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Chesapeake Inn of Lenox

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The Chesapeake Inn of Lenox features: Four guestrooms with full, private, ceramic tiled baths; Three guestrooms with queen-sized beds; One guestroom with a queen-sized bed; and a twin-sized, custom built murphy bed; Central air-conditioning in the guest rooms; Free WI-FI HOTSPOT: High-speed, wireless, internet access; a 75 foot, in-ground, heated, lap pool. We pride ourselves on the personal services provided to our guests. For example, your full "Whatever You Want and Whenever You Want" breakfast will include your personal selections. Snacks are provided throughout the day and evening. During the summer season, fresh cut flowers are in each room, and every room has 2 windows with flowered window boxes. You are encouraged to use the grounds and barbecue. On Saturday evenings, we offer a complimentary BBQ during the summer season. It is only 1/4 mile from the Chesapeake Inn to Tanglewood's East Gate. This is an easy stroll for most people. It is 1 mile to the center of Lenox. It is less than 1 mile to Kripalu.
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Property amenities
Wheelchair access
Free High Speed Internet (WiFi)
Breakfast included
Business Center with Internet Access
Breakfast Available
Shuttle Bus Service
Free Parking
Public Wifi
Meeting Rooms
Laundry Service
Non-Smoking Hotel
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Room features
Non-Smoking Rooms
Air Conditioning
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Getting there
Albany Intl Airport37 mi
Bradley Intl Airport43 mi
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Reviews (23)
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1 - 5 of 23 reviews
Reviewed September 17, 2018

The host was very accommodating and eager to help. So nice to not have to fit into a defined breakfast schedule. One morning we didn't eat until 11:00, and on the day of departure day we ate at 06:30.

Date of stay: August 2018
Thank susanmorse
Reviewed September 4, 2018

Could not be a more convenient place to stay when attending an event at Tanglewood, where one entrance is practically across the street. John was a kind, thoughtful host, and let us check in a bit early so we could make the performance. Lovely house,...More

Date of stay: September 2018
Thank thunts12
Response from ChesapeakeInn, Owner at Chesapeake Inn of LenoxResponded September 5, 2018

Thank-you, Theresa, for the kind words. It is very gratifying when our efforts to provide a fond memory are recognized. We'll be sure to forward the Tanglewood 2019 schedule as soon as it is announced. Happy Holidays!

Reviewed August 29, 2018 via mobile

John is a very nice man but his place is “past due” as they say. It does smell musty so if you have allergies you do not want to stay here. It is perfectly located for Tanglewood so if shabby and not even remotely chic...More

Date of stay: August 2018
Thank Pamela R
Reviewed July 11, 2018

Nice, short walk to Tanglewood. A lovely room, thoughtful and knowledgable host, custom ordered breakfast all made our visit extra pleasant. Loved the private bathroom! I would strongly recommend! Thank you, John!

Date of stay: June 2018
Thank wrightgrade1
Response from ChesapeakeInn, Owner at Chesapeake Inn of LenoxResponded July 23, 2018

Thank-you, Ann Marie. We're very glad that you have a fond memory.

Reviewed June 25, 2018

The Inn is very conveniently located to Tanglewood which attracted us. Thanks for all of hospitality to the Innkeeper John who was very personable and shared with us special knowledge of Tanglewood. The room was comfortable and pleasant with a working WiFi and John prepares...More

Date of stay: July 2017
1  Thank Antonina W
Response from ChesapeakeInn, Owner at Chesapeake Inn of LenoxResponded July 23, 2018

Thank-you very much, Antonina. Your thoughts are definitely appreciated. Hopefully you'll allow us to serve you in the future.

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Room Tips
"The front bedroom second floor is perfect, private and we could "people watch" everyone going to..."
Jul 11, 2018
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"Each of the rooms are different. When you call John, he can describe each one for you."
Aug 18, 2012
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"John can let you know which rooms are bigger, more private, etc. Just ask. :-)"
Jul 17, 2012
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$444 - $445 (Based on Average Rates for a Standard Room)
United StatesMassachusettsBerkshiresLenox
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