Walkable village rooms and clearly labeled regional alternatives

Where To Stay in Kent

The lodging choice shapes the whole weekend: stay close to Kent for restaurants and easy evenings, or widen to Cornwall and Litchfield when room style, availability, or price matters more.

October rooms: Reserve early if walking to dinner is important. A regional inn can be an appealing property in its own right, but it changes the trip: Cornwall is north of Kent, New Milford is south, and Litchfield belongs to a broader two-town visit.

The Firefly Inn in Kent village

The former Starbuck Inn has been renovated and refurnished while retaining a small B&B atmosphere. Its rooms and suites accommodate up to 18 guests, and the North Main Street address keeps House of Books, galleries, cafés, and dinner nearby on foot.

Cornwall Inn and Lodge

This separate-town property offers both Main Inn and Lodge room categories in a country setting north of Kent. It suits travelers who prefer a rural inn and accept a drive for Kent Falls, Main Street, and a village dinner.

Homestead Inn in New Milford

The historic inn is a southern-base option rather than Kent lodging. It can fit an arrival through New Milford or a trip that also uses that town, but Kent restaurants, galleries, and the waterfall remain a drive away.

The Litchfield Inn

The 32-room inn has 12 themed rooms, common spaces, and 10 landscaped acres with gardens and a bonfire area. Choose it for those amenities and a real Litchfield stop; it is not a substitute for a walkable Kent village address.

Stay picks

Kent-area lodging shortlist

Best Overall Stay✓

The Kent Collection The Firefly Inn

A renovated and refurnished former B&B on North Main Street, with rooms and suites for up to 18 guests and Kent village restaurants, books, and galleries nearby on foot.

Upgrade Pick✓

The Litchfield Inn

A 32-room Litchfield inn with 12 themed rooms, common spaces, and 10 landscaped acres with gardens and a bonfire area, best for a broader two-town trip rather than a Kent village stay.

Stay

Cornwall Inn and Lodge

A country property north of Kent with distinct Main Inn and Lodge room categories, suited to a rural separate-town stay and a drive back from Kent village dinner.

Stay

Homestead Inn

A historic inn in New Milford, south of Kent, for travelers combining that town with a Kent visit; the waterfall, galleries, and Kent restaurants remain a drive away.

Housatonic Valley fall landscape near Kent

How the address changes the stay

Choose between village access and a destination inn

The Firefly keeps a Kent-centered weekend in the village: the room, Wilson’s breakfast, books, galleries, and dinner share the same compact village. Cornwall Inn offers a quieter country property with Main Inn and Lodge rooms. Homestead works for a New Milford approach, while The Litchfield Inn adds themed rooms, extensive grounds, and another town to explore. Each regional property changes the drive as well as the room.

Families and groups should compare room layouts directly: The Firefly mixes rooms and suites, Cornwall separates Main Inn and Lodge inventory, and Litchfield has a larger hotel-style room count. Couples who expect to linger over dinner will get the most from Kent village; travelers who value grounds and common spaces may prefer one of the regional properties despite the drive.