Chestnut Lodge

Guesthouse in Lee with free parking

Choose dates to view prices

Where to?

Dates

July 2025

28

August 2025

Escape to a secluded cabin nestled among the trees, offering a peaceful retreat in the heart of nature.

Relax in this cabin-style room with a large window offering views of the surrounding greenery, a comfortable seating area, and a bathtub.

Relax by the pool with a refreshing drink in hand, surrounded by lush greenery and a well-manicured lawn.

Guests can enjoy a porch with lush greenery surroundings and a flagpole with an American flag.

Enjoy al fresco dining on the patio with a barbecue grill and comfortable seating for two.

Overview
Rooms
Location
Policies

Popular amenities

Hot Tub
Parking included
Free WiFi

Explore the area

75 Chestnut Street, Lee, MA, 01238

Lee Premium Outlets
‪3 min drive‬
Goose Pond Reservation
‪5 min drive‬
Tanglewood Music Center
‪15 min drive‬
Hudson, NY (HCC-Columbia County)
‪52 min drive‬

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Room options

Basic Room

Sleeps 2
1 Double Bed

The BIG Room at Chestnut Lodge, Second Floor Walkout Great Room

625 sq ft
Mountain view
Sleeps 4
1 Queen Bed and 2 Double Beds

About the neighborhood

Lee

Located within 2 miles (3 km) of Goose Pond Reservation, Chestnut Lodge is within 3 miles (5 km) of Lee Premium Outlets. This 5-room, 3.5-star guesthouse has conveniences like free in-room WiFi, free self parking, and a hot tub.

View more Guest Houses in Lee

What's nearby

Lee Premium Outlets - 3 min drive - 2.5 miles
Berkshire Mountain Country Store - 5 min drive - 3.6 miles
Goose Pond Reservation - 5 min drive - 1.8 miles
The Mount - 11 min drive - 7.3 miles
Tanglewood Music Center - 15 min drive - 9.3 miles

Getting around

Pittsfield Intermodal Transportation Center - 23 min drive
Albany Intl. Airport (ALB) - 62 min drive

Restaurants

‪McDonald's - ‬20 min drive
‪McDonald's - ‬4 min drive
‪Starbucks - ‬5 min drive
‪Vivaldi's Pizzeria - ‬6 min drive
‪51 Park Restaurant & Tavern - ‬6 min drive

About this property

Chestnut Lodge

Guesthouse in Lee with free parking

At Chestnut Lodge, guests have access to free WiFi in public areas, a hot tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.

Guests can stay connected with free WiFi. Other amenities include patios, dining areas, and sitting areas. Housekeeping is not available.

Recreational amenities at the guesthouse include a hot tub.

The recreational activities listed below are available either on site or nearby; fees may apply.

Similar properties

Orchids bloom in a serene, well-maintained setting.

Parking included
Free WiFi
Air conditioning
Housekeeping

$70 nightly

Aug 3 - Aug 4

Total includes taxes and fees

Property amenities

Internet

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

Parking and transportation

Free self parking on site

Things to do

Hiking/biking trails
Hot tub

Family friendly

Living room
Separate in-room dining area

Guest services

No housekeeping service

Outdoors

Picnic area
Terrace

Accessibility

No elevator

More

Smoking not allowed

Room amenities

Bathroom

Free toiletries
Hair dryer (on request)
Private or shared bathroom
Shower

Food and drink

Coffee/tea maker
Separate dining area

More

Ceiling fan
Connecting rooms available
Desk
Heating
Individual decor
Individual furnishings
Living room
Separate sitting area

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 4:30 PM

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

There is no front desk at this property

Guests must contact the property for check-in information

To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation

For any questions, please contact the property using the information on the booking confirmation

Pets

This property doesn't allow pets

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

Deposit: USD 500.00 per stay

These are all of the charges provided to us by the property.

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

This property accepts credit cards

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

Check-in: 3 PM—-4:30 PM
Check-out: 10:00 AM
Minimum check-in age: 25

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.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
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.
This property accepts credit cards.

Additional information about polices, regulations, and more:

Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.

Property is also known as

Chestnut Lodge Lee

Chestnut Lee

Chestnut Lodge Lee

Chestnut Lodge Guesthouse

Chestnut Lodge Guesthouse Lee

Frequently asked questions

What is there to do close to Chestnut Lodge?

This guesthouse is located in Lee, close to Goose Pond Reservation, Lee Premium Outlets, and Berkshire Mountain Country Store. You'll also find Housatonic River and Lee Library within a short drive.

Is there parking available at Chestnut Lodge?

Yes, self parking is offered for free at the guesthouse.

Does Chestnut Lodge feature a casino on the premises?

No, Chestnut Lodge doesn't have a casino.

Is there an indoor pool at Chestnut Lodge?

No, this guesthouse doesn't have an indoor pool; however, there is a hot tub.

Are there hot tubs at Chestnut Lodge?

Yes, guests can enjoy a spa tub at this guesthouse.

Does Chestnut Lodge have a restaurant with a breakfast menu?

No, Chestnut Lodge doesn't have a restaurant that serves breakfast.

Will Chestnut Lodge allow pets to stay for free?

No, pets aren't allowed at Chestnut Lodge.

Does Chestnut Lodge have connecting rooms?

Yes, this guesthouse has connecting guestrooms you can book for your group event or vacation.

How far is the airport from Chestnut Lodge?

The closest major airport to Chestnut Lodge is Pittsfield, MA (PSF-Pittsfield Municipal), which is 13.3 mi away (22 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is around 26.1 mi away.

Are there rooms with balconies that I can book at Chestnut Lodge?

Yes, every accommodation at Chestnut Lodge comes with a patio with some featuring mountain views.

Chestnut Lodge Reviews

2.0

2.0/10

Cleanliness

2.0/10

Staff & service

2.0/10

Property conditions & facilities

2/10 Terrible

Priya

Aug 14, 2016

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

Complete Rip Off!

An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the bathroom was in a terrible condition (with built in plywood in the place of a shower). After staying for 30 minutes we decided there was no way we can get a good night sleep in this place. The owner Josie had conveniently gone out for a pizza. Since it was peak season, all hotels in the area were completely booked and prohibitively expensive. So heartbroken we started to make our way (3 hours) trip back to Boston. I spoke to Josie and explained to her patiently the entire situation and specific reasons. This is where it get's worse. Instead of apologizing she started arguing stating reasons that it is not that hot inside the rooms. After ruining our entire weekend, the least she could have offered was a refund back. Instead it was a rude conversation on how we as guests should have adjusted to the temperature. This place is complete Rip Off and built to take advantage of the steep hotel prices in the Berkshires. Please do yourself a favor and choose a different location for your stay.

2/10 Terrible

Sheldon, Colts Neck, NJ

Jul 18, 2016

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

This property should be condemned!

You should be aware that Chestnut Lodge “Hotel” on 75 Chestnut Street, Lee, MA, is so far below my minimum standards that my wife and I rented a motel room rather than stay at this location. The pictures advertised on your website are very deceiving. The property should be condemned. Needless to say I had already paid $284.84 for this abomination. Their advertising mentioned suites, spa amenities, etc., which were a disaster. The shower looked like it was brought in from an outdoor shower that was used and was simply a tiny space framed with old sheet metal. The light bulbs were maximum 20 watts, making it impossible to read. The light over the bed had no switch to turn on. The street itself was half paved and very unappealing. In fact, I had to contact six local residents before I could locate it. I would rate this minus 5 stars.