Lenox, Massachusetts is a town of versatile attractions. Whether you’re looking for a summer getaway or a winter ski destination, a locus of arts and culture or a home base for outdoor adventures, Lenox can offer the activities and climate for an enjoyable trip.
Just steps from historic Lenox Village and walking distance to Tanglewood, the Garden Gables Inn is top-rated on TripAdvisor. We are recognized for the personalized service we provide for each of our guests. If you are looking for a place to get away from the busyness of life, where you can relax in a traditionally-decorated, country inn setting, the Garden Gables Inn may be just the place for you. Delicious food is key to a great experience. We serve a freshly made-to-order, five-star hotel-quality, full breakfast menu each morning throughout the year – included with your stay, and prepared by professionally-trained chefs. We offer private seating and full waitstaff service in our dining room, wraparound porch and outdoor patio. For a private, romantic, candlelit dinner at the Inn - or, a special, private dinner with family or friends - book our Private Chef's Table (offered on selected days, year-round, call us to check availability). Our professional culinary team will develop a custom menu with you - a level of service increasingly difficult to find in today's world. What's more, our Historic Lenox Village setting has many excellent restaurants within a five-minute walk, and a wide range of local restaurants within a five-to-fifteen minute drive. Pamper yourself with a massage, facial or other esthetic services, delivered by licensed experts in our dedicated spa rooms. More active pursuits also beckon–our 70-foot heated pool for starters - hike in Kennedy Park, stroll to Lenox Village for the galleries, shops and restaurants. We also own nearby Hilltop Orchards and Furnace Brook Winery–a short drive away, in the historic Berkshires farmland - where we are preserving 200 acres of open spaces and where you can hike and snowshoe, pick apples and taste wine - all complimentary for Garden Gables Inn guests.* And, the Berkshires region offers an incredible array of cultural, culinary and natural locations to delight you year-round. Our Inn is decorated throughout in an updated - yet traditional - English/American country house style, professionally maintained to provide for today's needs. Guest rooms all have private baths, AC, spa robes, designer linens, L’Occitane bath products, HD LED TVs with DVD players (and our DVD guest library with the latest releases). Internet service is available throughout, for no additional charge. Many rooms feature wood-burning fireplaces* - there are no additional charges to use them at the Garden Gables. No hidden or unexpected facility fees - enjoy our pool and grounds, the library and sherry room, and complimentary snacks and beverages - all included. Relax and let our full-service staff take care of what you need to make your stay with us healthful and refreshing.
The Shaker Mill Inn is a unique family and pet friendly Inn that can be a comfortable and safe alternative in these days of Covid-19. Each room has a private entrance. There is a self-check-in/check-out process. There are no common eating or gathering areas, and we use cleaning and food handling techniques recommended by the Health Department. Each room is equipped with a kitchen or kitchenette so that you can enjoy your breakfast in your room or on your patio. The rooms and grounds are spacious, which will make for a relaxing visit to the Berkshires. Conveniently located in the central Berkshires near Lenox, Lee, and Stockbridge, The Shaker Mill Inn offers cozy bed & breakfast rooms with king and queen beds, private baths and rooms with a private deck or balcony. Business travelers will find convenience in our Greylock Suite that includes a large living room for gatherings or entertaining clients and a secure Wi-Fi. For summer lodging, Shaker Mill Inn is 10 minutes from the Tanglewood Main Gate. We are committed to running a virus free B&B, with the health and safety of our guests our main concern. We hope you consider us the next time you want to get away.
Nestled in the beautiful Berkshires in the quaint town of Lee, Massachusetts, The Devonfield offers comfortable and spacious accommodations with gourmet candle-lit breakfast in this gracious country inn. This four-season paradise provides year round activities including, a heated swimming pool and acres of pastoral meadows perfect for relaxing. The Devonfield is conveniently located to all area attractions, including Tanglewood, Jacob's Pillow, and the Norman Rockwell Museum as well as a wonderful variety of fine restaurants, boutiques, antique shops, galleries and the Lee Premium Outlets. Come relax in style and luxury in this traditionally furnished country inn boasting six tastefully decorated guest rooms, four two- room suites and a separate guest cottage all featuring private baths, air conditioning and televisions - as well as rooms that include wood-burning fireplaces and Jacuzzi whirlpool tubs.
The Stockbridge Country Inn nestled in Stockbridge, CT is a Federal country house dating to 1856, and is perched on four beautiful acres of lush landscape with lovely gardens surrounding an in-ground pool. A period carriage barn completes this lovely and quaint Massachusetts bed and breakfast in the Berkshires. Luxury Guest Suites abound with fine antiques and attention to detail surround, Private Bath en Suite, Canopy bedsteads and full custom bath amenities. Start your Berkshire day the only way, by enjoying a full-service gourmet country-style breakfast made to order and served each morning.
