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Chesapeake Inn of Lenox

3.0 star property
Comfortable adults-only bed & breakfast, walk to Tanglewood Music Center

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your current months are May, 2024 and June, 2024.
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June 2024

Chesapeake Inn of Lenox

Photo gallery for Chesapeake Inn of Lenox

Property grounds
Exterior
Triple Room, Private Bathroom, Garden View | Iron/ironing board, free WiFi
In-room dining
Triple Room, Private Bathroom, Garden View | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels

Overview of Chesapeake Inn of Lenox

Reviews
7.2

Good

Popular amenities

  • PoolPoolPool
  • Pet friendlyPet friendlyPet friendly
  • Breakfast includedBreakfast includedBreakfast included
  • Parking includedParking includedParking included
  • Free WiFiFree WiFiFree WiFi
  • LaundryLaundryLaundry

Check out the area

Map
210 West Street, P.O. Box 1920, Lenox, MA, 01240
  • Popular LocationTanglewood Music Center5 min walk
  • Popular LocationShakespeare and Company2 min drive
  • Popular LocationThe Mount4 min drive
  • AirportAlbany, NY (ALB-Albany Intl.)54 min drive
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Room options

View all photos for Triple Room, Private Bathroom, Garden View

Triple Room, Private Bathroom, Garden View | Iron/ironing board, free WiFi

Triple Room, Private Bathroom, Garden View

Highlights

Air conditioning
Private bathroom
Shower/tub combination
Daily housekeeping
  • 7 Ping (23 square meters)
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed

View all photos for Double Room, Private Bathroom, Garden View

Double Room, Private Bathroom, Garden View | Iron/ironing board, free WiFi

Double Room, Private Bathroom, Garden View

Highlights

Air conditioning
Private bathroom
Shower/tub combination
Daily housekeeping
  • 6.30 Ping (21 square meters)
  • Sleeps 2
  • 1 Queen Bed

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Property grounds

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Kitchen
Parking included
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About the neighborhood

Lenox

Located in Lenox, Chesapeake Inn of Lenox is next to a golf course and near the beach. Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum are cultural highlights, and some of the area's notable landmarks include Frelinghuysen Morris House and Studio and The Mount. Lenox Library and Shakespeare and Company are two other places to visit that come recommended. Spend some time exploring the area's activities, including skiing.
Visit our Lenox travel guideOpens in a new window
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What's nearby

  • Tanglewood Music Center - 5 min walk
  • Lenox Library - 2 min drive
  • Ventfort Hall Mansion and Gilded Age Museum - 2 min drive
  • Shakespeare and Company - 2 min drive
  • The Mount - 4 min drive

Getting around

  • Pittsfield Intermodal Transportation Center - 15 min drive
  • Albany Intl. Airport (ALB) - 54 min drive

Restaurants

  • Antimony Brewing - Craft Brewery & Kitchen - 5 min drive
  • Harvest Moon Restaurant - 7 min drive
  • Spirited - 8 min drive
  • Arizona Pizza Co. - 8 min drive
  • No. Six Depot Roastery & Cafe - 11 min drive

About this property

Chesapeake Inn of Lenox

Bed & breakfast near Tanglewood Music Center
Located close to Frelinghuysen Morris House and Studio and Lenox Library, Chesapeake Inn of Lenox provides free cooked-to-order breakfast, an adjacent golf course, and a terrace. In addition to a garden and dry cleaning/laundry services, guests can connect to free in-room WiFi.
Additional perks include:
  • An outdoor pool
  • Free self parking
  • A free area shuttle, an outdoor tennis court, and 1 meeting room
  • Free newspapers, tour/ticket assistance, and smoke-free premises
Room features
All guestrooms at Chesapeake Inn of Lenox boast thoughtful touches such as air conditioning, as well as amenities like free WiFi and free newspapers.
Extra conveniences in all rooms include:
  • Bathrooms with shower/tub combinations and free toiletries

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free area shuttle
  • Free self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free cooked-to-order breakfast available daily
  • A restaurant

Things to do

  • Outdoor pool
  • Outdoor tennis court

Conveniences

  • 24-hour front desk
  • Free newspapers in lobby
  • Laundry facilities
  • Luggage storage

