Lenox (Massachusetts) Voyage Tips and guide

Lenox is a town in the Berkshires of Massachusetts, about 3 hours from New York City and 2½ hours from Boston. Lenox is an arts-lover's dream, home to Tanglewood. There are also several stately mansions and prestigious boarding schools in the area.

Get in

Map of Lenox (Massachusetts)

From the west (3 hours from New York City): Take the Taconic State Parkway. Exit at "Hillsdale, Claverack, Route 23" and follow Route 23 East to Great Barrington. North on Route 7 through Stockbridge. Left onto Route 7A into Lenox.
From the east (2½ hours from Boston): Take the Massachusetts Turnpike to Exit 2, marked Lee. Follow Route 20 West about 4 miles beyond Lee then left on to Route 183 into Lenox.
From the south (75 minutes from Hartford): North on I-91 to the Massachusetts Turnpike West to exit 2; then as above.

Get around

The small downtown area is easily walkable, and Tanglewood is just a mile from the central crossroads. To go farther, you will probably need at least a bicycle if not a motor vehicle.

See

42.3529-73.281 Ventfort Hall Museum of the Gilded Age, 104 Walker St, ☏ +1 413 637-3206. Sa Su 10AM-3PM. Gilded Age mansion. $9/$4. (updated May 2025)
Mount Estate and Gardens of Edith Wharton, 2 Plunkett Street, ☏ +1 413 551-5100, [email protected]. Daily May–Oct 9AM-5PM. Elegant 1902 mansion and magnificent formal gardens designed by Edith Wharton, Pulitzer Prize-winning novelist and authority on architecture, interior design and gardens.
^{[dead link]} Lenox Athenaeum, ☏ +1 413 637-1087. Seminars on classical music, theater, dance, literature, and other subjects. Music recitals, private and charitable functions, as well as lectures that promote an appreciation of the history, literature, and the natural beauty of the Berkshires.
Shakespeare & Company, 70 Kemble Street, ☏ +1 413 637-3353, [email protected]. Mid June-late Oct. Morning, noon and night. Walking trails, picnic areas, free outdoor family performances. Experience eight plays on three indoor and outdoor stages.

Do

Tanglewood, 297 West Street, ☏ +1 413 637-1600. Summer home of the Boston Symphony Orchestra, the Tanglewood Music Center, and the Boston University Tanglewood Institute.
Undermountain Farm Riding Stable, 400 Undermountain Rd, ☏ +1 413 637-3365. Pony rides ($20) and guided trail rides ($55). Schooling shows.
Berkshire Horseback Adventures, 293 Main Street, ☏ +1 413 637-9090.
Pleasant Valley Wildlife Sanctuary, 472 West Mountain Road, ☏ +1 413 637-0320, [email protected]. Daily July-mid Oct; Off season: Tu-Su and Monday holidays. Over 7 mi (11.25 km) of trails on 1500 acres.
Kripalu Center for Yoga & Health, West St, toll-free: +1-866-200-5203. and Richmond Mountain Rd. Offers yoga, meditation, massage and other healing arts.
^{[formerly dead link]} Kennedy Park, 275 Main Street (just past the Church on the Hill at the top of Main Street). A compact multi-use park on the site of a former Gilded Age resort home now reverted to forest. Free.

Buy

Eat

Blantyre, Blantyre Rd, ☏ +1 413 637-3556, [email protected]. Mobil Five-Star Award and the Wine Spectator’s 2003 Best of Award of Excellence.
Chocolate Springs Cafe, ☏ +1 413 637-9820, [email protected]. Pastry Café.
Church Street Cafe, 65 Church St, ☏ +1 413 637-2745, [email protected]. Lunch, dinner. Regional & ethnic dishes. Vegetarian items available. Wine Spectator Award of Excellence.
Cranwell Resort, Spa and Golf Club, 55 Lee Rd, ☏ +1 413 637-1364, [email protected].
Dish Cafe Bistro, 37 Church St, ☏ +1 413 637-1800, fax: +1 413 637-2444. Breakfast, lunch & carry out daily.
Firefly, 71 Church St, ☏ +1 413 637-2700. Lunch, dinner. Wine Spectator “Award of Excellence”.
Gateways Inn and Restaurant, 51 Walker St, ☏ +1 413 637-2532, [email protected]. (updated Mar 2015)
^{[dead link]} Lenox 218 Restaurant, 218 Main St, ☏ +1 413 637-4218. Daily for lunch and dinner. Northern Itaian/American.
Prime Italian Steakhouse & Bar, 15 Franklin St, ☏ +1 413 637-2998, [email protected]. Great wine list, late night entertainment on weekends.
Seven Hills Inn and Restaurant, 40 Plunkett St, ☏ +1 413 637-0060, [email protected]. Gourmet dining on fine china.
^{[dead link]} Spigalina Restaurant, 80 Main St, ☏ +1 413 637-4455.
Trattoria Il Vesuvio, 242 Pittsfield Rd (Routes 7 & 20), ☏ +1 413 637-4904, [email protected].
Village Inn, 16 Church St, ☏ +1 413 637-0021. Full breakfast, Afternoon English tea, Candelight dinners.
Wheatleigh, ☏ +1 413 637-0610. Hawthorne Rd. Year-round. Lunch and dinner daily. Prix-fixe.

