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33 Main

4.0 star property
4-star adults-only B&B near Tanglewood Music Center

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Photo gallery for 33 Main

Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
Restaurant
Exterior
Interior
Deluxe Room, 1 King Bed | Premium bedding, individually decorated, iron/ironing board, free WiFi

Reviews

10 out of 10
Exceptional

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping

Explore the area

View in a map
33 Main Street, Lenox, MA, 01240
  • Place, The Bookstore
    ‪1 min walk‬
  • Place, Ventfort Hall Mansion and Gilded Age Museum
    ‪8 min walk‬
  • Place, Shakespeare and Company
    ‪16 min walk‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪52 min drive‬

Room options

View all photos for Basic Single Room, 1 Queen Bed

Basic Single Room, 1 Queen Bed | Premium bedding, individually decorated, iron/ironing board, free WiFi

Basic Single Room, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)
  • 150 sq ft
  • 1 bedroom
  • Sleeps 1
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Room, 1 King Bed

Deluxe Room, 1 King Bed | Premium bedding, individually decorated, iron/ironing board, free WiFi

Deluxe Room, 1 King Bed

9.6 out of 10
Exceptional
(5 reviews)
  • 220 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

About the neighborhood

Lenox

Heart of Lenox.At this B&B, you'll be steps from Lenox Library and The Bookstore. Berkshire Performing Arts Center and Ventfort Hall Mansion and Gilded Age Museum are also within half a mile (1 km).
View more B&B in LenoxOpens in a new window

What's nearby

  • The Bookstore - 1 min walk - 0.0 miles
  • Lenox Library - 2 min walk - 0.1 miles
  • Ventfort Hall Mansion and Gilded Age Museum - 8 min walk - 0.5 miles
  • Shakespeare and Company - 16 min walk - 0.9 miles
  • Tanglewood Music Center - 3 min drive - 1.4 miles

Getting around

  • Pittsfield Intermodal Transportation Center - 12 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 11 min drive

Restaurants

  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬3 min drive
  • ‪Harvest Moon - ‬4 min drive
  • ‪Lenox Coffee - ‬3 min walk
  • ‪Haven Cafe & Bakery - ‬4 min walk
  • ‪Chocolate Springs Cafe - ‬3 min drive

About this property

33 Main

4-star adults-only B&B near Tanglewood Music Center
Free breakfast is available daily. Public spaces have free WiFi. 33 Main also features coffee/tea in a common area, a fireplace in the lobby, and express check-in. Self parking is free.

This 4-star Lenox bed & breakfast is smoke free.

  • 8 guestrooms or units
  • Built in 1836
  • Full breakfast (free)
  • Coffee in lobby
  • Express check-in
  • Express check-out
  • Storage area for luggage
  • Fireplace in lobby
  • Television in lobby
  • No smoking on site
33 Main offers 8 air-conditioned accommodations with bathrobes and hair dryers. Each accommodation is individually decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Additionally, rooms include irons/ironing boards and portable fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

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The price is $151
Jun 16 - Jun 17
Total with taxes and fees
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site

Food and drink

  • Free full breakfast available daily 8:30 AM to 10:00 AM
  • Coffee and tea in common areas

Things to do

  • TV in common areas

Accessibility

  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator

Room amenities

Entertainment

  • Flat-screen TV with cable channels

Bedroom

  • Hypo-allergenic bedding
  • Premium bedding

Bathroom

  • Bathrobes
  • Free toiletries
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

More

  • Air conditioning
  • Heating
  • Individual decor
  • Iron/ironing board
  • Portable fan
  • Window screens

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM
Express check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Express check-out available

Special check-in instructions

There is no front desk at this property
Guests will receive an access code
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 6 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Access code

Pets

  • No pets allowed

Children and extra beds

  • Children younger than 21 are not allowed at this adults-only property. All guests 21 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 - C0006151520
This property accepts credit cards; cash is not accepted
This property reserves the right to pre-authorize the guest's credit card prior to arrival.
Safety features at this property include a fire extinguisher and a smoke detector
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. The tax ID number is C0006151520. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. This property reserves the right to pre-authorize the guest's credit card prior to arrival. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

We should mention

  • This is an adults-only property and guests under 21 years old aren't allowed.

Property is also known as

33 Main B&B Lenox
33 Main B&B
33 Main Lenox
33 Main Lenox
33 Main Bed & breakfast
33 Main Bed & breakfast Lenox

Frequently asked questions

How close is 33 Main to the airport?

33 Main is 6.1 mi (11-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

How much does it cost to stay at 33 Main?

As of Jun 13, 2026, prices found for a 1-night stay for 2 adults at 33 Main on Jun 14, 2026 start from $699, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does 33 Main have an airport shuttle?

Airport shuttle services are not available at 33 Main.

How close is 33 Main to the beach?

This bed & breakfast is 15.1 mi (31-min drive) from Iroquis Waterfront.

Does 33 Main offer free breakfast?

33 Main offers free full breakfast every day from 8:30 AM to 10:00 AM.

Is there a casino at 33 Main?

No, there is no casino at this bed & breakfast.

What time is check-in at 33 Main?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM.

Is there free parking at 33 Main?

This bed & breakfast offers free self parking.

Does 33 Main have a pool?

33 Main does not have a pool.

Does 33 Main have a spa?

There are no spa services available at this bed & breakfast.

How close is 33 Main to downtown Lenox?

