The Kemble Berkshires - 2 Kemble St

Lenox, MA 01240

• Motel
• Hospitality for Sale
• $6,749,745 CAD
• 9,510 SF

Lenox Hospitality for Sale

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

Contact:

William Pitt Sotheby's International Realty

Property Subtype:

Hotel

Date on Market:

2026-03-31

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Lakehouse Inn – Rare Lakefront Asset - 615 Laurel St

Lee, MA 01238

• Motel
• Hospitality for Sale
• $4,731,780 CAD
• 11,945 SF

• Smoke Detector

Lee Hospitality for Sale

The Lakehouse Inn occupies a highly differentiated position within the Berkshire hospitality market, offering true lakefront frontage on Laurel Lake with panoramic views and direct water access. The approximately 11,945 SF property includes 14 guest rooms across three stories, with potential expansion and possible owner’s quarters configuration. The offering includes both the operating business and underlying real estate. Located minutes from Lenox and Stockbridge and near major cultural demand drivers including Tanglewood, Jacob’s Pillow, and The Mount, the property benefits from consistent drive-to demand from Boston, New York, and Connecticut. Future ownership may explore: • ADR optimization through professional revenue management • Expanded shoulder-season and midweek demand initiatives • Growth of wedding, retreat, and buyout revenue • Strategic expense realignment and operational efficiencies The combination of premier waterfront real estate and operational upside creates a compelling acquisition opportunity for hospitality investors or lifestyle buyers seeking long-term appreciation and income potential.

Contact:

Muroff Hospitality Group

Property Subtype:

Bed and Breakfast

Date on Market:

2026-02-23

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Pleasant Valley Motel - 42 Stockbridge Rd

West Stockbridge, MA 01266

• Motel
• Hospitality for Sale
• $777,960 CAD
• 12,488 SF

West Stockbridge Hospitality for Sale

Here's a rare opportunity to own a classic roadside motel with strong potential in a popular small-town tourist destination. This 17-room property, complete with an on-site owner's quarters, offers a solid foundation for renovation or rebranding. The motel has been operating for many years and continues to welcome repeat travelers, but it would benefit from fresh energy and cosmetic updates to reach its full potential. With steady local tourism and limited lodging competition, there's plenty of room to grow revenue through improved marketing, refreshed rooms, and updated amenities. Located near shops, restaurants, and popular area attractions such as Tanglewood, Edith Wharton House, Norman Rockwell Museum, and many others. The attached owner's quarters make it ideal for an owner-operator ready to bring new life to a proven business model. With 17 guest rooms in varying condition ready for upgrades with an on-site owner's living quarters for convenient management. Consistent occupancy with potential to increase rates and bookings complete with ample on-site parking and highway visibility. This property offers an ideal renovation or repositioning opportunity for hands-on owner or investor. This is your chance to acquire a well-located motel with plenty of upside  an affordable entry into the hospitality market with strong potential for return on investment once updated. Pool is not currently functional.

Contact:

Stone House Properties

Property Subtype:

Hotel

Date on Market:

2025-11-03

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Historic Berkshires Inn & Estate,+ Owner Home - 85 Stockbridge Rd

Lee, MA 01238

• Motel
• Hospitality for Sale
• $5,532,008 CAD
• 18,506 SF

• Pool
• Smoke Detector

Lee Hospitality for Sale

Listing includes two (2) adjacent parcels: 85 and 105 Stockbridge Road. Set on over 36 scenic acres in the heart of the Berkshires, this exceptional estate is a rare opportunity to own a thriving hospitality property with multiple components: a stately, welcoming country inn, a spacious owner/manager residence, and a profitable, versatile carriage house (priced and offered separately). With its blend of pastoral charm, New England heritage, and modern amenities, the property delivers a solid bottom line income with exceptional upside for future growth – whether through expansion, events, or enhanced guest offerings.

Contact:

Inn Advisors

Property Subtype:

Bed and Breakfast

Date on Market:

2025-10-26

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260 Stockbridge Rd

Great Barrington, MA 01230

• Motel
• Retail for Sale
• $828,062 CAD
• 4,729 SF

• Air Conditioning
• Security System
• Wheelchair Accessible

Great Barrington Retail for Sale

Located in a high traffic area adjacent to shopping center, restaurants and motel, hotels. Ample parking available. Includes town services.

Contact:

Sotheby's

Property Subtype:

Freestanding

Date on Market:

2025-09-24

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29 Main St

West Stockbridge, MA 01266

• Motel
• Multifamily for Sale
• $2,331,098 CAD
• 8,881 SF

West Stockbridge Multifamily for Sale

Step into a piece of history with the once iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy. This property has 12 parking spaces. Rent adjustments needed.

Contact:

Housatonic Real Estate

Property Subtype:

Apartment

Date on Market:

2024-10-08

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377 S Center St

Windsor Locks, CT 06096

• Motel
• Retail for Sale
• $1,948,380 CAD
• 6,102 SF

• Restaurant

Windsor Locks Retail for Sale

A Premier Restaurant Investment Opportunity Step into a turnkey opportunity that combines prime real estate with a thriving pizzeria restaurant and lounge. Nestled on a sprawling 2.35-acre lot, this 6,102 square-foot dining space is strategically positioned just 6 minutes from Bradley International Airport, making it a magnet for travelers, locals, and visitors alike. The meticulously maintained property comes complete with a paved parking lot featuring 75 spacious parking spots, ensuring convenience for your patrons. Its prime location offers easy access to major highways, including I-91, Rte. 159, and Rte. 20, making it an ideal destination for diners on the go, as well as those seeking a memorable dining experience. Zoned for BUS1, this property offers a unique flexibility to investors with a vision. Whether you wish to continue the momentum of this highly successful pizzeria restaurant and lounge or reimagine the space entirely, the possibilities are endless. The 170-room Ramada Inn franchise (across the street) is in the process of renovation. And the Woodbridge of Windsor Locks housing community is within walking distance. Imagine hosting large parties or intimate engagements in a setting that exudes both charm and sophistication. With the infrastructure in place and a strong customer base, you can hit the ground running and take this already successful business to new heights. Don’t miss your chance to own a piece of prime real estate that promises not just growth, but a legacy of culinary excellence. Seize this opportunity today and become the proud owner of a restaurant where success is served daily.

Contact:

Berkshire Hathaway HomeServices New England

Property Subtype:

Restaurant

Date on Market:

2024-08-16

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265 Mohawk Trl

Greenfield, MA 01301

• Motel
• Land for Sale
• $688,892 CAD
• 3.50 AC Lot

Greenfield Land for Sale - Franklin County

On behalf of the property owner, Region Commercial is pleased to present this ± 3.505 acre parcel for sale. The Property is located in close proximity to Route 91 exit ramp and national retailers including Home Depot, BJ’s, McDonald’s, Hampton Inn, KFC, Big Y and future Starbuck’s location. The owner has commissioned a concept site plan for potential 2,400 +/- drive-thru restaurant pad, included in photos.

Contact:

Region Commercial

Property Subtype:

Commercial

Date on Market:

2024-08-12

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