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Romantic Hotels in The Berkshires

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Top Trending Romantic The Berkshires Hotels

The Cornell Inn, Lenox - Lenox Hotels
Rating: 3.0 Stars

The Cornell Inn, Lenox

203 Main St, Lenox - Map
 
 
"Wonderful anniversary weekend!"
We wanted a special place to spend our anniversary, and we spent hours doing research. We finally came up with the Cornell inn and hit the jackpot. What a lovely place!
Carol from Boston, Massachusetts
Situated in the mountains, this bed & breakfast is close to Shakespeare and Company and Tanglewood. Area attractions also …More
Rookwood Inn - Lenox Hotels
Rating: 3.5 Stars

Rookwood Inn

11 Old Stockbridge Road, Lenox - Map
 
 
"Great central Lenox location"
The room was small and a bit cluttered for our taste, but in character with the Victorian theme. The woner was very helpful and provided us early breakfast as we had to depart to catch a flight.
KJMC from Houston
Situated in Lenox, this bed & breakfast is close to Shakespeare and Company and Tanglewood. Area attractions also include …More
Hampton Terrace B&B - Lenox Hotels
Rating: 3.5 Stars

Hampton Terrace B&B

91 Walker Street, Lenox - Map
 
 
"Very nice place"
very charming, well maintained, everything worked well. It was a hot day outside when I arrived. They had been running the air conditioner in my room so it was already cool when I arrived.
Rob
Situated in Lenox, this bed & breakfast is close to Shakespeare and Company and Tanglewood. Area attractions also include …More
Gateways Inn & Restaurant - Lenox Hotels
Rating: 3.0 Stars
$265

Gateways Inn & Restaurant

51 Walker St, Lenox - Map
 
 
"Perfect jumping off point for all the Berkshires"
From the owners who personally welcomed us and made sure every one of our needs were met, to the delightful homemade breakfast treats and superb Lenox location, this place is a winner. We arrived on a Monday, knowing that most of the area's performance venues would be dark. So after dinner, we returned to Gateways Inn for the "free music," planning to enjoy an after-dinner drink and a little light entertainment. We ended up staying for 2 hours, because the group of 3 performers, plus 2 guest soloists, was spectacular. For the rest of our stay we returned after all of our other performances to catch more of the live music. The location right off downtown Lenox is pleasantly quiet, yet a one-block stroll from Church Street. From here we also had instant access to the roads we needed to easily get anywhere, from Great Barrington and Jacobs Pillow to North Adams and Williamstown. All staff were great as well - keeping our room perfectly clean and delivering every service with visible caring.
Traveller from Boca Raton, FL
Situated in Lenox, this hotel is close to Shakespeare and Company and Tanglewood. Area attractions also include Arrowhead …More
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1862 Seasons On Main B And B

47 Main St, Stockbridge - Map
 
 
"Beautiful B&B"
A wonderful B and B that exceeds your expectations. The friendly innkeeper and staff make you feel right at home. The breakfasts are delicious and served in a lovely dining room each morning. Wine and cheese in the afternoons. I wish I could have spent more time there, 2 days was not enough. It was in a perfect location, and so close to Tanglewood. (just a 5 minute drive).
JA from Brooklyn, NY
In 1862 Seasons on Main Bed and Breakfast was built as a Greek revival era home. Over the years it has comforted many …More
White Horse Inn - Pittsfield Hotels
Rating: 3.0 Stars

White Horse Inn

378 South St, Pittsfield - Map
 
 
My husband and I had a lovely stay at the inn. Our hosts were great and provided information about how to get to Tanglewood and places to eat. The full breakfast was delicious and served in a beautiful sunroom looking out on their well-kept garden. We will definitely return!
A Traveller
Situated in Pittsfield, this bed & breakfast is close to Arrowhead Museum. Area attractions also include Hancock Shake …More
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Wheatleigh

Hawthorne Rd, Lenox - Map
 
 
*Accredited Leading Golf hotel**Participant Leading Golf Society*-------------Town and Country Magazine, May 2014 edition …More
Birchwood Inn - Lenox Hotels
Rating: 3.5 Stars

Birchwood Inn

7 Hubbard Street, Lenox - Map
 
 
"peace and quiet in Lenox"
We had a wonderfully quiet and restful stay in Lenox. Thank you Ellen and Joe for making us so comfortable. First rate.
Oliver from NY
Situated in the suburbs, this bed & breakfast is close to Shakespeare and Company and Tanglewood. Area attractions also …More
Federal House Inn - Lee Hotels
Rating: 3.5 Stars

Federal House Inn

1560 Pleasant Street, Lee - Map
 
 
"Great location. Innkeepers were very informative."
Relaxing atmosphere. Lovely gourmet breakfasts. Would recommend the Federal House Inn.
Roxanne &Steve from Manalapan, New Jersey
Situated in Lee, this bed & breakfast is close to Naumkeag, Prime Outlets Lee, and Norman Rockwell Museum. Area attractions …More
Shaker Mill Inn - West Stockbridge Hotels
Rating: 2.5 Stars

Shaker Mill Inn

7 Albany Road, West Stockbridge - Map
 
 
"mini open condo- home away from home"
My husband and I were due for a getaway and we searched online for a place in the Berkshires. Shaker Mill Inn looked appealing (due in large part to reviews here...). We couldn't have been happier in the Honeymoon Suite. My husband couldn't use the tub for health issues, but I loved it! Other amenities that made it perfect were the breakfast items from a local caterer already in your room the day before. (ie, we arrived and the next day's quiche was in the mini fridge and croissant and cinnamon roll on the cupboard-- Everything delicious!) Mini coffee maker, toaster oven and microwave meant leftovers were a cinch. We had a couch and coffee table in front of the floor to ceiling stone fireplace (gas). I did a puzzle while we were away (a thin yoga mat makes a great roll). It was leisure and lovely. They suggested a couple places to go for me to try snow-shoeing which was great (the activity and the Hilltop Orchards winery we went to for rental.) My husband stayed by the big (real wood) fireplace there with his book and hot chocolate while I went out to see the gorgeous blue sky and surrounding hills. Back at the Inn, Bob and his wife were available if we needed them or had questions, but certainly not an overwhelming presence. We had our own entrance which made it like a real getaway/ almost our own condo rental.
Jeannie from Central MA
Situated in West Stockbridge, this bed & breakfast is in the same area as Tanglewood, Chesterwood, and Norman Rockwell …More

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    The Berkshires Romantic Hotel Guide

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