Inviting 19th century 13 room Inn & cottage on beautiful 10 acres. Pvt baths/full breakfast. Near attractions/skiing/hiking/golf. Gatherings/reunions.
Conceived and curated by home furnishings entrepreneur and Lenox resident, Annie Selke, 33 Main offers a delightful escape for the discerning traveler.
Spectacular views on 22 hillside acres. 34 rooms, pool, fireplaces, antiques. Available for weddings, parties, meetings.
A two-year boarding and day school preparing 9th and 10th graders to enter college early. Offering a safe, in-person academic experience.
A place for intellectually curious and motivated high-school age learners to start college early. Offering a safe, in-person academic experience.
Experience “creative collisions” between old and new, traditional and modern. Showcasing the diverse arts, rich history and culture of innovation in Vermont and the region.
Timed entry in 2020. One of America`s oldest botanical gardens featuring nearly two dozen seasonal display gardens, classes, workshops and special exhibits. Open daily year-round.
Dedicated to providing a high quality, affordable education, BCC offers degrees and certificates in more than 50 areas of study. Additional campuses: Framework, 437 North Street, Pittsfield; South County Center, 343 Main Street, Great Barrington.
New one bedroom suites. Full kitchens, WiFi, indoor pool, hot tub. Minutes to Tanglewood, golfing, skiing, hiking, lakes, fine arts and more.
Run specialty store with indoor cycling studio, running and fitness classes, running races and race timing.
Best Western Plus Berkshire Hills Hotel Inn & Suites
59 rms, centrally located 15 min. from Tanglewood. HBO/deluxe cont`l bkfst/fitness rm. Conference rm, Business Ctr, laundry. AAA.
Romantic 1766 Inn, country elegance, tranquil village setting. Award-winning breakfasts, afternoon tea, library, porch, garden, cozy fireplaces.
Newly renovated lakeside boutique hotel on Laurel Lake. Near Tanglewood, Outlets, Jacob’s Pillow. Deluxe bkfst, Zagat lakeside restaurant/bar. Onsite boating.
Beloved 1902-gilded age estate, a Relais and Châteaux property, is set on 110 acres. 24 Elegant accommodations, Café Boulud restaurant, Dom Perignon salon, spa, fitness and tennis are offered.
Canyon Ranch is your haven for an inspiring, healthy getaway. Have fun exploring mind-body wellness opportunities to help you feel your best for life!
Christiansen's Tavern @ Jiminy Peak
Advance timed tickets required. Enjoy exceptional art and architecture in an unparalleled setting. European, American, British, Old Master paintings, walking trails, café and gift shop.
18-hole championship private golf course with breathtaking views. Pro Shop, Tennis Courts & golf instruction. Family friendly. Banquets/Weddings up to 250.
Courtyard By Marriott Lenox Berkshires
New! Near Tanglewood, theatres, hiking. Patio, firepit; lounge, buz ctr, free wifi, Bistro, Starbucks, cocktails, indoor pool, fitness ctr, car charger!
Open for private booking. Family owned and operated since 1983. Daily rafting and kayak trips on the dam controlled Deerfield River. Enthusiastic staff. Great gear, food & rafts.
An original historic inn from 1884 at the heart of a National Historic Landmark Village. Cozy guest rooms, pleasing amenities, AC, WiFi.
Berkshire’s most unique public golf course, with spectacular views on a championship layout, directly on Route 7. Open daily.
Eastover is a 600 acre sanctuary & holistic retreat center which also offers weekly community wellness classes in Qigong, Chinese art & more.
Eric Carle Museum of Picture Book Art, The
Celebrating Picture Book Art from around the world! Features three galleries, hands on art studio, reading library, shop and café.
Fairfield Inn & Suites – Berkshires
Relax year around at the Berkshires Award Winning Marriott! Enjoy free hot breakfast, pool/hot tub, fitness, arcade, Wifi, event space & more!
Framework offers, fiber internet, offices, conference rms, social spaces, printer, branding & access to community of members-Monthly & daily memberships
Representing world-class artists from 200+ countries. New exhibits monthly. Hours: Saturdays 12-4pm and 1st Fridays from 5-8pm. Free Admission.
Top-rated on TripAdvisor.com, enviable Lenox location, 15 room historic inn with 4-staramenities, acclaimed breakfast, WiFi, spa treatments.
Elegant Gilded Age inn and guest house located in historic downtown Lenox. Nine bedrooms, two suites, private 3-bedroom guest house, private dining rooms, bar, restaurant, and lounge.
Sparking collaboration & innovation, gWorks’ is a stunning campus hosting conferences, celebrations & cultural gatherings in an extraordinary event space.
Where the modern world meets nature; 1948 Bauhaus design amidst 316 acres of open fields with spectacular views, hiking trails & seasonal pool.
