Autumn light over the rolling hills of the Berkshires

A curated travel guide · Western Massachusetts

Stay Local in the
Berkshires.

The Berkshires are defined by independent businesses, artists, farmers, musicians, chefs, and innkeepers. When you visit, staying at locally owned inns helps preserve the character and community that make this region special.

Explore Local Inns

The Berkshires, honestly

People don't travel to the Berkshires for chain hotels.

They come for the farm-to-table restaurants, historic villages, live music, art galleries, bookstores, hiking trails, and the independent spirit that defines this region.

From chefs and artisans to musicians and innkeepers, small businesses shape the Berkshires experience. Choosing locally owned accommodations helps sustain the community that makes this destination unique.

Why Stay Local

Small choices, lasting character.

Owner-run hospitality

You're greeted by the people who actually shape the place — not a corporate front desk.

Money stays in town

Local inns hire locally, source locally, and reinvest in the villages you came to enjoy.

Rooms with a point of view

Restored farmhouses, historic taverns, and small lodges — each with a story you can feel.

Featured Inns

Independently owned. Personally chosen.

A small, hand-picked collection of locally owned places to stay across the northern, central and southern Berkshires.

Wilder House Berkshires — locally owned inn in the BerkshiresEditor's Pick

Sheffield

9.6

Wilder House Berkshires

Our favorite for its vintage farmhouse character, thoughtful design, and modern comforts.

A beautifully restored Berkshire farmhouse blending historic charm with modern upgrades for comfort and convenience. Wilder House offers cozy design, peaceful surroundings, and is close to everything - hiking, waterfalls, food, music, and more.

Granville House — locally owned inn in the Berkshires

Great Barrington

9.4

Granville House

A stylish and intimate Berkshire stay.

Thoughtful details, calm interiors and a relaxed atmosphere — a small-scale boutique stay made for slow mornings and unhurried afternoons. With a pool table and dedicated room for listening to records, this vintage house is a fun place for a quiet weekend.

Berkshire Mountain Inn — locally owned inn in the Berkshires

Great Barrington

9.1

Berkshire Mountain Inn

Walking distance to Great Barrington

A historic Victorian retreat in Great Barrington, Massachusetts. Experience charming lodging accommodations with modern upgrades and a convenient location in great barrington.

ButtonBall Inn — locally owned inn in the Berkshires

South Egremont

9.2

ButtonBall Inn

A classic New England inn with timeless Berkshire character.

A classic New England Inn with an onsite restaurant and music venue - The Barn, bringing touring bands into a hip, rustic setting.

Gedney Farm — locally owned inn in the Berkshires

New Marlborough

9.5

Gedney Farm

Romantic countryside inn with a celebrated farm setting.

A beloved destination known for its restored barns, soft pastoral views and on site restaurant that's a reason to visit on its own. Gedney Farms is a beloved wedding venue for much of the summer, but you can also book rooms for getaways.

Old Inn on the Green — locally owned inn in the Berkshires

New Marlborough

9.2

Old Inn on the Green

One of the Berkshires' most iconic historic inns.

Colonial-era rooms lit by candlelight, fine dining that draws guests from across New England, and a sense of place you can't manufacture. Relive the 18th century in this longstanding mainstay of the Southern Berkshires.