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Pet friendly Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Pet friendly Hotels

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for The Berkshires pet-friendly hotels

Property entrance

1. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (886 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is P12,126
P13,545 total
includes taxes & fees
Aug 31 - Sep 1
Hotel On North
Lake

2. 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, (1,003 reviews)
"enjoyable stay"
United States
James
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby lounge

3. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,014 reviews)
"Clean and modern hotel close to the center part of Lenox."
United States
Ivana
The price is P9,529
P10,644 total
includes taxes & fees
Aug 23 - Aug 24
Berkshires Untold
Exterior

4. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
"I loved the staff! So friendly and helpful! The coffee was great, the location was perfect!"
United States
Nazli
The price is P10,298
P12,894 total
includes taxes & fees
Aug 11 - Aug 12
Simsbury 1820 House
In-room safe, desk, laptop workspace, blackout drapes

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
"Quite comfortable Beds"
United States
Jermaine
The price is P6,945
P7,758 total
includes taxes & fees
Sep 3 - Sep 4
Best Western Plus Berkshire Hills Inn & Suites
Property grounds

6. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,007 reviews)
"I always enjoy the Red Lion inn."
United States
Merideth
The price is P10,715
P15,008 total
includes taxes & fees
Aug 23 - Aug 24
The Red Lion Inn
Front of property

7. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is P9,213
P10,291 total
includes taxes & fees
Aug 26 - Aug 27
Hotel Downstreet, an Ascend Collection Hotel
Garden

8. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P14,380
P15,775 total
includes taxes & fees
Sep 1 - Sep 2
Shaker Mill Inn
Reception hall

9. Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (305 reviews)
"Great little historical hotel with nice amenities, such as sports courts and a breakfast buffet. The room was large and comfortable!"
United States
Rachel
The price is P17,610
P21,583 total
includes taxes & fees
Aug 6 - Aug 7
Simsbury Inn
Front of property - evening/night

10. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (649 reviews)
"amazing friendly and helpful staff perfect stay!"
United States
Thomas
The price is P14,510
P16,208 total
includes taxes & fees
Aug 16 - Aug 17
The Williams Inn
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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Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"
judy 1-night trip
Posted 2 hours ago
The Red Lion Inn
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 8 days ago
FairBridge Inn Express

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