A Charming Vermont Getaway Welcome to our Bennington, Vermont Bed and Breakfast. Perhaps you have passed by the inn on a previous trip to Bennington, or gotten to know us on Instagram. If not, let us tell you a little bit about The Four Chimneys Inn. Perched between a traditional Vermont Inn and a Boutique hotel, our Vermont B&B has an intimate, yet grand feel reminiscent of the graceful summer homes of days gone by. Each uniquely appointed guest room maintains its old world details while offering all of the amenities of modern day life. Crisp and Clean. Quiet and Unhurried. Our guests know best, citing that the inn provides a magical respite from the day to day frenzy. The perfect spot for a romantic getaway or sister weekend. A longstanding favorite lodging choice for Bennington College families. (just 5-minutes away). And perfect for business travelers. Fully equipped with modern amenities, its no surprise that many area HR departments entrust their visiting business travelers and VIPs to our care. We hope you’ll come see us soon!
The Greenville Arms 1889 Inn, a Catskills bed and breakfast, where you’ll find our unique blend of a historic Victorian Inn filled with an ever changing gallery of fine art, a house-made artisanal chocolate line, and the only locally owned espresso bar in town. We welcome guests year-round, so you can experience all of the beautiful seasons not only on our five acres of lawns and gardens, but within the Catskill Mountains and Hudson River Valley region.
This Waterford, NY bed and breakfast offers luxurious rooms and accommodations in New York. We can cater Vegans, Vegetarians, and Gluten Free Diets for breakfast.Our bnb in Waterford provides Three breathtaking rooms to choose from, each with their own flavor, name, and woods or water views. Each room has a private bathroom (see Victorian Bathrooms slideshow below). With Italian Egyptian cotton linens, down feather beds comforters and pillows, you'll want to stay an extra night! High speed, wireless internet throughout the entire estate. Air-conditioned with TV and free Netflix without sacrificing quality or service. Book your stay today! Click our link above to Book Direct for your next memorable escape in Waterford, New York.
This picturesque Inn lies in an ideal location in Southern Vermont. The Wilmington Inn is located along the Deerfield River, adjacent to the Valley Trail & minutes from Mount Snow. Our Inn is rich with history, but with modern amenities & personal traditional touches. Help us complete our puzzle of the week or enjoy a local beer in front of the fireplace enjoying a homemade treat. Our cozy & tranquil accommodations include a number of spacious rooms & suites designed for comfort & ease. We gladly welcome groups as well, ranging from a family reunion, corporate outing to weddings. Our hospitality focused associates are dedicated to ensuring each stay is flawless.
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Lenox is a small, quaint town, so skip the hotel chains to immerse yourself in countryside relaxation. Bed and breakfasts in Lenox offer a relaxing option for exploring the Berkshires’ rustic charm.
Bed and breakfasts in Lenox are situated in historic homes and boutique cottages alike. They offer close proximity to the town’s attractions--including the Tanglewood concert venue, where you can catch a concert from the Boston Symphony Orchestra, and the Pleasant Valley Sanctuary, where you can spend hours hiking through woodland trails and cool lake paths. If you’re hoping to immerse yourself in history through trips to Edith Wharton’s estate, or marvel at the Berkshire cottage buildings from the nineteenth century, Lenox bed and breakfasts are great options. Run by friendly innkeepers, they are equipped with a range of amenities for guests. Enjoy a home-cooked meal in a cottage on a sprawling farm property before venturing out to explore Lenox, the Berkshires, and the natural beauty of New England.
Lenox is home to The Mount, the Berkshire estate home of the celebrated twentieth-century author Edith Wharton. A National Historic Landmark and cultural center, the Mount celebrates Wharton’s intellectual, artistic, and humanitarian legacy through public programs. The beautifully preserved home combines a traditional historic house museum format with a diverse and vibrant lineup of cultural activities--and the beautifully maintained grounds are open for visitors to stroll through.
Visitors to Lenox can find more historic homes throughout the city. Ventfort Hall and Mansion, for example, is a historic mansion decorated in Jacobean style, and listed on the National Register of Historic Places due to its significant architecture and history. Don’t forget to check out the Berkshire Scenic Railway Museum, a railroad museum that features historical exhibits. The Scenic Railway Museum also hosts a one-hour round-trip scenic train ride that takes visitors on a winding and relaxing ride through the Berkshires’ natural beauty.
Outdoor adventurers will love the October Mountain State Forest--a 16,460-acre forest and recreational preserve that spans the towns of Lenox, Washington, Becket, and Lee. The largest state forest in Massachusetts, October Mountain holds miles of hiking trails and incredible lake views.
