Riverwind Inn Bed & Breakfast

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  • Homemade breakfasts made fresh with locally sourced ingredients
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Best B&B in Connecticut

Award-Winning Inn in the Connecticut River Valley

With seven beautifully appointed guest rooms to choose from at the Riverwind Inn Bed & Breakfast near Chester in Deep River, CT, you are sure to find a room that will provide you with your perfect getaway. Our rooms reflect Colonial charm, casual elegance and are comfortably appointed and individually decorated. Come stay in a room that features a four-poster bed, a gas fireplace, and a soaking tub. Whether you are looking for a romantic getaway, a relaxing weekend or a sightseeing excursion, you will find the perfect accommodations for your stay.

Expansive river surrounded by trees and hills with clouds and blue skies above

Centrally Located

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The Riverwind Inn Bed & Breakfast, nestled between Essex and Chester, in quiet, historic Deep River is central to the areas’ many pleasures.


Suggestions for the day’s events are always available from your Innkeepers, Stacie & Mike DiNello, to help you maximize each day of your vacation or romantic weekend getaway in Connecticut. Picture-postcard seasons, superb dining, exceptional theater, and the relaxed pace of our small villages are only a few of the many reasons visitors travel to the Connecticut River Valley.

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Three white rocking chairs and a two person hanging swing on an outdoor porch

Relax & Unwind

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Upon returning to the inn, coffee, tea, hot chocolate, our own bottled water and complimentary sherry are always available.

Unwind on our wraparound porch in one of our rockers or sit under a canopy of mature trees on our back terrace by the fire pit. Too cold for outside? Well, cozy right up next to this fireplace. Find your slice of comfort in all seasons.

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Silver plate with steak, lobster tail and asparagus with a side of butter

Deep River Dining

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Evening brings exquisite dining with numerous cuisines from which to choose.


A number of cafes are located in our small villages and wonderful gourmet picnic fare is available for your enjoyment at any of the lovely spots along the river or in front of a fireplace at the inn.

Within five miles of the inn are many renowned restaurants featuring extraordinary seafood, traditional New England fare, or exemplary continental cuisine.

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The Riverwind Inn Bed & Breakfast is located in quaint Deep River, nestled between Essex and Chester in the heart of the Connecticut River Valley. The original Federal Style house was built in 1854, with a seamless addition built in 1987. It has been operating as an inn since 1985.

Initially a shipbuilding and quarrying town, Deep River became known because of the ivory trade. The growth of the piano industry led to a new use for this exotic and long-treasured substance and linked the area to Zanzibar.

The site of Deep River’s shipbuilding industry and the spot where ivory arrived in town, Deep River Landing is now a beautiful river park and the home of the Becky Thatcher Riverboat. Across from the landing, The Lace Factory, now a unique wedding venue was once a shipyard and docking facility. The Piano Works on Main Street, now a condominium complex, was once a factory that produced piano keys. The town’s deep connection with its past manifests in historic homes, buildings and a variety of attractions.

From 1840 to around 1940, the U.S. was the world’s largest buyer of ivory and most of that ivory went to Deep River. Deep River became “the queen of the valley” due to the wealth amassed from the ivory industry. A plaque and statue of an elephant outside Town Hall on Main Street acknowledges the role that the ivory trade played in the history of the region.

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Special Features

Private Sitting Room
Private Balcony
Private Garden Porch
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Elegant bedroom with four poster bed, white couch, robe hanging on doorway into bathroom

Champagne & Roses

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Bright and airy bedroom with queen bed, white floral bedding, wicker sitting chairs and windows


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King bed with cream upholstered headboard in pretty bedroom with pink and floral accents

Hearts & Flowers

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Red, white and blue themed bedroom with bed, white side tables and purple star decoration


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Bedroom with four poster queen bed, floral wallpaper and wood dresser


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