Find Historic Hotels in The Berkshires, MA
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Top The Berkshires Historic Hotels
Housatonic, MA
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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Williamstown, MA
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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85 Stockbridge Rd., Lee, MA
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
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4.9/5 Exceptional! (51 reviews)
Great
"Everything was great. Highly recommend"
Reviewed on Oct 22, 2021
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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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2 Oak Street, West Stockbridge, MA
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
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
4.7/5 Exceptional! (303 reviews)
"Spacious and high ceilings"
Reviewed on Aug 23, 2021
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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203 Main St, Lenox, MA
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
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
4.6/5 Wonderful! (749 reviews)
"Everything was good. The bed was not comfortable too soft"
Reviewed on Oct 15, 2021
91 Walker Street, Lenox, MA
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
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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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
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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51 Walker St, Lenox, MA
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
5 Greenwood Street, Lenox, MA
Fully refundableReserve now, pay when you stay
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
One West Street, Pittsfield, MA
Fully refundable
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
400 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
3.8/5 Good! (274 reviews)
"Good location, quiet, very clean, close to restaurants"
Reviewed on Sep 6, 2021
3.7/5 Good! (557 reviews)
"Updated and clean!"
Reviewed on Oct 18, 2021
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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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- Hotels with Free Breakfast (71)
- Golf Hotels (70)
- Hotels & Resorts for Couples (68)
- Hotels with a Pool (59)
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- Mass MoCA (23.1 mi)
- Williams College (23.6 mi)
- Mount Greylock (18.32 mi)
- Norman Rockwell Museum (8.81 mi)
- Jiminy Peak Mountain Resort (12.77 mi)
- National Shrine of the Divine Mercy (7.89 mi)
- Ski Butternut (14.7 mi)
- Tanglewood Music Center (5.35 mi)
- Lee Premium Outlets (5.56 mi)
- Mount Greylock State Reservation Visitor Center (12.43 mi)
- October Mountain State Forest (3.35 mi)
- Natural Bridge State Park (23.83 mi)
- Upstate New York Hotels (132.55 mi)
- Lenox Hotels (4.1 mi)
- Hancock Hotels (12.58 mi)
- Hudson Hotels (30.92 mi)
- The Catskills Hotels (74.33 mi)
- Great Barrington Hotels (14.79 mi)
- Rhinebeck Hotels (45.84 mi)
- Brattleboro Hotels (46.73 mi)
- West Springfield Hotels (35.27 mi)
- West Dover Hotels (42.99 mi)
- Bennington Hotels (34.84 mi)
- Northampton Hotels (29.5 mi)
- Pittsfield Hotels (5.65 mi)
- Stratton Hotels (49.57 mi)
- Hudson Valley Hotels (63.81 mi)
- Williamstown Hotels (23.29 mi)
- Old Chatham Hotels (18.38 mi)
- Holyoke Hotels (31 mi)
- Troy Hotels (34.79 mi)
- Stockbridge Hotels (8.15 mi)
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Hotels
Hotels in WilliamstownCheap Hotels in PittsfieldHotels in PittsfieldHotels in LeePet-friendly Hotels in PittsfieldHotels in BecketHotels in HinsdaleHotels in OtisHotels in South EgremontHotels with Kitchenettes in PittsfieldHotels in RichmondLuxury Hotels in WilliamstownHotels in HancockCheap Hotels in LeeHotels in LenoxHotels in SheffieldPet-friendly Hotels in Lenox
Flights
General
Recent reviews of The Berkshires hotels
Expedia Verified Review
5 / 5 Excellent
Very clean, comfortable bed, very nice staff.
A verified traveler stayed at Yankee Inn
Posted 15 hours ago
Expedia Verified Review
5 / 5 Excellent
I was pleasantly surprised on the overall cleanliness of this hotel. The front desk and restaurant staff were friendly and helpful. Plus quality of the food was exceptional.
I recommend this hotel and would happily stay there again.
A verified traveler stayed at Hilton Garden Inn Lenox Pittsfield
Posted 4 days ago
Expedia Verified Review
5 / 5 Excellent
Everything was super clean and staff were very friendly and helpful. We had a small issue with the tv and the manager showed up to fix it about 30 seconds after we called the office.
A verified traveler stayed at Howard Johnson by Wyndham Lenox
Posted 6 days ago
Expedia Verified Review
5 / 5 Excellent
EXCELLENT HOTEL, VERY GOOD FOOD AT THE RESTAURANT IN THE HOTEL , VERY GOOD SERVICE
A verified traveler stayed at Hotel On North
Posted 7 days ago
Expedia Verified Review
5 / 5 Excellent
Very clean and modern. Helpful front desk staff. Very nice hot breakfast included, with safety guidelines followed (gloves,,asks). I would stay there again.
A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Posted 9 days ago
Expedia Verified Review
5 / 5 Excellent
Great location, beautiful views, nice rooms, great staff
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 9 days ago
Expedia Verified Review
5 / 5 Excellent
Clean, friendly, convenient, nice breakfast.
A verified traveler stayed at Hampton Inn & Suites Berkshires Lenox
Posted 2 weeks ago
Expedia Verified Review
5 / 5 Excellent
I thought the customer service was very friendly, and helpful. Brian worked Monday through Friday. He was so very nice!
A verified traveler from Laconia stayed at Days Inn by Wyndham Great Barrington
Posted 3 weeks ago
Expedia Verified Review
5 / 5 Excellent
Red Lion is one of a kind, Sitting on the porch is extremely relaxing.
A verified traveler stayed at The Red Lion Inn
Posted 1 month ago