Haflinger Haus Restaurant, Tavern & Inn
Voted Best of the Berkshires 2014. 100 year old historic Inn and award winning restaurant. Central to theaters, museums, Williams College & Tanglewood.
Award-winning hotel nestled on a wildlife preserve in the heart of the Berkshires. Smiles, cookies, free hot bkfst, & indoor pool are waiting to welcome you.
Hilton Garden Inn Lenox Pittsfield
Award-winning Hilton Garden Inn! Micro/fridge/Keurig/Wi-Fi, indoor pool/hot tub, fitness center. Home of Jae’s Restaurant for breakfast/lunch/dinner.
Holiday Inn & Suites Pittsfield - Berkshires
Opened June, 2019. 26 suites, pet friendly, free Wi-Fi and parking, indoor pool/hot tub, fitness center, on-site laundry and restaurant.
Stay with someone you know. Spectacular views, convenient location, free WiFI, indoor pool, hot tub, saunas. Restaurant & lounge open daily.
Boutique hotel w/eclectic decor in 19th c. building. On-site dining bar/lounge w/entertainment, gated parking. Walk to theaters/galleries/museums/shops.
Peaceful charm & elegance in a 1906 Georgian mansion on 12 acres. Delicious breakfasts, fireplace, whirlpool rooms, AC, TV, heated pool, fitness room.
Open. 105 1-bedroom suites, vacation homes also available. Slopeside winter lodging, steps away from Mountain Adventure in summer. Year round.
The Berkshires premiere caterer for over 25 years. Specializing in off-site catering for gala events, weddings and small gaterings.
Open. 25 miles of scenic trails through forests high atop the Berkshires. Ski/snowshoe/hike. Two picnic shelters, cafe & equipment rentals.
A welcome alternative to traditional franchised hotels. Kick off your shoes luxury with historic surroundings and contemporary amenities.
Boutique hotel, retro/contemporary décor. Bkfst/htd outdoor pool/hot tub/fire pit. Walking distance to town. Trip Advisor Certificate of Excellence.
32 unique rooms + Mountain House Lodge, sleeps 15. Candlelit tavern dining; live music events. Rustic getaways for romantics/families/groups/weddings.
Fairytale Victorian Inn – 19 rms w/antiques, pvt baths, lux amenities, A/C – many w/frplc. Great bkfsts, afternoon refreshments. Ideal location.
Full service real estate company performing functions of representing buyers, sellers and investors.
Santarella, Tyringham's Gingerbread House
Santarella, a Storybook Estate in the Berkshires is perfect for your magical getaway! Lovely gardens & lodging for 14 in 2 towers and historic farmhouse.
Gilded Age mansion, 27 acres of lush gardens for outdoor ceremony, grand ballroom, 57 bedrooms, ideal destination venue/professional event coordinator.
Singing Bridge Performing Arts Lodge
Rustic, spacious, airy, sunny, cozy, quiet rooms in 1800’s country lodge, nestled along the Westfield River with a walk bridge and great views.
Distinguished collection featuring Degas, Seurat, Renoir, Van Gogh, Picasso & O’Keeffe in contemporary galleries. Lively changing exhibitions.
Contemporary photography gallery featuring local & international artists. We also offer custom framing, fine art printing, and art installation.
Grounds are open, plus online offerings in 2020. Summer home of the Boston Symphony Orchestra, and year-round home of the Tanglewood Learning Institute (TLI.org). Concert season runs June – September.
The Mount, Edith Wharton's Home
Open for tours. Please book in advance at EdithWharton.org. You do not need a reservation to visit the grounds, Terrace Café or Bookstore. Closed on Tuesdays.
TOURISTS is a hotel and riverside retreat inspired by the classic American roadside motor lodge, home to woodland trails and more!
Ventfort Hall Mansion and Gilded Age Museum
Builtin 1893 by JP Morgan’s sister, Sarah. Tours/tea & talks/concerts/lectures/weddings/private rentals. Cider House Rules film set. Open year-round.
Live performances in a gorgeous 1865 Victorian mansion. Theater, Concerts, Opera, Cabarets & events for kids and teens! Visit website for schedule.
Beautifully restored cabins with modern amenities. On site Sky Bar, Cafe, Bakery, Gift Shop, hiking trails and a Berkshire Mountains view like no other.
Indoor pool. 96 rooms-some w/frpls, views, jacuzzis. Lounge/fitness/meeting space/free internet/cont’l bkfst. Groups/families/couples/corp welcome.
The Yiddish Book Center hosts permanent and visiting exhibits, public and educational programs and Yidstock: The Festival of New Yiddish Music.
Innovative 3-week creative writing program for high school students on a college campus, taught by college professors. July 2021.
The Red Lion Inn
Fairfield Marriott
Maple Glen at Red Lion Inn
Cafe Boulud at Blantyre
NightWood at The Mount