Hotels with connecting rooms in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with connecting rooms

Top The Berkshires Hotels with connecting rooms

The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Close to Dunkin"
The price is P5,927
P6,620 total
includes taxes & fees
Jan 24 - Jan 25
The Black Swan Lee - Lenox, Ascend Hotel Collection
Chestnut Lodge
Exterior

Chestnut Lodge

3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (725)
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use some touch ups, but overall a solid stay. "
The price is P5,742
P6,414 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Quality Inn
1 bedroom, premium bedding, pillowtop beds, desk

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Good area, close to the restaurant and shop"
The price is P4,956
P5,536 total
includes taxes & fees
Jan 26 - Jan 27
Quality Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby lounge

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.2 out of 10, Wonderful, (679)
"great service"
The price is P9,437
P10,541 total
includes taxes & fees
Jan 21 - Jan 22
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Nice pool and breakfast. Exactly like my previous experiences at Hampton Inn except this was probably the the fewest people I've encountered when staying with this chain. It was very quiet. Had the pool to ourselves for an hour."
The price is P7,421
P8,289 total
includes taxes & fees
Jan 26 - Jan 27
Hampton Inn & Suites Berkshires-Lenox
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (623)
"Excellent place "
The price is P8,651
P9,662 total
includes taxes & fees
Jan 27 - Jan 28
Hilton Garden Inn Lenox Pittsfield
Hotel Downstreet
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1000)
"The Hotel Downstreet is the best hotel. We always enjoy our stay here and never hesitate to stay again when in the area. "
The price is P6,805
P7,602 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Downstreet
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Premium bedding, pillowtop beds, in-room safe, desk

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (587)
"It was nice and clean experience. Staff was very friendly."
The price is P7,327
P8,184 total
includes taxes & fees
Jan 22 - Jan 23
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (677)
"Nice warm place "
The price is P6,858
P7,661 total
includes taxes & fees
Jan 26 - Jan 27
Hotel On North
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.
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Frequently asked questions

How much do hotels with connecting rooms in The Berkshires cost?
You can expect to pay from P4,956 to P9,437 per night for hotels with connecting rooms in The Berkshires. Whatever your budget, you’ll find the perfect stay on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in The Berkshires?
There are multiple hotels with connecting rooms in The Berkshires with a total average guest review rating of 8.1, so you’re sure to find the perfect place for you. If you’re headed to Williamstown, look up Berkshire Valley Inn. This popular 2.5-star hotel comes with connecting rooms, mountain views and self check-in services. Another highly recommended option is Hotel Downstreet. This 3-star Williamstown escape offers a swimming pool and pool sun loungers.
How many hotels with adjoining rooms are there in The Berkshires?
Pick from 27 hotels with adjoining rooms in The Berkshires. Whether you’re on a trip with the entire family or your besties, and wherever you’re going, Expedia will help you secure the ideal space.
What are the top motels with connecting rooms in The Berkshires?
Providing guests with extra space and convenience, motels with connecting rooms in The Berkshires are a budget-friendly way to vacation with your whole crew. If you’re eager to visit Williamstown, book a few days at Willows Motel Williamstown. It’s 2 kilometers southeast of downtown and includes amenities like a garden and a terrace. Another top pick is Williamstown Motel. It has a barbecue grill and individually decorated rooms and is located about 2 kilometers southeast of the center of Williamstown.There are plenty of things to keep you entertained in Williamstown. Williamstown Theatre Festival and Sterling and Francine Clark Art Institute are two great places to start.
Why book your hotel with connecting rooms in The Berkshires with Expedia?
Booking a hotel with connecting rooms in The Berkshires is as simple as clicking on your travel dates and picking an option that meets your requirements. After something luxurious or low cost, or a stay that also includes free WiFi? Use Expedia’s search filters to further narrow your search results and find the perfect fit.
How can I find cheap hotels with connecting rooms in The Berkshires?
Expedia can help you narrow your search for cheap hotels with connecting rooms in The Berkshires. To reserve the perfect stay in a matter of clicks, try out our convenient filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in The Berkshires near my hotel with connecting rooms?
Whatever you’re into, there are almost endless things to put on your to-do list in The Berkshires. If you’re vacationing in Williamstown, be sure to look around Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory. Escaping to Pittsfield? Bousquet Ski Area, Barrington Stage Company and Berkshire Museum are some major attractions here.