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Chesapeake Inn of Lenox

3.0 star property
Adults-only bed & breakfast with free breakfast and free local area shuttle

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January 2025

Photo gallery for Chesapeake Inn of Lenox

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

Reviews

7.4 out of 10

Good

Popular amenities

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

Room options

Available filters for rooms
Showing 2 of 2 rooms

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

Triple Room, Private Bathroom, Garden View

Triple Room, Private Bathroom, Garden View

Highlights

Air conditioning
Shower/bath combination
Private bathroom
Daily housekeeping
  • 22 sq m
  • Sleeps 3
  • 1 Queen Bed and 1 Single Bed

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

Double Room, Private Bathroom, Garden View

Double Room, Private Bathroom, Garden View

Highlights

Air conditioning
Shower/bath combination
Private bathroom
Daily housekeeping
  • 21 sq m
  • Sleeps 2
  • 1 Queen Bed

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Property grounds

Whistler's Inn Bed & Breakfast

Breakfast included
Pet-friendly
Parking included
Free WiFi
7.8 out of 10, Good, (471)
The price is €156
includes taxes & fees
25 Nov - 26 Nov
Whistler's Inn Bed & Breakfast
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About the area

Map
210 West Street, P.O. Box 1920, Lenox, MA, 01240

What's nearby

  • Tanglewood Music Center - 5 min walk - 0.4 km
  • Lenox Library - 2 min drive - 1.8 km
  • Ventfort Hall Mansion and Gilded Age Museum - 2 min drive - 2.3 km
  • Shakespeare and Company - 2 min drive - 2.5 km
  • The Mount - 4 min drive - 4.3 km

Getting around

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

Restaurants

  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬5 min drive
  • ‪Arizona Pizza Co. - ‬8 min drive
  • ‪Spirited - ‬8 min drive
  • ‪Electra's Cafe - ‬8 min drive
  • ‪Tanglewood Cafe - ‬16 min walk

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 local area shuttle, an outdoor tennis court and luggage storage
  • 1 meeting room, concierge services and a 24-hour front desk
Room features
All guest rooms at Chesapeake Inn of Lenox boast perks, such as air conditioning, as well as amenities, such as free WiFi and free newspapers.
Extra conveniences in all rooms include:
  • Bathrooms with shower/bath combinations and free toiletries

Languages

English

Property amenities

Internet

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

Parking and transport

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

Food and drink

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

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 centre
  • 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 for 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.
Cots (infant beds) are not available

Payment types at the property

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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?

Checkout 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

7.4

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 traveller

Travelled 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 traveller

Stayed 1 night in Jul 2019

4/10 Poor

Anna, Oakland

Travelled 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 traveller

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

10/10 Excellent

Verified traveller

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

6/10 Okay

Verified traveller

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.