Find Historic Hotels in The Berkshires, MA

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Top The Berkshires Historic Hotels

Beautifully Renovated Colonial Home
5/5 Exceptional! (10 reviews)
Wonderful location
"Comfy, spacious house with a lots of character. Very central location for many Berkshire towns. Lovely grounds. Enjoyed our time there very much,"

Reviewed on Sep 4, 2021

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Beautifully Renovated Colonial Home
Walk to downtown & museums. Ski, sun & fun!
5/5 Exceptional! (12 reviews)
Great weekend getaway
"This was a great house, perfect for a weekend getaway with friends. Everything was exactly as posted, and Tim took good care of us making sure we were well situated when we checked in. Thank you!"

Reviewed on Mar 16, 2020

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Walk to downtown & museums. Ski, sun & fun!
Devonfield Inn B&B
4 out of 5
85 Stockbridge Rd., Lee, MA
The price is $309 per night from Oct 24 to Oct 24
4.9/5 Exceptional! (92 reviews)
"They thought of everything to make our stay comfortable - from plenty of places to charge our devices, luxury bathrobes, and many other amenities."

Reviewed on Oct 16, 2021

Devonfield Inn B&B
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MAKE YOURSELF AT HOME! - FOR SALE - CONTACT OWNER FOR INFORMATION
4.9/5 Exceptional! (51 reviews)
Great
"Everything was great. Highly recommend"

Reviewed on Oct 22, 2021

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MAKE YOURSELF AT HOME! - FOR SALE - CONTACT OWNER FOR INFORMATION
Federal House Inn
3.5 out of 5
1560 Pleasant Street, Route 102, South Lee, MA
4.8/5 Exceptional! (178 reviews)
"Beautiful old house. Personable, helpful and accommodating staff. Wonderful homemade breakfast, wine hour and snacks. We had a great stay."

Reviewed on Dec 8, 2019

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Federal House Inn
Shaker Mill Inn
2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is $145 per night from Nov 3 to Nov 3
4.8/5 Exceptional! (265 reviews)
"John was an excellent host. The room was amazing and very comfortable. The bed was very comfortable. It was a very relaxing stay and we wish we would have booked an extra day there to just relax and chill on our trip through New England."

Reviewed on Sep 29, 2021

Shaker Mill Inn
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is $137 per night from Nov 14 to Nov 14
4.7/5 Exceptional! (345 reviews)
"EXCELLENT HOTEL, VERY GOOD FOOD AT THE RESTAURANT IN THE HOTEL , VERY GOOD SERVICE"

Reviewed on Oct 17, 2021

Hotel On North
Chambery Inn
3 out of 5
199 Main St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is $300 per night from Oct 24 to Oct 24
4.7/5 Exceptional! (303 reviews)
"Spacious and high ceilings"

Reviewed on Aug 23, 2021

Chambery Inn
The Porches Inn
3.5 out of 5
231 River Street, North Adams, MA
4.7/5 Exceptional! (241 reviews)
"We had a lovely getaway weekend here. Walking distance to MassMOCA and good eats/imbibes on MassMOCA campus and nearby (we went to PUBLIC). Coffee available at 6am. Short drive to nature trails, including Appalachian Trail. Beautifully landscaped grounds in the summer. Helpful and friendly staff. ..."

Reviewed on Aug 13, 2021

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The Porches Inn
The Cornell Inn, Lenox
3 out of 5
203 Main St, Lenox, MA
The price is $196 per night from Oct 24 to Oct 24
4.6/5 Wonderful! (313 reviews)
"Beautiful location, central gathering/breakfast/afternoon gathering location was so pretty. Blessed with good weather in mid-October. Coi/really big goldfish ;-) pond was great and the deck was magical in the fall setting, lights and on Friday night live music and the weekly burger dinner. Our room ..."

Reviewed on Oct 20, 2021

The Cornell Inn, Lenox
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $101 per night from Nov 8 to Nov 8
4.6/5 Wonderful! (749 reviews)
"Everything was good. The bed was not comfortable too soft"

Reviewed on Oct 15, 2021

Hampton Inn & Suites Berkshires Lenox
Hampton Terrace Inn
4 out of 5
91 Walker Street, Lenox, MA
The price is $319 per night from Oct 24 to Oct 24
4.4/5 Excellent! (41 reviews)
"My husband and I stayed at the Hampton Terrace Inn for 2 nights this September. We were looking for safe place to stay during these unfortunate COVID-19 pandemic times, with the option of separate lodging. We therefore stayed in one of the cottage suites which we found to be large, comfortable, quiet, ..."

