Chesapeake Inn of Lenox

3.0 star property

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February 2025

Photo gallery for Chesapeake Inn of Lenox

Property grounds
Exterior
Outdoor pool
Iron/ironing board, free WiFi
Meeting facility

Reviews

7.4 out of 10

Good

Popular amenities

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

Triple Room, Private Bathroom, Garden View

  • 22 sq m
  • Sleeps 3
  • 1 Queen Bed and 1 Single Bed

Double Room, Private Bathroom, Garden View

  • 21 sq m
  • Sleeps 2
  • 1 Queen Bed

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About this property

Chesapeake Inn of Lenox

Adults-only bed & breakfast with free breakfast and free local area shuttle
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 centre, a meeting room and concierge services are on-site.
Chesapeake Inn of Lenox offers 4 air-conditioned accommodations with free newspapers and free toiletries. This Lenox bed & breakfast provides complimentary wireless Internet access. Bathrooms include a combined bath/shower unit. An iron/ironing board and hairdryers can be requested. Housekeeping is provided on a daily basis.
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.

During your stay at Chesapeake Inn of Lenox, you're just a quick walk from Tanglewood Music Center. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
  • Free cooked-to-order breakfast served daily
  • Free WiFi
  • Free self-parking
  • Enjoy a bite to eat at the restaurant
  • Take a swim in the outdoor pool
  • Services include dry cleaning/laundry, a concierge and tour or ticket assistance
  • On-site recreation includes an outdoor tennis court
  • Just a 5-minute walk from Tanglewood Music Center and a 2-minute drive from Lenox Library
  • Free local-area shuttle service
  • Pets welcome free of charge
Chesapeake Inn of Lenox offers its guests an outdoor tennis court and an outdoor pool. There's a restaurant on site. Free breakfast is served daily. Public spaces have free WiFi.

Business amenities include a business centre and a meeting room. A terrace, barbecue grills, and tour/ticket assistance are also featured at Chesapeake Inn of Lenox. Self parking is free.

This 3-star Lenox bed & breakfast is smoke free.

Guests are served a free cooked-to-order breakfast daily.
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 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

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 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

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 are welcome and stay free

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
Front desk staff will greet guests on arrival.

We should mention

  • This is an adults-only property and guests under 12 years old aren't allowed.

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 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.