Chesapeake Inn of Lenox

Adults-only B&B with outdoor pool, near Tanglewood Music Center

Choose dates to view prices

Where to?

Dates

November 2025

23

December 2025

In the heart of Lenox, Chesapeake Inn of Lenox offers a serene escape with an adjacent golf course and outdoor pool. Unwind on the picturesque terrace or connect to in-room WiFi after exploring Frelinghuysen Morris House and Studio. The helpful staff has left a lasting impression on previous guests.

Good

Popular amenities

Free breakfast
Pool
24/7 front desk
Laundry facilities
Pet friendly
Non-smoking

Main amenities (12)

Daily housekeeping
Near the beach
Restaurant
Outdoor pool
Free area shuttle
Outdoor tennis court
Business center
Terrace
24-hour front desk
Air conditioning
Garden
Laundry service

Feel at home (6)

Private bathroom
Garden
Terrace
Daily housekeeping
Laundry facilities
Barbecue grill(s)

Room options

Check availability for these dates

Tonight

Nov 23 - Nov 24

Tomorrow

Nov 24 - Nov 25

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

Similar properties

Pool
Free parking
Free WiFi
Air conditioning

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About the neighborhood

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

What's nearby

Tanglewood Music Center - 5 min walk - 0.5 km
Frelinghuysen Morris House and Studio - 18 min walk - 1.5 km
Lenox Library - 2 min drive - 1.9 km
The Bookstore - 2 min drive - 1.9 km
Ventfort Hall Mansion and Gilded Age Museum - 3 min drive - 2.2 km

Getting around

Pittsfield, MA (PSF-Pittsfield Municipal) - 14 min drive
Hudson, NY (HCC-Columbia County) - 46 min drive
Albany Intl. Airport (ALB) - 57 min drive
Pittsfield Intermodal Transportation Center - 15 min drive
Pittsfield Station - 17 min drive
Free area shuttle

Restaurants

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

About this property

Chesapeake Inn of Lenox

Chesapeake Inn of Lenox offers a fantastic location, putting you just a 5-minute walk from Tanglewood Music Center. After having fun at the outdoor pool, you can grab a bite to eat at the restaurant. Other highlights include an outdoor tennis court, a terrace, and a garden.

At a glance

Hotel size

- 4 rooms
- Arranged over 2 floors

Arriving/Leaving

- Check-in start time: noon; Check-in end time: midnight
- Minimum check-in age: 18
- Check-out time is 11:00 AM

Special check-in instructions

- Front desk staff will greet guests on arrival at the property

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum guest age is 12
- Minimum check-in age is 18

Children

- No cribs (infant beds)

Pets

- Pets stay free
- Service animals welcome

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- Free onsite self parking
- Wheelchair-accessible parking on site

Offsite

- Free area shuttle

Other information

- Smoke-free property
- Caters to adults only

Property amenities

Food and drink

Free cooked-to-order breakfast each morning
Restaurant
Barbecue grills

What to do

Beach nearby
Bicycle rentals nearby
Skiing nearby

Working away

Business center
Meeting room

Services

24-hour front desk
Concierge services
Tour/ticket assistance
Dry cleaning/laundry services
Free newspapers in lobby
Luggage storage

Facilities

1 building/tower
Built in 1845
Garden
Picnic area
Terrace
Adjacent to a golf course
An outdoor pool
Outdoor tennis court

Accessibility

Wheelchair-accessible parking

Room amenities

Home comfort

Air conditioning
Iron/ironing board (on request)

Freshen up

Private bathroom
Shower/tub combination
Free toiletries
Hair dryer (on request)
Towels

Stay connected

Free newspapers
Free WiFi

More

Daily housekeeping

Fee & policy details

Policies

This property accepts credit cards.

Credit cards accepted: Visa, Mastercard, American Express

State tax ID - C0009171520

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

Is there a pool at Chesapeake Inn of Lenox?

Yes, there's an outdoor pool.

Are pets allowed at Chesapeake Inn of Lenox?

Yes, pets stay free.

Is parking offered on site at Chesapeake Inn of Lenox?

Yes, there's free self parking.

What are the check-in and check-out times at Chesapeake Inn of Lenox?

Check-in start time: noon; Check-in end time: midnight. Check-out time is 11:00 AM.

What is there to do at Chesapeake Inn of Lenox and nearby?

Practice your swing on the tennis courts. Enjoy a swim in the outdoor pool or use the bed & breakfast's other amenities, which include a picnic area and a garden.