Ski enthusiasts will also find much to do in Lenox. In addition to the nearby Ski Butternut, skiers should also check out the Bousquet Ski Area, a 200-acre ski area in the nearby Berkshire summit of Yokun Ridge. It features a vertical drop of 750 feet as well as twenty-four trails and a terrain park.
The area of Lenox was long inhabited by native Americans including Mahicans, Algonquian-speaking peoples who lived along the Housatonic and Hudson Rivers. In the early eighteenth century, the French and Indian Wars ravaged the area, and European colonization did not occur until 1750, when Jonathan and Sarah Hinsdale moved from Connecticut and opened a small inn and general store. Samuel Brown, Jr., bought the land that is now Lenox from the Mahican chief; it was founded as the settlement of Richmond in 1765. Due to a property dispute and a spelling error, by 1767 the town of Lenox (named after the duke Charles Lennox) had been sectioned off and established in its current location.
The colonial economy of Lenox relied on farming, sawmillings, textiles, glassworks, and quarrying; by the late 18th century, iron mining was increasingly important. In the early 19th century, Lenox gained a reputation as an art colony, as authors such as Catharine Sedwick and Nathaniel Hawthorne were attracted by the region’s natural beauty. The later nineteenth century saw the construction of sprawling estate homes; from 1880 to 1920, the “Berkshire Cottage era” transformed the town into a Gilded Age resort, akin to Newport in Rhode Island and Bar Harbor in Maine. Annual social events like the Tub Parade--where richly decorated carriages were moved to Main Street--helped establish the town’s reputation.
The estate era ended in the early 20th century, due to the Depression and the creation of the federal income tax; some were turned into seminaries and prep schools. Many historic homes remain standing in the region. In the twentieth century, Lenox has gained popularity as an arts destination; it is the summer home of the Boston Symphony Orchestra and the home of Shakespeare & Company.
The Tanglewood outdoor performance venue is one of the area’s most popular attractions. Located between the towns of Lenox and Stockbridge--and surrounded by the gorgeous Berkshire Hills--Tanglewood is a sweeping outdoor area with a concert stage where various groups perform throughout the year. Most famously, Tanglewood is the summer home of the Boston Symphony Orchestra. Since 1937, families and couples alike have flocked to Tanglewood to listen to the BSO perform classical music in the warmth of summer breezes.
Lenox is located just a short distance from Stockbridge, a similarly sized town nestled into the Berkshires. Stockbridge is home to the Norman Rockwell Museum, where visitors can view the popular artist’s work and a recreation of his studio. Also in Stockbridge are the Naumkeag Estate, an 1886 mansion surrounded by gardens, and Chesterwood--the former home of Daniel Chester French, who sculpted the Lincoln Memorial. Chesterwood features rotating outdoor sculpture exhibitions. For plant enthusiasts, the Berkshire Botanical Garden is also situated in Stockbridge. Great Barrington, another nearby town, is a perfect location for skiing and summer relaxation alike. The small town--population just over 7,000--is both a summer resort and the home of skiing venue Ski Butternut. It encompasses the quaint villages of Housatonic and Van Deusenville.
In between these activities, visitors can take drives through the expansive countrysides of Western Massachusetts. At the Stonover Farm bed and breakfast, for instance, a typical day might include exploring the Inn’s 10 acres in between trips to Tanglewood (2 miles away) and the Norman Rockwell Museum (6 miles away).
Lenox is situated in the Berkshire Mountains, a rolling range that covers sections of western Massachusetts. The county has a total area of roughly 1,000 square miles, of which 20 square miles are water. The entire county features mountainous terrain, and the highest natural point in the county--and in the state of Massachusetts--is Mount Greylock, which summits at 3,492 feet.
Berkshire County borders three states: Vermont, New York, and Connecticut. The Hoosac Range of the Berkshire Hills runs north to south through the area, and the Taconic Mountains range through the western part of the county.
The town is roughly 22 square miles large, bordered by the similarly quaint Berkshire towns of Pittsfield, Washington, Lee, Stockbridge, and Richmond. The highest nearby peak is Yokun Seat, with an elevation of 2, 146 feet. To the town’s east, October Mountain stretches above the Housatonic River, which flows through the eastern side of Lenox and is interrupted by a dam, forming Woods Pond. In addition to the mountainous natural features, marshy brooks are also prevalent throughout Lenox; their water feeds into the Housatonic. A wildlife sanctuary, Pleasant Valley, sits south of Yokun Seat near Lenox.
Western Massachusetts experiences a “humid continental” climate, with warm summers and cold winters with heavy snowfall. This combination makes Lenox a popular destination as both a summer resort and a ski destination. Summer rainstorms are also common, and occasional Nor’easters can be expected in the winter.
