Cozy Hotels, Inns and B&Bs in the Litchfield Hills Last Updated: February 2021

As the thermometer drops lower and lower, romance heats up in the Litchfield Hills. Whether cozying up by a crackling fire, venturing out to explore the local color or enjoying a wintry hike in the woods, we’ve got so many places to get away and come together. Here are just a few of the charming destinations where you’ll find safe-friendly lodgings to help set the mood. Planning a romantic escape? Great getaways and wonderful adventures await. Just be sure to check each location before venturing out, as safety requirements may change due to COVID-19.

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West Lane Inn, Ridgefield

The only boutique hotel in Ridgefield, The West Lane Inn, built in 1849, combines the charm of an intimate country inn with many conveniences of a modern hotel. For those seeking a quaint and charming getaway, the inn is situated in the historic district of Ridgefield, one of New England's most scenic Colonial towns. With 17 beautifully appointed rooms, guests may choose from three different layouts, each with charming decor and private bath.  And for a French culinary experience you won’t soon forget, make a reservation at Bernard’s (next door).

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Litchfield Inn, Litchfield

Nestled within the rolling hills of northwestern Connecticut, The Litchfield Inn is surrounded by natural beauty in an historical town that exudes classical New England charm, offering guests privacy, intimacy, and luxury. Choose from twelve exclusive themed rooms or one of their stately standard rooms. Either way, you will enjoy a personalized experience tailored to meet your needs. Just a two-hour drive from New York or Boston, the Litchfield Inn is a quick escape to unwind and relax.

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Manor House Inn, Norfolk

Built in 1898, the elegant Manor House Inn in Norfolk provides relaxing getaways and memorable escapes, whether you are celebrating a special occasion or just want a change of scenery. Take in the picturesque New England countryside at this intimate nine-room inn tucked away on five acres. Cuddle up with a good book in one of their spacious fireplace suites or plan a more adventurous winter getaway with activities including hiking and snowshoeing, craft brewery and winery tastings or walking tours of this charming New England village and its historic architecture. Less than 2 1/2 hours from New York City and Boston, the inn is just steps away from a full service restaurant and country store.

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Blackberry River Inn, Norfolk

An historic Colonial home dating back to 1763, Blackberry River Inn in Norfolk is a bed and breakfast situated on 27 acres in the beautiful southern Berkshires of Connecticut. Experience a warm and friendly welcome as you enter this National Historic Landmark, with its magnificent cherry paneled library and hearth fireplace, two living rooms and a meeting room to accommodate weddings and private events. Being a bed and breakfast means they take breakfast very seriously; a delicious made-to-order breakfast is complimentary and served every morning in a breakfast room bathed in the morning sunlight. Tea is served in the Library and is always available. Some rooms have fireplaces and Jacuzzis (four suites), one cottage with fireplace and Jacuzzi; Wi-Fi throughout the property and an outdoor swimming pool. 

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Mayflower Inn & Spa, Washington

Discretely nestled on 58 acres of beautifully landscaped gardens and woodlands in Washington, the exquisite 30-room Mayflower Inn & Spa offers the perfect accommodations whether you are looking to enjoy a restorative spa weekend, host a grand occasion or stage a corporate retreat. THE WELL, their full-service, 20,000 square-foot spa, is one of the finest in New England; and their fine dining restaurant, The Garden Room, serves upscale contemporary American cuisine using fresh, local ingredients. The Mayflower is the epitome of luxury and elegance.

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Winvian Farm, Morris

Winvian Farm in Morris aspires to host you with no airs but graces, no extravagance or opulence, only warmth and treats. Situated in the Litchfield Hills, surrounded by a nature preserve, this AAA 5-Diamond hotel and restaurant provide an unconventional and extraordinary getaway. The property includes 18 cottages and one suite, designed by 15 different architects, and features the Winvian Spa, a 5,000 square foot structure with six treatment rooms, outdoor swimming pool and event space. The 18th century dining rooms is Zagat-rated as “Extraordinary to Perfection.” The accommodations, the 5-star cuisine, the wines, the Spa and the doting staff are as unexpected as the experiences that one ultimately enjoys.

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Hopkins Inn, Warren

Hopkins Inn in Warren is an enchanting Federal-style country inn that has welcomed travelers, vacationers and weekend guests since 1847, offering the hospitality, scenic beauty and recreational pleasures of Lake Waramaug. Twelve lovely guest rooms and two apartments are attractively appointed with floral papers and country antiques, giving them a light and airy feeling; many have lake views. Fine dining can also be enjoyed, with traditional Austrian/American cuisine served overlooking Lake Waramaug from the seasonal shady stone terrace. The Inn is a favorite destination for special occasions ranging from bridal shower breakfasts and business lunches to elegant and intimate weddings.