
A Cotswold-style family home in the quiet hills of Harwinton, with a secluded pond, storybook red barn, and a shady creek on site.

A Cotswold-style family home in the quiet hills of Harwinton, with a secluded pond, storybook red barn, and a shady creek on site.
The Fife ‘n Drum Inn offers visitors the comfort and convenience of overnight accommodations in the heart of town. Located directly across from the Kent Green and the Morrison Gallery, all 10 of our rooms are within easy walking distance of all the local shops, galleries and Kent School.
59 North Main Street
Kent, CT 06757
(860) 927-3509
The Snuggery Bed & Breakfast, situated in the heart of Litchfield County, offers a charming country getaway steeped in history. It is an ideal destination for those wanting to explore the beauty of the region. Built in 1840, this historic Greek Revival residence has maintained much of its original character and unique architectural charm, allowing guests to feel as though they are stepping back in time. The two-bedroom private suite is located on the second floor, so be prepared to climb the historic front hall stairs. In the suite, you will find two beautifully appointed bedrooms, a sitting area, and a full bathroom, all of which have been newly renovated and updated with modern amenities. Enjoy a full range of breakfast foods and snacks to kickstart your day of adventure. After your day of exploration, we invite you to unwind with a glass of wine fireside in our first-floor parlor.
16 North Street Suite B
Goshen, CT 06756, US
(860) 689-3959
https://thesnuggery.net/

Offers serene Litchfield County charm with stunning views, modern amenities, and cozy spaces for rejuvenating and memorable stays.
Quaint, pet-friendly Airbnb located 1 mile outside of Litchfield center.
521 S Plains Rd
Litchfield, CT 06759
Phone number of the Listing
(860) 940-9428
https://www.airbnb.com/h/alyanddan
Just a mile from the town of Litchfield, on the site of the former Tollgate Hill property, the Lost Fox Inn retains much of its historic charm but the vibe is “old-world chic,” says owner Eliza Clark. With a formal garden, and plenty of privacy, the three-building compound is ideally suited for weddings and family gatherings. There are ten rooms in the main house and an adjacent former schoolhouse sleeps four. The old Tavern Building dates to 1765; here the chef will serve up hearty New England-style fare with a rustic twist in a beautiful atmosphere. Rates from $250 to $600.
An inspired guest house for the modern traveler.
Bespoke, curated and spacious, our floor through suites are custom designed with a contemporary flair featuring a calming palette full of natural textures flooded with light from the plentiful oversized windows.
Luxurious king sized bedrooms flow seamlessly to comfortable living and dining spaces, chic fully equipped kitchens, dreamy spa bathrooms and lovely private gardens, all within walking distance of New England village life.
Our suites are available on a nightly basis . Please contact us directly for weekly pricing.
9 Academy
9 Academy St , Salisbury CT 06068
(860) 318-5648
email: info@9academyct.com
Far from the madding crowd, in the Litchfield Hills, lies a quiet getaway. Set on 113 acres and bordering extensive woods and lakes, Winvian was created to recharge and indulge. A place like this is difficult to describe for it lacks nothing. Winvian aspires to host you with no airs but graces, no extravagance or opulence, only warmth and treats. The cuisine, the wines, the spa and the team are as unexpected as the experiences that one ultimately enjoys.
Winvian
155 Alan White Road
Morris, CT
860-567-9600
Instagram: @winvianfarm
The three cottages are each unique in size and layout, but they share an eclectic, casual, cozy ambiance. These family friendly and pet friendly residences are perfect for getting away while still feeling connected to everything happening in town.
The Little House

This open studio space is one large room with a king-size bed at one end, and a sleeper sofa and fireplace at the other. Newly constructed in 2022, this charming space has the same footprint, as well as the original fireplace, chimney, floorboards, and beams of the antique house that stood here previously. We tried to save the original house, but it was too far gone.
The Train Car

Climb aboard this 1800s baggage car that’s been fully updated and beautifully transformed into an open studio space. The bright and modern interior includes colorful, plaid fabrics, rustic train memorabilia, and lots of natural wood.
The Bunk House

This early 1900s barn-like structure was originally a bunkhouse for railroad employees. Now fully renovated but still steeped in historic charm, it features original wide plank wood floors, wood walls, and a rustic yet comfortable interior. The cozy sleeping loft has dormers and overlooks the living room.
The Kent Collection
9 Railroad St
Kent, CT
860.592.0042
info@kentcollection.com
Nestled in Connecticut’s picturesque Housatonic Valley with 16 well appointed rooms.
Homestead Inn
5 Elm St., New Milford
860-354-4080