Guest services

  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Tour and ticket assistance

Business services

  • Business center
  • Meeting room

Outdoors

  • Barbecue grill
  • Garden
  • Picnic area
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair-accessible parking

More

  • 1 building
  • 2 floors
  • Built in 1845
  • Smoke-free property

Room amenities

Bathroom

  • Free toiletries
  • Hair dryer (on request)
  • Private bathroom
  • Shower/bathtub combination
  • Towels

More

  • Air conditioning
  • Free daily newspapers
  • Iron/ironing board on request

Policies

Check-in

Check-in start time: noon; Check-in end time: midnight
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

Front desk staff will greet guests on arrival

Access methods

Staffed front desk

Pets

Pets stay free
Service animals are welcome, and are exempt from fees

Children and extra beds

Children younger than 12 are not allowed at this adults-only property; all guests 12 and older are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0009171520
This property accepts credit cards

We should mention

Guests under 12 years old are not permitted at this adults-only property

Property is also known as

Chesapeake Inn Lenox
Chesapeake Lenox
Chesapeake Inn of Lenox Lenox
Chesapeake Inn of Lenox Bed & breakfast
Chesapeake Inn of Lenox Bed & breakfast Lenox

Frequently asked questions

Does Chesapeake Inn of Lenox have a pool?

Yes, this property has an outdoor pool.

Is Chesapeake Inn of Lenox pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Chesapeake Inn of Lenox?

Self parking is free at this property.

What time is check-in at Chesapeake Inn of Lenox?

Check-in start time: noon; Check-in end time: midnight.

What time is check-out at Chesapeake Inn of Lenox?

Check-out is at 11:00 AM.

Where is Chesapeake Inn of Lenox located?

Situated in Lenox, this golf bed & breakfast is within 1 mi (2 km) of Tanglewood Music Center and Lenox Library. Ventfort Hall Mansion and Gilded Age Museum and Frelinghuysen Morris House and Studio are also within 2 mi (3 km).

Chesapeake Inn of Lenox Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 3 out of 8 reviews" "
Rating 8 - Good. 0 out of 8 reviews" "
Rating 6 - Okay. 4 out of 8 reviews" "
Rating 4 - Poor. 1 out of 8 reviews" "
Rating 2 - Terrible. 0 out of 8 reviews" "

7.2/10

Cleanliness

9.4/10

Staff & service

6.0/10

Amenities

6.8/10

Property conditions & facilities

Reviews

6/10 Okay

Verified traveler

Traveled with partner
Liked: Staff & service
Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive
Stayed 1 night in Oct 2019

10/10 Excellent

Vincent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Location, location, location
John the Innkeeper is overly accommodating and offers terrific advice. The location couldn't be better and Lenox (downtown) is charming.
Stayed 2 nights in Aug 2019

6/10 Okay

Verified traveler

Stayed 1 night in Jul 2019

4/10 Poor

Anna, Oakland

Traveled with partner
Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
The goodwill of the property owner does not outweigh the downsides of the property, unfortunately. The owner is kind, attentive, and very responsive. The bed had springs that you could feel (the owner did make an attempt to rectify this but it didn't happen in time for our stay). There is dirt in just about every corner of the house; the kitchen is not up to restaurant cleanliness standards. There is trash in the yard, broken pots near front door, and dirt on front porch (first impressions count). There is a continuing musty odor that is strong when you enter. Part of the upstairs bathroom sink is falling apart at the side. I feel bad for reporting this as the owner was so kind and thoughtful but I cannot justify giving this even 3 stars. It is close to Tanglewood however and the owner know the town very well. I would not stay here again.
Stayed 3 nights in Jun 2019

6/10 Okay

Elizabeth

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities, room comfort
The host of the Inn couldn't be more nice and accommodating but the Inn and the rooms could really use a good dusting/cleaning and overall update. That being said, it is extremely well located to Tanglewood.
Stayed 1 night in Aug 2018

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2018

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent service

6/10 Okay

Verified traveler

Liked: Staff & service
Disliked: Room comfort
Clean and basic B & B close to Tanglewood grounds
Rooms are in a renovated older house. They are a little small, so the rooms themselves are not meant for lingering, although there is a living-room sized sitting room on the ground floor. The place is a little hard to find from the main road if you haven't been there before.