There’s an old business adage that goes something like, “Success leaves clues.” When it comes to selecting outstanding bed and breakfasts in Lee, Massachusetts, evidence indicates you have chosen wisely. After all, this cozy town with a population of approximately six thousand is located in the Berkshires Resort Area.
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.
Situated on six park-like acres of land in Lee, Massachusetts is the luxurious Applegate Inn. You’ll enjoy our guestrooms, suites and two bedroom cottage filled with elegant furnishings décor for a comfortable stay in the Berkshires. Surrounded by an abundance of outdoor and historic attractions this Select Registry property is conveniently located for local exploration of nearby attractions like Tanglewood, Jacob's Pillow, the Normal Rockwell Museum and so much more!
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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 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.
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.
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.
**We will be closed until Early September due to COVID-19. Please expect communications to resume in early August. Thank you and Safe Travels. I am offering a very private, romantic suite with a view of historic Overlook Mountain on it’s own floor 10 minutes from historic Woodstock New York and the equally wonderful town of Saugerties... On a back road off of a back road off of a back road. The suite is on the third floor of the house and is accessed by an outdoor spiral staircase. Please take this into account if you have an issue with stairs. King Bed with a nice mattress and bedding - Spectrum Cable with HBO & Showtime - Easy access to your personal Netflix, Amazon, or Hulu Accounts. Large Flat Screen Television w DVD player & nice selection of films - Boze CD Player with connector cable for music from your phone or computer - Free WI-FI High Speed 300 mps Spectrum Internet - Cathedral ceiling with ceiling fan - In suite "green" AC & heat. In room JACUZZI tub & separate shower - Private “Breakfast Galley” kitchenette with view of Plattekill Mountain. Large outdoor HOT TUB (with view & wildlife) - Wonderful outdoor shower - Your own private “Zen Garden” and Sun/Moon deck. Nice two person hammock. Private covered deck with porch swing and amazing view - Quarter mile of your own beautiful private nature trails on the property with four meditation spots. Minutes from the New York Thru-Way (I-87) - Great Restaurants - Galleries - Antiques - Hiking - Fishing - Biking and Climbing. Under two hours from Manhattan.
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.
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.
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If that’s not a tip-off to the exceptional experience you can count on, well, then, you’ll just have to go check it out for yourself!
With scenic mountain vistas, a state forest to explore, and a host of wineries nearby, Lee and the surrounding region boast an embarrassment of B&B riches. Neighboring towns that comprise this resort area, such as Lenox, Stockbridge, and Great Barrington, offer similar quality lodging options. An added attraction you won’t find in too many small towns is Tanglewood, the Boston Symphony Orchestra's summer home since 1937.
Mountain resorts are known for their variety of attractive locations, and the Berkshires are no different. Plan your family reunion, a romantic weekend for two, or a girls’ getaway. Need some time and space for yourself? A quiet retreat beside a lake may be the perfect destination to regain your balance. First-rate sanctuaries scattered across the Berkshires and beyond are at your beck and call.
Even in a small state like Massachusetts, there is a great deal of diversity when looking for fun, educational, and cultural things to do. Lee’s location in Berkshire’s gently rolling mountains offers an excellent centralized location to canvass the state's western part.
The Norman Rockwell Museum, located south of West Stockbridge, is home to the famous painter’s most extensive collection. Featured for years on the cover of Saturday Evening Post magazine, even the young ones will relish the artist’s rich detail and bold colors evoking several different emotions in the same scene.
Pittsfield is the largest city in Berkshire County and home to the Berkshire Museum. It also provides a small municipal airfield that’s an option for those looking to save driving time. The Berkshire Hills Country Club is a semi-private club and is billed as the Berkshires premier wedding venue.
Jacob’s Pillow Dance was founded in 1931 to inspire men to pursue dance as an honorable career. Home to exhilarating dance events as well as hosting lectures and classes, all ages will find fun and culture here.
The bed and breakfast inns of Lee, Massachusetts, connect deeply with some of America’s earliest history. The first B&Bs were simple hotels, public houses, or perhaps nothing more than a glorified barn. These inns formed the initial network of waystations and stopovers travelers depended on as they made their way across the country.