33 Main is 0.1 mi away from Lenox.

33 Main Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 68 out of 74 reviews
Rating 8 - Good. 6 out of 74 reviews
Rating 6 - Okay. 0 out of 74 reviews
Rating 4 - Poor. 0 out of 74 reviews
Rating 2 - Terrible. 0 out of 74 reviews

10/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place. Wonderful owner and staff. Our stay there was a total delight.
Stayed 3 nights in Oct 2025
Verified

8/10 Good

Patricia

Liked: Cleanliness, staff & service, property conditions & facilities
The Inn is beautiful. Decor and rooms are well appointed. Breakfast was delicious and served in beautiful rooms. The staff is friendly and welcoming. Our room was on the first floor, and although it was pretty, it was noisy in the morning (starting very early) as it was close to the kitchen/breakfast dining.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Julie

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

Lovely stay, Perfect Spot

Beautiful place. Everything was perfect and so pretty. Great location, too. Will definitely return.
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Kate

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back!
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved everything about 33 Main—especially the breakfasts and the sparkling clean rooms. Can’t wait to return!
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Linda

Liked: Cleanliness, staff & service
I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!
Verified

10/10 Excellent

Donaldson

Liked: Cleanliness, property conditions & facilities
Clean room, gracious host.
Stayed 1 night in Jul 2024
Verified

8/10 Good

Marla

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The inn is beautiful and the breakfast was delicious. We just made the 7:30 check in time
Stayed 1 night in Jul 2022
Verified

10/10 Excellent

Kelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were welcoming and very accommodating. I loved the 5pm cocktail hour and the delicious breakfast each morning. We loved sitting in the front porch in the evening and enjoyed having our breakfast in the enclosed side porch. We loved everything about our stay there and will be back!
Stayed 2 nights in Jul 2022
Verified

10/10 Excellent

Leonor

Liked: Cleanliness, staff & service, property conditions & facilities
Love this!
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

William

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It's a lovely restored house and grounds just a minute from the center of Lenox and about 1.5 mile from the Tanglewood Music Center. The staff and owners have thought of every need of their guests.
Stayed 1 night in Aug 2022
Verified

10/10 Excellent

Kitty

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

Unsurpassed service

The staff and service were unsurpassed. Many nice touches such as a cocktail hour by the fire, gourmet breakfast on Sunday, newspapers and friendly service.
Stayed 1 night in Feb 2018
Verified

10/10 Excellent

Sara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great
Stayed 1 night in Oct 2022
Verified

10/10 Excellent

Sirimon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We enjoyed our stay so much. Sandra and Donna were wonderful. Our breakfast both days was delicious and just perfect amount. We stayed on the first floor near the kitchen, so it was a bit noisy but we knew that coming in which was fine. We appreciate the larger room and renovate bathroom. The daily cocktail hour was nice. We felt like we had the living area to ourselves. It’s very close to walk anywhere in Lenox. The big bonus: an EV Charger, it should be on your website! Although a few times we couldn’t charge because other cars took the spot. If it can be marked EV it’d help so much! We have the hybrid so it’s ok. Thank you!!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Vanthana

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Every point of contact I had at 33 Main was friendly, efficient, and accommodating. It’s evident Donna and her team run the inn with love. It’s clean and gorgeously furnished on the inside. You’ll recognize it from the outside, because it’s the most charmingly decorated on the block. I stayed in the Cliffwood room, which was the perfect size for me as a solo traveler (in other words, although smaller than the other rooms, it did not feel too small). The room and private bathroom were clean and beautifully designed. I loved the towels and heated towel rack—divine! Breakfast was delicious every morning and catered to dietary preferences—no meat for me. They start you off with a sideboard buffet offering yogurt, fruit, granola, and pastries that change daily, followed by a featured entree. 33 Main has a dedicated parking lot in the back for easy and convenient off-street parking. The location of the inn is supreme—just across the street and a skip away from all the shops and restaurants.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful experience. Lovely inn.
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

Emily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
beautifully appointed quaint house with a few guest rooms upstairs. Felt like I was staying in an elegant home. Breakfast is included, with fresh baked breads and pastries, and a choice of one protein or all; eggs, bacon, coffee, tea, juice, sparkling water...all good.
Stayed 2 nights in Dec 2021
Verified

10/10 Excellent

Elaine

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful B and B! Great service!
Stayed 1 night in Dec 2021
Verified

10/10 Excellent

Amanda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay! Everyone is very friendly and the rooms are very clean and unique.
Stayed 2 nights in Sep 2021
Verified

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I loved the bathroom in Aster and the bed was comfy. The breakfast in the morning was very good and all the staff was friendly. I would stay again!
Stayed 1 night in Aug 2021
Verified

10/10 Excellent

Krista Ann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had 24 hours for a quick getaway and found 33 Main the perfect place for just that! Located in the gorgeous Berkshires, 33 Main is inviting, beautifully appointed and the staff could not be more accommodating. We had a great time and look forward to going back!
Stayed 1 night in Aug 2021
Verified

10/10 Excellent

noah

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

2 night getaway

The inn was a delight from start to finish. It was impeccably clean. The service was diligent and friendly. We were only sad to leave.
Stayed 2 nights in Jul 2021
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities
We were not expecting the quality and comfort of 33 Main. Staff was very friendly, breakfast was delicious and the bedding including the pillows are now on my Annie Selke buy list. Our room, The Sunset was cozy and everything was clean and well designed. I personally loved the Nespresso coffee machine for my am “wake up”. We frequent trips to Boston from our home in upstate New York...an overnight stay en route to unwind is now on our to do list.
Stayed 1 night in Jun 2021
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful experience! Pleasant staff and personal touches that really contributed to the overall stay. The cheese plate was delicious and interior decor was impressive. Highly recommend!
Stayed 1 night in May 2021
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice and accommodating staff
Stayed 2 nights in May 2021