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Chesapeake Inn of Lenox

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

Choose dates to view prices

Photo gallery for Chesapeake Inn of Lenox

Property grounds
Iron/ironing board, free WiFi
In-room dining
Outdoor pool
Exterior

Reviews

7.4 out of 10
Good

Popular amenities

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

Explore the area

View in a map
210 West Street, P.O. Box 1920, Lenox, MA, 01240
  • Tanglewood Music Center
    ‪5 min walk‬
  • Ventfort Hall Mansion and Gilded Age Museum
    ‪3 min drive‬
  • The Mount
    ‪6 min drive‬
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪15 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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  • Pool
  • Parking included
  • Free WiFi
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9.2 out of 10, Wonderful, 574 reviews
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The price is $180
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Total with taxes and fees
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About the neighborhood

Lenox

Tanglewood Music Center is within a 5-minute walk of Chesapeake Inn of Lenox while other popular sites like Lenox Library are within a mile (2 km). This 4-room, 3-star bed & breakfast welcomes guests with free breakfast, an outdoor pool, and free in-room WiFi.
View more B&B in LenoxOpens in a new window

What's nearby

  • Tanglewood Music Center - 5 min walk - 0.3 miles
  • Lenox Library - 2 min drive - 1.2 miles
  • Ventfort Hall Mansion and Gilded Age Museum - 3 min drive - 1.4 miles
  • Shakespeare and Company - 4 min drive - 1.8 miles
  • The Mount - 6 min drive - 2.9 miles

Getting around

  • Pittsfield Intermodal Transportation Center - 15 min drive
  • Albany Intl. Airport (ALB) - 57 min drive

Restaurants

  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬6 min drive
  • ‪Bernstein Shack - Tanglewood - ‬11 min walk
  • ‪Lenox Coffee - ‬3 min drive
  • ‪Haven Cafe & Bakery - ‬3 min drive
  • ‪Olde Heritage Tavern - ‬3 min drive

About this property

Chesapeake Inn of Lenox

Adults-only bed & breakfast with free breakfast and area shuttle service
At Chesapeake Inn of Lenox, guests have access to an outdoor pool, free WiFi in public areas, and an outdoor tennis court. You can take advantage of free parking, along with a free area shuttle. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this adults-only bed & breakfast include a business center, a meeting room, and free newspapers.
Guests can stay connected with free WiFi. Other standard amenities include free newspapers and free toiletries.
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.

Similar properties

Exterior

Hampton Inn & Suites Berkshires-Lenox

  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
9.2 out of 10, Wonderful, 1,004 reviews
$135 nightly
The price is $151
Sep 28 - Sep 29
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox

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
  • Smoking not allowed

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 at the property

Access methods

Staffed front desk

Pets

  • This property welcomes pets for free
  • Service animals exempt from fees

Children and extra beds

  • Children younger than 12 are not permitted to stay at this adults-only property (only guests 12 and older are allowed)

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
  • Check-in: noon—-midnight
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Tax ID number is C0009171520.
  • This property accepts credit cards.

Additional information about polices, regulations, and more:

  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

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

What's there to see within easy reach of Chesapeake Inn of Lenox?

This bed & breakfast is located in Lenox within a short 5-minute walk of Tanglewood Music Center. You'll also find Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company within a short drive.

Is parking available on site at Chesapeake Inn of Lenox?

Yes, self parking is offered for free at the bed & breakfast. Accessible parking is also available for guests.

Does Chesapeake Inn of Lenox feature a casino on the premises?

No, Chesapeake Inn of Lenox doesn't have a casino.

Is there an indoor pool at Chesapeake Inn of Lenox?

No, this bed & breakfast doesn't have an indoor pool; however, there is an outdoor pool.

Is Chesapeake Inn of Lenox a good place to stay for couples?

At this adults-only bed u0026 breakfast, couples will appreciate amenities like an outdoor pool and a restaurant plus some guestrooms include garden views.

Does Chesapeake Inn of Lenox have a hot tub?

No, there isn't a spa tub at this bed & breakfast.

Does Chesapeake Inn of Lenox have a restaurant that serves breakfast?

Yes, Chesapeake Inn of Lenox serves free cooked-to-order breakfasts each morning from its restaurant.

Does Chesapeake Inn of Lenox allow pets to stay free of charge?

Yes, pets stay free at Chesapeake Inn of Lenox.

Are there connecting rooms at Chesapeake Inn of Lenox?

No, there aren't connecting guestrooms at this bed & breakfast.

How close is the airport from Chesapeake Inn of Lenox?

The closest major airport to Chesapeake Inn of Lenox is Pittsfield, MA (PSF-Pittsfield Municipal), which is 7.2 mi away (14 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is located 28.5 mi away (46-minute drive).

Are there rooms with balconies that I can book at Chesapeake Inn of Lenox?

No, at Chesapeake Inn of Lenox, there aren't any guestrooms that list a balcony.

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.

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