Of course, the original structures of most of them have long since vanished. Some B&Bs, however, have retained a wall here, a broken piece of foundation there, or a frame of windows whose glass may have glimpsed Revolutionary War soldiers. Seen as portals to the past, great care has been taken to protect these relics from the ravages of time and several renovations.
The town was initially named Dodgetown after its founding settler Asahel Dodge emigrated from Cape Cod in 1760. Upon being incorporated in 1777, it was renamed after Revolutionary War General Charles Lee.
Principal industries in the early years were agriculture, lumbering, and lime making. The number of rivers and streams and the abundance of timber led to the first paper mill being built in the early 1800s. The paper industry peaked in 1870 as the town became the largest paper producer in the country.
High-quality marble was discovered in the mid-1800s. Lee’s mines produced marble that is still on display in famous buildings such as the Capitol in Washington, DC, hundreds of sculptures adorning Philadelphia City Hall, and St. Patrick’s Cathedral in New York City. Lee’s prosperity is still evident in the town’s architecture, and its historic district is listed on the National Registry. Lee is considered the gateway to the Berkshires and is known for its tourist destinations with classic New England charm.
Let’s see, mountains, rivers, lakes, and streams. What is there not to do? Not only do the Berkshires rank in scenic beauty, but they play host to all manner of outdoor sports and activities. Hunting, fishing, camping, hiking, and biking are at the top of the list during the short summer months.
Whitewater rafting is an excellent adventure for the whole family. Check out Crab Apple Whitewater and make a run down the Deerfield River. Housatonic Heritage Area is an excellent way to learn more about the history and culture of the area. Take a spin on a bike or a guided walk that will provide an absorbing education about how to help preserve the local resources for future generations.
Berkshire Fishing Club is located on a pristine 125-acre private lake where you can fish undisturbed by large boats or jet skis. No houses and plenty of calm water mean you’re bound to reel ‘em in. Ramblewild will be a hit with the adrenaline junkies as zip lines, rope bridges, and suspended walkways guide you through the canopies of a Berkshire forest.
Winter enthusiasts will find no shortage of opportunities for skiing, snowshoeing, cross-country skiing, and snowmobiling. Perhaps even some ice fishing if you have a portable heater and an insulated set of overalls!
For those who prefer a quiet visit or time and space to relax, hike, wander, or find a secluded place to read, there are ample locations to dial down and rebalance in the Lee area.
The many lakes and rivers are vestiges left over from the last glacial age approximately 12,000 years ago when underlying rock strata were scraped, twisted, and buckled by the pressure of sometimes miles-thick ice sheets above.
With eons of time and the forces of erosion rounding off the uplifted, fractured rock, mountain tops, hills, valleys, river bottoms, and gorges provide endless trails with pastoral settings perfect for quiet hikes while reconnecting with nature.
Monument Mountain in Great Barrington is one of the most sought-after natural features in the state. Squaw Peak affords probably the best view of the southern Berkshires. The views from this promontory can be breathtaking during the fall; however, plan your visit carefully to avoid the like-minded crowds.
Walden Pond is known for its name-sake film from 1981 starring Katherine Hepburn and Henry Fonda. Certainly on the list of things to do, but it’s cool because it’s natural and inspired a great story.
The climate across western Massachusetts varies between hot and humid in the summer months to very cold and snowy over the long winters. The Berkshire Mountains experience abundant precipitation resulting from moisture drawn from New England's humid interior parts and even Lake Ontario well to the west.
This bodes well for skating enthusiasts who take advantage of the innumerable lakes and ponds that freeze over as well as the ski resorts and snowy trails for cross country skiers. Weather systems that roil up the coast from the mid-Atlantic region often mix with cooler air from Canada producing ferocious storms, heavy rain, and snow.
All things considered, the weather in Massachusetts can play havoc with the best-laid plans for a vacation. But allowing for the weather’s foibles, there is endless fun to be had, whether romping down a forested path or shushing a winter trail in the highlands.
Highs typically range from the 70s to low 80s F during the summer months providing for pleasant days on the water, hiking, and camping. But keep an eye out for the afternoon thunderstorms that can be on you in a flash! Winter lows can be brutally cold, especially with wind chill factored in. Temperatures in the single digits and even sub-zero are not uncommon during the long winter months.
