Elle's Guidebook for the Berkshires
Sightseeing
Miles upon miles of fantastic trails through the woods. Absolute fantastic hiking destination. Easy walking trails. Great with kids.
66 locals recommend
Kennedy Park
275 Main StMiles upon miles of fantastic trails through the woods. Absolute fantastic hiking destination. Easy walking trails. Great with kids.
Fabulous hike… All uphill. Amazing lookout tower at the top with beautiful mountain views. A bit more advanced.
10 locals recommend
Laura Lookout Tower
Fabulous hike… All uphill. Amazing lookout tower at the top with beautiful mountain views. A bit more advanced.
Take a fabulous drive up to the top of Mount Greylock for breathtaking views. There’s an observation tower as well. For you who are serious hikers… It takes about six hours to hike up.
39 locals recommend
Mount Greylock State Reservation Visitor Center
30 Rockwell RdTake a fabulous drive up to the top of Mount Greylock for breathtaking views. There’s an observation tower as well. For you who are serious hikers… It takes about six hours to hike up.
One of the largest collections of modern and contemporary art… This place is not to be missed. Fun for any age and also children! Check out the live concert series as well
382 locals recommend
MASS MoCA
1040 Mass MoCA WayOne of the largest collections of modern and contemporary art… This place is not to be missed. Fun for any age and also children! Check out the live concert series as well
On the Lenox town beach side… This is open to the public. Great swimming like with a dock. Fun for everyone!
14 locals recommend
Laurel Lake MA
On the Lenox town beach side… This is open to the public. Great swimming like with a dock. Fun for everyone!
Fantastic lake for kayaking and canoeing. Motor boats are also allowed. Public dock entrance for boats is different than the public beach.
20 locals recommend
Stockbridge Bowl
Fantastic lake for kayaking and canoeing. Motor boats are also allowed. Public dock entrance for boats is different than the public beach.
The Clark station
Wonderful collection of fine art
Beautiful trails with an amazing view. Not as steep- good for kids.
51 locals recommend
Olivia's Overlook
Hiking TrailsBeautiful trails with an amazing view. Not as steep- good for kids.
Lake Mansfield Park
Lake Mansfield RoadGreat small pond for kids to swim
Bash Bish Falls State Park
Falls RoadBeautiful hike with fabulous falls.
Jug End Trailhead
Beautiful hiking trails
Norman Rockwell Museum
9 Glendale RdFun collection of Norman Rockwell in a beautiful setting
Berkshire Botanical Garden
5 W Stockbridge RdWonderful gardens to walk around
Bartholomew's Cobble Reservation
105 Weatogue RdNice walking trails with lovely views
https://hancockshakervillage.org/visit/hours-admission/
Fun for everyone- baby animals- antique houses and a great little Cafe with food from the farm.
161 locals recommend
Hancock Shaker Village
1843 W Housatonic Sthttps://hancockshakervillage.org/visit/hours-admission/
Fun for everyone- baby animals- antique houses and a great little Cafe with food from the farm.
Fabulous spot for sightseeing, in the summer they have live music in the summer. Open cash bar. Bring a picnic!
http://www.thetrustees.org/things-to-do/special-events/naumkeag-at-night.html
109 locals recommend
Naumkeag
5 Prospect Hill RdFabulous spot for sightseeing, in the summer they have live music in the summer. Open cash bar. Bring a picnic!
http://www.thetrustees.org/things-to-do/special-events/naumkeag-at-night.html
Beautiful old estate and walking grounds. Live jazz in the summer
167 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett StBeautiful old estate and walking grounds. Live jazz in the summer
Hollow Fields
Perry Peak RoadTyringham Cobble Park
20 Jerusalem RdJug End Trailhead
Mass Audubon Canoe Meadows Wildlife Sanctuary
309 Holmes RdBenedict Pond Loop
October Mountain State Forest Campground
256 Woodland RdMount Greylock State Reservation Visitor Center
30 Rockwell RdRoaring Brook Trail
Umpachene Falls Park
Umpachene Falls RoadBartholomew's Cobble Reservation
105 Weatogue RdBartlett's Orchard
575 Swamp RdOnota Lake
Lakeway DriveLake Garfield Beach
78 Tyringham RdGould Meadows
110B Interlaken RdThere’s a store on the farm that has some of the best ice cream! Everything is made there. Including amazing cheeses.
Plus the farm is beautiful and the cows are cute
32 locals recommend
High Lawn Farm
535 Summer StThere’s a store on the farm that has some of the best ice cream! Everything is made there. Including amazing cheeses.