The elevation of the Berkshires helps lend the area a pleasant summer climate. Because there is less humidity in the elevated county, it regularly receives summer visitors from the eastern lowlands of Massachusetts.
Lenox features restaurants and bars serving up a range of different cuisines.
For casual dining options, visit Arizona Pizza Co.; its menu includes pizzas, quick bites, and a full drink menu, plus daily specials, which makes it a family-friendly dining destination. Bagel & Brew serves a unique combination of bagels and drinks, with a wide selection of microbrew, tap, and bottle/can options. Bagel & Brew hosts a beer garden in the summer months--a popular performance spot for local musicians. The Old Heritage Tavern is a classic staple of the Lenox dining scene, serving American dishes and a full bar of beer and cocktails.
If you’re on a romantic getaway, Lenox offers upscale dining options as well. The Alta Restaurant & Wine Bar is a fine dining establishment that serves Mediterranean-inspired American cuisine and includes a porch for outdoor dining. Walker Street Grill at the Gateway Inn & Restaurant serves dinner in a opulently decorated dining room.
To satisfy a sweet tooth, check out the Chocolate Springs Cafe, which sells fine European chocolates.
A bed and breakfast is perfect for Lenox because the town is small, quaint, and charming--not words that come to mind when one thinks of a hotel chain! The bed and breakfasts in Lenox are optimal getaway destinations; they’re surrounded by natural beauty and feature a full range of amenities to make your trip unforgettable. With convenient check-in times and friendly innkeepers, booking and staying at a Lenox bed and breakfast is a stress-free experience. Plus, there’s the opulence of the homes themselves, from vintage-decorated cottages to restored Victorians that date back to the Gilded Age.
While many of Lenox’s bed and breakfasts feature vintage or antique decoration and Gilded Age architecture, they are also equipped with modern amenities. These range from free WiFi, to hair dryers and luxurious robes, along with fresh linens, private label amenities, and en-suite private bathrooms. Visitors can also expect flat-screen TVs, period antiques and vintage fabrics. The guestrooms in Lenox often come with fireplaces and spa tubs, and bed and breakfasts are outfitted with air conditioning for summer months. Look forward to outdoor pools--including heated pools--and free parking, among a wide range of additional amenities and complimentary gifts.
Many bed and breakfasts are located within walking distance or biking distance of the town’s main attractions, from its Main Street to the Edith Wharton home and other historical houses.
The town can be accessed by train: the Housatonic Railroad route between Pittsfield and Great Barrington passes north to south through the town, and Amtrak rail service on the Lake Shore Limited line stops in nearby Pittsfield, with regional bus service through the town.
The closest regional airport is the Pittsfield Municipal Airport. In addition, Lenox is located roughly equidistantly between two airports with national flights: Bradley International Airport in Connecticut and Albany International Airport in New York. Lenox is approximately 125 miles from Boston, where Logan International Airport is situated. Car rentals and bike rentals are available in Lenox.
The Rookwood Inn is one of the best bed and breakfasts in the Berkshires. Situated in a restored Queen Anne Victorian, the Inn features twenty individually decorated rooms, filled with antiques. Enjoy luxuries ranging from fresh linens to special bathrooms, and begin each day with a delicious and healthy breakfast. Choices include a blintz souffle and French toast strata paired with fruit and bread. In the afternoons, enjoy refreshments on a front porch overlooking the rustic natural scenery.
The Hampton Terrace Inn combines Gilded-Age luxury with modern convenience. Within walking distance from Lenox dining and shopping, the Inn features public rooms with sconce detailing, fireplaces, elaborate moldings, and a centerpiece three-story suspended staircase. Enjoy a glass of wine at the BYOB antique bar.
The Garden Gables Inn is located within walking distance of Tanglewood and the historic Lenox Village. It features personalized service, massages and facials, a 70-foot heated pool, and a private orchard, the Hilltop Orchards and Furnace Brook Winery. There you can pick apples, taste wine, hike and snowshoe. The Summer White House is an option located just one mile from Tanglewood, close to Lenox’s fine dining and specialty shops, as well as the Berkshire Theater Festival. The Seven Hills Inn is a Gilded Age Mansion on 27 lush acres of hills and gardens, featuring a Manor House, Carriage House, and Terrace Country Motel, as well as outdoor pool and a wedding host option.
The Birchwood Inn is perfect for a ghostly getaway. Brook Farm Inn, Apple Tree Inn, and the Gateways Inn are also excellent Lenox bed and breakfast options. Devonfield Inn and Yankee Inn are also two of the best bed and breakfasts in Lenox.