Drink

Olde Heritage Tavern, 12 Housatonic St, ☏ +1 413 637-0884. Neighborhood bar, very casual. Pool, darts, jukebox, and pub food.

Sleep

Days Inn Lenox, 194 Pittsfield Rd, RT 7 & 20, ☏ +1 413 637-3560. Check-in: 3PM, check-out: 11AM. Free wireless Internet access, breakfast included, outside pool, free parking, TV with cable HBO, free newspaper.
^{[dead link]} Knights Inn Lenox, 474 Pittsfield Rd, ☏ +1 413 443-4468. Check-in: 3PM, check-out: 11AM. Free wireless Internet access, free breakfast, free parking, TV with cable, pet-friendly.
^{[dead link]} Howard Johnson Express Inn, 462 Pittsfield Road, Routes 7 and 20, ☏ +1 413 442-4000. Check-in: 3PM, check-out: 11AM. Jacuzzi rooms, free wireless Internet access, free breakfast, outside pool, handicap rooms, free parking, TV with cable.
Apple Tree Inn, 10 Richmond Mountain Rd, ☏ +1 413 637-1477, [email protected]. Walk to Tanglewood. Pool & tennis.
Berkshire Inns - Yankee Inn, 461 Pittsfield Rd, ☏ +1 413 499-3700, toll-free: +1-800-835-2364, [email protected]. (Rtes 7 & 20). 6 room categories, outdoor pool, AAA 3-Diamond.
42.362962-73.2817221 Birchwood Inn, 7 Hubbard St, ☏ +1 413 637-2600, toll-free: +1-800-524-1646, [email protected]. Elegant country bed and breakfast featuring comfortable rooms with private baths, luxury linens, and free Wi-Fi. Breakfast included. Pet friendly rooms available. $199-369.
Blantyre, Blantyre Rd, ☏ +1 413 637-3556, [email protected]. Tennis courts, heated pool. Recipient of the Mobil Five-Star Award.
Brook Farm Inn, 15 Hawthorne St, ☏ +1 413 637-3013, [email protected]. 15 rooms.
Canyon Ranch in the Berkshires, 165 Kemble St, ☏ +1 413 637-4100. Dedicated to healthy living and fitness. Classes, hiking & biking, spa & body treatments, nutritious gourmet dining, private consultations and workshops.
Chesapeake Inn of Lenox, 210 West St, ☏ +1 413 637-3429, [email protected]. 1/4 mile to Tanglewood. 75' Heated lap pool.
Cliffwood Inn, 25 Cliffwood St, ☏ +1 413 637-3330, [email protected]. 7 rooms.
Cranwell Resort, Spa and Golf Club, 55 Lee Rd, ☏ +1 413 637-1364, [email protected]. AAA Four Diamond Resort. 107 rooms, indoor/outdoor pools, 18-hole championship golf course, tennis, x-c skiing, 3 restaurants on property.
Garden Gables Inn, 135 Main St, ☏ +1 413 637-0193, [email protected]. 18-room Colonial Inn. In center of Lenox Village. Largest outdoor pool in Berkshire County.
Gateways Inn and Restaurant, 51 Walker St, ☏ +1 413 637-2532, [email protected]. 12 rooms. Pricey and worth it. (updated Feb 2015)
Hampton Terrace, 91 Walker St, ☏ +1 413 637-1773, [email protected]. 14 rooms. One mile to Tanglewood.
Howard Johnson Express Inn, ☏ +1 413 442-4000. Routes 7 & 20.
Kemble Inn, 2 Kemble St, ☏ +1 413 637-4113, [email protected].
Ponds at Foxhollow, ☏ +1 413 637-1469, [email protected]. Route 7. One- and two-bedroom condominiums.
Rookwood Inn, 11 Old Stockbridge Rd, ☏ +1 413 637-9750, [email protected]. At town center. One of New York Magazine’s 30 best B&Bs.
Seven Hills Inn and Restaurant, 40 Plunkett St, ☏ +1 413 637-0060, [email protected]. 1911 mansion with fine dining.
Stonover Farm, 169 Under Mountain Rd, ☏ +1 413 637-9100, [email protected]. 3 suites and separate cottage. Walk to Tanglewood.
Summer White House, 17 Main St, ☏ +1 413 637-4489, [email protected]. Walk to Tanglewood.
Village Inn, 16 Church St, ☏ +1 413 637-0020, [email protected]. Year round. 32 rooms. Historic 1771 inn.
Walker House, 64 Walker St, ☏ +1 413 637-1271, [email protected]. 8 rooms.
Wheatleigh, Hawthorne Rd, ☏ +1 413 637-0610, [email protected]. 19 rooms. Walk to Tanglewood.
^{[formerly dead link]} Whistler's Inn, 5 Greenwood St, ☏ +1 413 637-0975, [email protected].
The Lenox Inn ([email protected]), 525 Pittsfield Rd, ☏ +1 413 499-0324.

Go next

Jacob's Pillow dance festival is in Becket, about a half hour's drive from Lenox, depending on traffic.

Routes through Lenox

Rutland ← Pittsfield ←	N S	→ Stockbridge → Danbury
Albany ← Pittsfield ←	W E	→ Lee → Springfield

This city travel guide to Lenox is a usable article. It has information on how to get there and on restaurants and hotels. An adventurous person could use this article, but please feel free to improve it by editing the page.