Chesapeake Inn of Lenox

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

Choose dates to view prices

Where to?

Dates

November 2025

2

December 2025

Chesapeake Inn of Lenox offers a peaceful retreat with an outdoor pool and nearby golf course. Guests can relax on the terrace, use in-room WiFi, and visit the Frelinghuysen Morris House and Studio. Previous visitors particularly appreciate the helpful staff.

Good

Popular amenities

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

Room options

Check availability for these dates

Tonight

Nov 2 - Nov 3

Tomorrow

Nov 3 - Nov 4

All rooms

1 bed

2 beds

Showing 2 of 2 rooms

Double Room, Private Bathroom, Garden View

Highlights

Air conditioning

Shower/tub combination

Private bathroom

Daily housekeeping

224 sq ft
Sleeps 2
1 Queen Bed

Triple Room, Private Bathroom, Garden View

Highlights

Air conditioning

Shower/tub combination

Private bathroom

Daily housekeeping

240 sq ft
Sleeps 3
1 Queen Bed and 1 Twin Bed

About the neighborhood

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

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
‪Haven Cafe & Bakery - ‬3 min drive
‪Lenox Coffee - ‬3 min drive
‪Olde Heritage Tavern - ‬3 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 luggage storage
1 meeting room, concierge services, and a 24-hour front desk

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

Similar properties

Pool
Breakfast included
Pet friendly
Parking included

$111 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

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).