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1. Church on the Hill, UCC
Address: 55 Main St, Lenox.
This is a historic church building at 169 Main Street in Lenox, Massachusetts. Built-in 1805, it is one of a small number of surviving Federal period churches in the region.
2. Kemble Inn
Address: 2 Kemble St, Lenox.
This is a 3-star hotel with excellent amenities.
3. Nudel Restaurant
Address: 37 Church St, Lenox.
This is a creative American restaurant inspired by the bounty of our local Berkshire farms.
4. Gateways Inn & Restaurant
Address: 51 Walker St, Lenox.
This is a 3-star hotel with amenities like 9 quaint rooms offer free Wi-Fi and flat-screen TVs; some have antique furnishings, sleigh or 4-poster beds, and/or fireplaces. The 2 suites add sitting rooms. Breakfast is served in an airy dining area. There's also an elegant restaurant and a refined lounge with a bar and live music. Parking is complimentary.
5. Prime Italian Steakhouse & Bar
Address: 15 Franklin St, Lenox.
This is an Italian Steak House in Lenox.
6. On A Roll Cafe And Catering
Address: 55 Pittsfield Rd, Lenox.
This restaurant is popular for its breakfast and lunch menus.
7. Firefly Gastropub & Catering Co.
Address: 71 Church St, Lenox.
This restaurant serves New American eats, a buzzing bar & porch seating.
8. Frankie's
Address: 80 Main St, Lenox.
This restaurant serves delicious Italian-American classics & porch dining in summer.
9. Trattoria Il Vesuvio
Address: 242 Pittsfield Rd, Lenox.
This Italian restaurant serves delicious homey red-sauce Italian specialists.
10. Shots Cafe
Address: 27 Housatonic St, Lenox.
A beautiful European cafe focusing on organic and homemade ingredients.
11. Bistro Zinc
Address: 56 Church St, Lenox.
This is an elegant French restaurant in Lenox.
12. Brava
Address: 27 Housatonic St, Lenox.
This wine bar serves delicious pizza, cheese & charcuterie.
13. Betty's Pizza Shack
Address: 26 Housatonic St # A, Lenox.
This colorful pizza restaurant serves pizzas, burritos & beer.
14. Luau Hale Restaurant
Address: 569 Pittsfield Rd, Lenox.
This Polynesian restaurant serves Chinese dishes & shareable tropical cocktails amid kitschy Hawaiian decor.
15. Cafe Lucia
Address: 80 Church St, Lenox.
This restaurant made excellent Italian cuisines made with fresh ingredients.
16. Mazzeo's Ristorante
Address: 1015 South St, Pittsfield.
This is an elegant family-owned Italian restaurant.
17. Haven
Address: 8 Franklin St, Lenox.
This bakery serves delicious cakes and excellent American classics.
18. Table Six Restaurant
Address: 2 Kemble St, Lenox.
You will get New American meals from this restaurant.
19. Jae's Restaurant
Address: 1032 South St, Pittsfield.
This is a Sushi restaurant with Asian, Fusion cuisines.
20. Cranwell Resort
Address: 55 Lee Rd, Lenox.
This is a palace-style 3-star hotel with excellent amenities like refined rooms and suites that are scattered across 7 buildings and have free Wi-Fi, CD players, and coffeemakers. Some add whirlpool tubs, full kitchens and washer/dryers. A resort fee covers the use of the spa and fitness facilities, including indoor/outdoor pools, as well as seasonal cross-country skiing and snowshoeing passes. Classes, spa treatments, ice-skating, tennis and private lessons on the 18-hole golf course are available for a surcharge. There's a restaurant, cafe, and a tavern, plus a terrace for cocktails.
21. The Mount, Edith Wharton's Home
Address: 2 Plunkett St #2704, Lenox.
This cultural center was a previous home of noted American author Edith Wharton, who designed the house and its grounds and considered it her first real home.
22. Mass Audubon's Pleasant Valley Wildlife Sanctuary
Address: 472 W Mountain Rd, Lenox.
This is a large wildlife sanctuary with unlimited natural beauty and visitors can enjoy plenty of nature trails.
23. Kennedy Park
Address: 275 Main St, Lenox.
This is a beautiful nature park with unlimited natural beauty.
24. Ventfort Hall Mansion and Gilded Age Museum
Address: 104 Walker St, Lenox.
This is a historic, Jacobean-style mansion and museum in Lenox.
25. Frelinghuysen Morris House & Studio
Address: 92 Hawthorne St, Lenox.
This museum was the house and studio were home to American Abstract Artists George L.K. Morris and Suzy Frelinghuysen.
26. Olivia's Overlook
Address: Yokun Ridge South, Hiking Trails, West Stockbridge.
This is a popular natural attraction in Lenox situated at the center of the 734-acre Yokun Ridge reserve in the heart of central Berkshire County and famous for nature trails.
27. Arrowhead Museum
Address: 780 Holmes Rd, Pittsfield.
This museum was the home of American author Herman Melville during his most productive years, 1850–1863.
28. Bousquet Ski Area
Address: 101 Dan Fox Dr, Pittsfield.
This ski area attracts visitors with skiing, snowboarding, tubing, a snow terrain park, a great learning bunny hill with a magic carpet, etc.
29. Hancock Shaker Village
Address: 1843 W Housatonic St, Pittsfield.
This is a favorite destination for children with various events and exhibitions.
30. October Mountain State Forest
Address: 317 Woodland Rd, Lee.
This is a 16,460-acre forest and recreational preserve located primarily in the town of Washington with adjoining parcels in Becket, Lee, and Lenox.
31. Balderdash Cellars
Address: 81 State Rd, Richmond.
This winery produces ultra-premium wines.
32. The National Shrine of THE DIVINE MERCY in Stockbridge - Massachussets - USA
Address: 2 Prospect Hill Rd, Stockbridge.
Roman Catholic shrine on 350 acres with a white marble Mary statue, ornate mural & Sunday Mass
33. Berkshire Museum
Address: 39 South St, Pittsfield.
This museum houses amazing collection of art, natural history and ancient civilization that is located in Pittsfield, Berkshire County, Massachusetts.
34. Naumkeag
Address: 5 Prospect Hill Rd, Stockbridge.
Visitors can tour this spacious, 19th-century summer home & picnic on its landscaped grounds.
35. Berkshire Botanical Garden
Address: 5 West Stockbridge Road, Stockbridge.
This botanical garden spreads around 15 acres and contains over 3,000 species and varieties, with an emphasis on plants that thrive in the Berkshires.
36. Tanglewood
Address: 297 West St, Lenox.
This is a popular live music venue in Lenox and it has been the summer home of the Boston Symphony Orchestra since 1937.
37. Schantz Galleries Contemporary Glass
Address: 3 Elm St, Stockbridge.
This art center houses excellent glassworks of artists.
38. Norman Rockwell Museum
Address: 9 Glendale Rd, Stockbridge.
This museum houses the world's largest collection of original Norman Rockwell art as the best of American illustration.
39. Mass Audubon Canoe Meadows Wildlife Sanctuary
Address: 309 Holmes Rd, Pittsfield.
Canoe Meadows brings wilderness to Berkshire County’s largest city, attracting warblers, turtles, ospreys, otters, and the occasional bear at different times of the year.
40. Animagic Museum of Animation
Address: 135 Main St, Lee.
This museum is dedicated to animation, special effects & art, with guided tours.