369.480 ₫

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.