While Boston’s baked beans and Cape Cod’s clam chowder tend to dominate the culinary conversation in the eastern segment of the state, folks in the western parts have a bit different take on offerings. Don’t misunderstand, beans and chowder are not outlawed in the Berkshires - far from it.
From the Northern Berkshires, where fine art and fine food are equally abundant, to the gastropubs, microbreweries, and farm-fresh markets in South County, you’ll discover new recipes and tantalizing creations wherever you choose to dine. Grass-fed burgers to upscale American to Mediterranean, your B&B experience will only be enhanced by awesome options as you tuck into your rich repast.
Boston’s Logan International Airport, and New York’s JFK and LaGuardia are options for arrival by air but are 2-3 hours away by car from Lee. For regional air service closer to the Berkshires area, consider airports at Springfield, MA, Albany, NY, or Hartford, CT.
Once on the ground, choosing a rental car is a quick and seamless exercise. Equally as important, though, is how to get around once you’ve arrived at your destination. A rental car is the conventional way to go. Otherwise, Uber, Lyft, and the standard taxi will suffice for timely transportation and eliminates the chore of finding parking while you take in the scenery.
Looking for a trail to ride or hike? Check with your B&B host - they may provide mountain bikes to handle any terrain. But short of that, you can always rent a bike for the length of your stay.
And of course, there’s always the time-honored method, finding places you want to see within walking distance. Those wishing to stretch their legs while on vacation will find no shortage of hikes, trails, and city blocks to traverse on foot. Not a bad idea after one of the sumptuous B&B breakfasts your host has stuffed you with!
In a word, nostalgia. What better way to immerse yourself in the history of our nation’s early days amidst beautiful mountain scenery than a stay in a historic inn that actually might have been around at that time?
Another consideration for a B&B stay is service. While there are countless hotels that cater to every whim and fancy, the B&B is much more intimate. Because you’re actually sharing space with the innkeepers in a family-friendly atmosphere, you’ll experience a higher degree of that personal touch often missing during a hotel stay. And that service often starts right at check-in.
You also have the pleasure of experiencing their taste in everything from charming interior design, to art and furniture heirlooms in the guest rooms, to their style of meal preparation. Many visitors rate their stay heavily on host-friendliness and with good reason. A relationship develops very quickly between hosts and guests, and the host’s passion for their calling is evident in the way they care for their guests.
After a hard day of sightseeing, the peak highlight of any visit is returning to your sanctuary for a tension-melting private bath or whirlpool. Then slip between high-quality linens for an exquisite night's slumber to rejuvenate for the next day.
Missed some emails (oh snap)? Maybe the latest happenings on the sports fields? Not to worry, free wifi has you covered. And unless you’re in the middle of a tech detox, there’s most likely a widescreen tucked away somewhere that will provide the needed fix.
By definition, the B&B culinary feature is what makes or breaks a guest’s visit. As noted earlier, many guests rate their stay on the friendliness and hospitality of their host. The next most important feature for many guests is that all-important delicious breakfast served in the dining room or the privacy of your own room.
And it stands to reason that, because the chef and staff have only one meal to concentrate on, all their focus goes into breakfast. That’s one of the attractions to the B&B experience – customized service with a smile. Many innkeepers delight in pleasing their guests because, well, that’s their passion.
With so many high-quality Massachusetts bed and breakfast experiences to choose from, where to start? There are several recommended bnbfinder Diamond Collection properties stretching across the Berkshires region.
The upscale Devonfield Inn is an exquisite country inn located in the heart of the Berkshires on 32 beautiful acres and close to the Tanglewood. For quick access to Massachusetts’ largest state forest and hiking and biking trails, Chambery Inn on Main Street in Lee is the perfect choice.
Applegate Inn, just a half-mile from downtown Lee is surrounded by six plush acres. Their candlelight breakfasts will have you extending your stay, no doubt! For a private guest house and other unique lodging options, check out Red Lion Inn in nearby Stockbridge. Your host's warm welcome will make up for the indifferent reception you get from Norman (Oh puh-leez!), the feline concierge.
Fancy a peaceful retreat by lakeside? Lakehouse Inn, a boutique hotel set on beautiful Laurel Lake, enchants while still being close to Tanglewood and Jacob’s Pillow. Sounds like a perfect combination. Built in 1824 and centrally located near Stockbridge, the Federal House Inn has been beautifully restored and ready for another 200 years.