Plus the farm is beautiful and the cows are cute
Pretty gardens in a lovely setting… Nice for a sunny day stroll.
118 locals recommend
Berkshire Botanical Garden
5 W Stockbridge RdPretty gardens in a lovely setting… Nice for a sunny day stroll.
October Mountain State Forest
317 Woodland RoadBecket Quarry
456 Quarry RdBalderdash Cellars
81 State RdCanterbury Farm
1986 Fred Snow RdCross country skiing!
Becket Land Trust & Historic
12 Brooker Hill RdTolland State Forest
410 Tolland RoadOtis Reservoir
Theater
Shakespeare & Company strives to be a thriving center of creative and collaborative excellence in Performance, Training and Education, rooted in Shakespeare’s work and the Elizabethan ideals of inquiry, balance and harmony. We are committed to nurturing the creative impulse, exploring the universal themes of human experience, engaging with the widest possible audience, and influencing future generations.
Shakespeare & Company
70 Kemble StAmazing world renown theater
Berkshire Theatre Group
6 East StGreat live theater!
Barrington Stage Company
30 Union StWonderful top notch theater!
Phoenix Theatres Beacon Cinema
57 North StMovie time with reclining big Seats!
Jacob's Pillow
358 George Carter RdShopping
Outlet shopping
Lee Premium Outlets
17 Premium Outlet BoulevardSome decent outlet shops in a pretty setting
Design Menagerie
26 Housatonic StBeautiful gifts and clothes
One Mercantile
8 Castle StWonderful home goods
Hammertown
15 Bridge StBeautiful home goods
Tom's Toys
297 Main StFun toy store!
The Gifted Child
72 Church StFun packed toy store
Westerlind
41 Main StGriffin
4 Railroad StLoeb's Foodtown of Lenox
42 Main StFood scene
Methuselah
391 North StreetAmazing craft cocktails and tapas.
Frankie's
80 Main StDelicious Italian - locally sourced food. Family friendly.
The Old Inn On The Green
Romantic candle lit old inn with phenomenal food
Alta
34 Church StDelicious food (I love the duck) . Very busy restaurant- make reservations
Mooncloud
47 Railroad StBrilliant cocktails & small plates. Not to be missed.
Aroma Bar and Grill
485 Main StAwesome Indian food- perfect to-go food.
Hands down one of the best sandwiches & croissants ever. Make sure you visit this place-
15 locals recommend
The Lost Lamb
31 Main StHands down one of the best sandwiches & croissants ever. Make sure you visit this place-
Old Mill
53 Main StPhenomenal service and food. Very busy restaurant
District Kitchen & Bar
40 West StAwesome American cuisine.
Marketplace Kitchen Table
240 Stockbridge RdGreat lunch!
Starving Artist Creperie and Cafe
40 Main StGreat crepes for breakfast or lunch
Nejaime's Wine Cellars
60 Main StGreat selection of wine & cheeses. Very helpful staff
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetExcellent sushi
Cafe Adam, Bar and Restaurant
420 Stockbridge RdDistrict Kitchen & Bar
40 West StPizzeria Boema
84 Main StAgaves Mexican Grill
389 Stockbridge RdOnce Upon a Table
36 Main StMarjoram + Roux
47 Railroad StreetGB Eats
282 Main StBaba Louie's Sourdough Pizza
42/44 Railroad StBizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetBrava
65 Church StDare Bottleshop & Provisions
11 Housatonic StreetOtis Poultry Farm
1570 N Main RdMusic
https://www.bso.org/Performance/Listing
Live music in a magical setting
Outdoor music venue- home of the Boston Symphony Orchestra, not to be missed
58 locals recommend
Tanglewood
Outdoor music venue- home of the Boston Symphony Orchestra, not to be missed
Spa
Kripalu Center For Yoga & Health
57 Interlaken RdYoga & spa - world renown
Canyon Ranch Lenox
165 Kemble StWho hasn’t heard of the famous Canyon Ranch? Luxury spa ❤️
Seven Salon Spa
7 South StGreat full service salon & spa
Michele's Salon & Day Spa
54 Stockbridge RdMiraval Berkshires
55 Lee RdSki
Fun slopes for the family
Butternut Basin
Fun skiing for the family
Bousquet Ski Area
101 Dan Fox DrFun family skiing & summer family water park
Otis Ridge
159 Monterey Rd