Reviewed on Oct 3, 2021

Hampton Terrace Inn
The Egremont Village Inn
3 out of 5
17 Main Streeet, South Egremont, MA
4.3/5 Excellent! (104 reviews)
"The AC in the room was noisy and hard to regulate. The Breakfasts were delicious The staff were very helpful and friendly They were preparing to add a coffee shop so there were construction materials around - that will be a nice addition Because of COVID, it was difficult to find dining options near ..."

Reviewed on Aug 2, 2021

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The Egremont Village Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is $168 per night from Nov 15 to Nov 15
4.3/5 Excellent! (482 reviews)
"Red Lion is one of a kind, Sitting on the porch is extremely relaxing."

Reviewed on Sep 28, 2021

The Red Lion Inn
The Orchards Hotel
3.5 out of 5
222 Adams Rd, Williamstown, MA
4.2/5 Excellent! (448 reviews)
"A little dated. Restaurant shut down for renovations, disappointing"

Reviewed on Mar 9, 2020

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The Orchards Hotel
Gateways Inn & Restaurant
3 out of 5
51 Walker St, Lenox, MA
The price is $220 per night from Nov 21 to Nov 21
4.2/5 Very Good! (59 reviews)
"Comfortable, traditional inn with excellent service and restaurant. Facilities were clean and up to date. Walking distance to everything in town. Highly recommended."

Reviewed on Oct 4, 2021

Gateways Inn & Restaurant
Whistler's Inn Bed & Breakfast
3.5 out of 5
5 Greenwood Street, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $204 per night from Oct 24 to Oct 24
4/5 Very Good! (225 reviews)
"Inn has only open 3 weeks, musty terrible smells. Breakfast never provided and cold coffee. No tv or internet as advertised. Limited parking."

Reviewed on Aug 28, 2021

Whistler's Inn Bed & Breakfast
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is $104 per night from Nov 2 to Nov 2
3.9/5 Very Good! (240 reviews)
"Room was spacious and clean. However, the parking conditions were less than convenient."

Reviewed on Oct 18, 2021

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Travelodge by Wyndham Great Barrington Berkshires
2 out of 5
400 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $59 per night from Nov 1 to Nov 1
3.8/5 Good! (274 reviews)
"Good location, quiet, very clean, close to restaurants"

Reviewed on Sep 6, 2021

Travelodge by Wyndham Great Barrington Berkshires
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is $94 per night from Oct 24 to Oct 24
3.7/5 Good! (557 reviews)
"Updated and clean!"

Reviewed on Oct 18, 2021

Quality Inn
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Guide to The Berkshires Historic Hotels

When you take a The Berkshires trip out of town, it is easy to pick a chain you are familiar with, or a modern hotel. You know that your rooms will have all the much-needed amenities. But sometimes opting to stay in a more distinguished accommodation can enrich your stay. Staying in a The Berkshires historic hotel still provides you with a well-appointed room and one with lots of personality. Furthermore, it affords you the chance to surround yourself in The Berkshires's past.

If These Walls Could Talk

As soon as you walk through the lobby of your The Berkshires hotel, you'll be transported to a previous era. With their Victorian-style The Berkshires hotels and areas steeped in the past, you'll love how these historic hotels stand apart from their contemporary counterparts. Although these lodgings may be older, they have most of the modern amenities that help you relax on your stay. You will notice your room furnished with a cozy bed, and about anything you may want for a wonderful getaway.

After you have checked-in and had time to look around the hotel property, you can continue to take in this culturally-rich area by visiting the prominent landmarks and art galleries. Of course, all this time traveling can work up an appetite. Make sure to scan the comments and review the recommendations other visitors to The Berkshires think is worth visiting. You can also ask your hotel's front desk staff so you can find out where the best places to enjoy a drink or dinner in The Berkshires are.

Reserve Your The Berkshires Historic Hotel!

If you want to get the most from your The Berkshires visit, staying in one of these vintage hotels will elevate your time spent in this historically-rich region. With Expedia having 845 of these one-of-a-kind hotels to decide from. Rates on these The Berkshires historic hotels range from $59 to . You're bound to find one that ideal for your stay. However, like the historical locations you're exploring, these rates won't last indefinitely. Book soon to get your room in one of these unique properties.

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