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Chesapeake Inn of Lenox

3.0 star property

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December 2024
January 2025

Photo gallery for Chesapeake Inn of Lenox

Property grounds
Exterior
Outdoor pool
Triple Room, Private Bathroom, Garden View | Iron/ironing board, free WiFi
Iron/ironing board, free WiFi

Reviews

7.4 out of 10

Good

Popular amenities

  • Pool
    Pool
  • 24/7 front desk
    24/7 front desk
  • Pet friendly
    Pet friendly
  • Laundry
    Laundry
  • Breakfast included
    Breakfast included
  • Housekeeping
    Housekeeping

Explore the area

Map
210 West Street, P.O. Box 1920, Lenox, MA, 01240
  • Tanglewood Music Center
    5 min walk
  • Lenox Library
    2 min drive
  • The Bookstore
    2 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    14 min drive

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

  • 240 sq ft
  • 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

  • 224 sq ft
  • Sleeps 2
  • 1 Queen Bed

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Interior

Whistler's Inn Bed & Breakfast

Breakfast included
Pet friendly
Parking included
Free WiFi
3.9 out of 5, Good, (471)
The price is $190
per night
$231 total
includes taxes & fees
Dec 7 - Dec 8
Whistler's Inn Bed & Breakfast

About this property

Chesapeake Inn of Lenox

3-star Lenox B&B walkable to Tanglewood Music Center
An outdoor pool, a restaurant, and an outdoor tennis court are available at this smoke-free bed & breakfast. Free cooked-to-order breakfast is provided, as well as free WiFi in public areas, free self parking, and a free area shuttle. Additionally, a business center, a meeting room, and concierge services are onsite.
Chesapeake Inn of Lenox offers 4 air-conditioned accommodations with complimentary newspapers and complimentary toiletries. This Lenox bed & breakfast provides complimentary wireless Internet access. Bathrooms include shower/tub combinations. Irons/ironing boards and hair dryers can be requested. Housekeeping is provided daily.
Recreational amenities at the bed & breakfast include an outdoor tennis court and an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Chesapeake Inn of Lenox features an outdoor tennis court and an outdoor pool. The bed & breakfast offers a restaurant. Guests can enjoy a complimentary breakfast each morning. Public areas are equipped with complimentary wireless Internet access.

This 3-star property offers access to a business center and a meeting room. This Lenox bed & breakfast also offers a terrace, barbecue grills, and tour/ticket assistance. Complimentary self parking is available on site.

Chesapeake Inn of Lenox is a smoke-free property.

Guests are offered a complimentary cooked-to-order breakfast each morning.
Chesapeake Inn of Lenox has a restaurant on site.

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 provided

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

Chesapeake Inn of Lenox Reviews

Reviews

7.4

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

9.6/10

Staff & service

6.0/10

Amenities

7.0/10

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.