Cozy 1-Bedroom Guesthouse in Beautiful Southfield

Step into a beautifully preserved piece of Berkshire history. Originally built in the 1880s, this renovated one-bedroom guesthouse perfectly blends historic charm with modern luxury. Whether you are hitting the slopes, leaf-peeping, or looking for a quiet romantic escape, this stylish retreat serves as your perfect base camp. Nestled in the beautiful, tranquil village of Southfield, MA, you are surrounded by the best of the Berkshires while staying steps away from local favorites.

Sleep
Unwind in a plush, luxury King-size bed outfitted with premium linens.

Cook
A fully stocked kitchen features everything you need to whip up delicious meals.

Relax
The cozy living area is thoughtfully styled for comfort after a long day of exploring.

Walkable Dining
Stroll down the street for breakfast and lunch (seasonal dinner) at The Southfield Store, or enjoy world-class dining at The Old Inn On The Green.

Short Drive
Minutes from Cantina 229 and Gedney Farm. Less than 20 minutes from the bustling shops and restaurants of downtown Great Barrington.

Outdoor Adventure & Attractions
No matter the season, adventure is right outside your door

Winter: Minutes away from premium skiing and snowboarding at Ski Butternut.

Spring/Summer: Close to scenic Berkshire hiking trails, waterfalls, and outdoor recreation.

Autumn: Prime location for spectacular leaf-peeping and local apple picking.

Culture & Day Trips: The area is also known for Tanglewood, Norman Rockwell Museum, MASS MoCA, Berkshire Botanical Garden, charming town centers, local restaurants, antique shops, and year-round arts and music.

A True Digital Detox
Nestled in a peaceful rural village, our historic guesthouse offers the ultimate escape from the noise of daily life. Please note that cell service is very limited in our pocket of the Berkshires. However, we provide reliable, high-speed Wi-Fi inside the house so you can stream movies, make Wi-Fi calls, or stay connected on your own terms.

The Loft & Spiral Staircase
Architectural charm defines the interior layout. A beautiful, space-saving spiral staircase leads you up to a romantic, open loft-style bedroom and bathroom suite.

Please Note:
Because the staircase is narrow and steep, this layout may not be ideal for guests with limited mobility or heavy, oversized luggage.

The guesthouse is attached to the main home by a shared wall, but it has a completely private entrance and no shared indoor spaces. Please note that the bathroom is located on the second floor and is accessible via a spiral staircase. The TV is a smart TV; guests may use it with their personal streaming accounts.