Our favorite places to eat and things to do.

Kathryn & Derrick
Kathryn & Derrick
Our favorite places to eat and things to do.

Food scene

Good food options are plentiful in the area --- these are our favorites.
The best breakfast spot in Lenox. Everything on the menu is delicious!
67 locals recommend
Haven
8 Franklin St
67 locals recommend
The best breakfast spot in Lenox. Everything on the menu is delicious!
Homey spot offering familiar Italian --- American classics & porch dining in summer-when we are in the mood for Italian, this is where we go.
42 locals recommend
Frankie's
80 Main St
42 locals recommend
Homey spot offering familiar Italian --- American classics & porch dining in summer-when we are in the mood for Italian, this is where we go.
Wood-fired pizza made with fresh local ingredients. Casual and easy. Same owners as Frankie's.
20 locals recommend
Pizzeria Boema
84 Main St
20 locals recommend
Wood-fired pizza made with fresh local ingredients. Casual and easy. Same owners as Frankie's.
Excellent tapas style food, atmosphere, service and drinks.
50 locals recommend
Brava
65 Church St
50 locals recommend
Excellent tapas style food, atmosphere, service and drinks.
Buzzing eatery/wine bar offering a Mediterranean menu & a covered porch for outdoor dining.
53 locals recommend
Alta
34 Church St
53 locals recommend
Buzzing eatery/wine bar offering a Mediterranean menu & a covered porch for outdoor dining.
Bistro supplying refined takes on French fare in a chic dining room with a hopping bar scene.
29 locals recommend
Bistro Zinc
56 Church St
29 locals recommend
Bistro supplying refined takes on French fare in a chic dining room with a hopping bar scene.
Pan-Asian Cuisine --- If you're in the mood for Asian, this is a nice place to take the family.
20 locals recommend
Jae's
1032 South Street
20 locals recommend
Pan-Asian Cuisine --- If you're in the mood for Asian, this is a nice place to take the family.
Best Indian food around and our favorite. Great for take-out.
37 locals recommend
Aroma Bar and Grill
485 Main St
37 locals recommend
Best Indian food around and our favorite. Great for take-out.
Easy and quick if you're looking for a breakfast bagel sandwich on the go.
6 locals recommend
Bagel & Brew
18 Franklin St
6 locals recommend
Easy and quick if you're looking for a breakfast bagel sandwich on the go.
Local Mediterranean chain serving pizza, pasta, sandwiches & more in an old-school setting --- casual place with great pizza.
8 locals recommend
Four Brothers Pizza Inn
100 Stockbridge Rd
8 locals recommend
Local Mediterranean chain serving pizza, pasta, sandwiches & more in an old-school setting --- casual place with great pizza.
Our go-to casual Mexican place, great street tacos.
10 locals recommend
Agaves Mexican Grill
389 Stockbridge Rd
10 locals recommend
Our go-to casual Mexican place, great street tacos.
Ice Cream --- A great local gem! Working cow/dairy farm with processing plant, creamery & farmstand --- great for kids, delicious ice cream, beautiful setting and lots of cows!
32 locals recommend
High Lawn Farm
535 Summer St
32 locals recommend
Ice Cream --- A great local gem! Working cow/dairy farm with processing plant, creamery & farmstand --- great for kids, delicious ice cream, beautiful setting and lots of cows!
Delicious selection of unique and traditional truffles and cookies. Consistent execution, beautiful presentation. Amazing individual cakes.
23 locals recommend
Chocolate Springs Cafe
55 Pittsfield Rd
23 locals recommend
Delicious selection of unique and traditional truffles and cookies. Consistent execution, beautiful presentation. Amazing individual cakes.
Excellent pastries, cakes and sweets --- service at times can be hit or miss.
13 locals recommend
Patisserie Lenox
30 Church St
13 locals recommend
Excellent pastries, cakes and sweets --- service at times can be hit or miss.

Grocery

Market 32/Price Chopper Supermarket offering all your grocery needs.
16 locals recommend
Price Chopper
16 locals recommend
Market 32/Price Chopper Supermarket offering all your grocery needs.
High quality local market. Freshest produce and meat/seafood selections. Excellent prepared foods.
248 locals recommend
Guido's Fresh Marketplace
760 S Main St
248 locals recommend
High quality local market. Freshest produce and meat/seafood selections. Excellent prepared foods.
Local grocery in the heart of Lenox. Great for picking up last minute items or essentials. Very popular deli with GREAT sandwiches.
15 locals recommend
Loeb's Foodtown of Lenox
42 Main St
15 locals recommend
Local grocery in the heart of Lenox. Great for picking up last minute items or essentials. Very popular deli with GREAT sandwiches.
Your local CVS Pharmacy.
7 locals recommend
CVS
481 Pittsfield Rd
7 locals recommend
Your local CVS Pharmacy.
Great selection of wine.
14 locals recommend
Nejaime's Wine Cellars
60 Main St
14 locals recommend
Great selection of wine.

Hiking/Nature

While there are numerous trails and hikes nearby, we've listed our favorite and most convenient places to go with our kids. For more local options search the alltrails website under Stockbridge, Lenox and Great Barrington.
Beautifully maintained half hard-packed surface and half boardwalk trail. great short walk for kids and adults.
8 locals recommend
Parsons Marsh Reserve
170 Under Mountain Rd
8 locals recommend
Beautifully maintained half hard-packed surface and half boardwalk trail. great short walk for kids and adults.
A lush, untended, romantic landscape consisting of piled rocks thick with mosses. Ice Glen derives its name from the fact that, ice can persist at the bottom of deep rock crevices there into the summer. Beautiful 1 or 2 mile hike, moderate to difficult but worth it.
28 locals recommend
Ice Glen Trail
Ice Glen Trail
28 locals recommend
A lush, untended, romantic landscape consisting of piled rocks thick with mosses. Ice Glen derives its name from the fact that, ice can persist at the bottom of deep rock crevices there into the summer. Beautiful 1 or 2 mile hike, moderate to difficult but worth it.
A popular 1.5 mile trail for birding, hiking and running. Very close to the house.
6 locals recommend
Bullard Woods
6 locals recommend
A popular 1.5 mile trail for birding, hiking and running. Very close to the house.
A nice place to take a walk along Stockbridge Bowl. Very close to the house.
Gould Meadows
110B Interlaken Rd
A nice place to take a walk along Stockbridge Bowl. Very close to the house.
Numerous trails from low impact to the more experienced hiker or mountain biker. Various access points
66 locals recommend
Kennedy Park
275 Main St
66 locals recommend
Numerous trails from low impact to the more experienced hiker or mountain biker. Various access points
Beautiful views and fall foliage, well maintained trails with a couple different options. Parking lot can fill up quick.
51 locals recommend
Olivia's Overlook
Hiking Trails
51 locals recommend
Beautiful views and fall foliage, well maintained trails with a couple different options. Parking lot can fill up quick.

Things to do and see

Berkshire culture and history all worth checking out.
The most popular year-round cultural attraction in the Berkshires.
344 locals recommend
Norman Rockwell Museum
9 Glendale Rd
344 locals recommend
The most popular year-round cultural attraction in the Berkshires.
The most comprehensively interpreted Shaker site in the world, and the oldest working farm in the Berkshires --- worth your time, kids always have fun. Lots of farm animals to see.
161 locals recommend
Hancock Shaker Village
1843 W Housatonic St
161 locals recommend
The most comprehensively interpreted Shaker site in the world, and the oldest working farm in the Berkshires --- worth your time, kids always have fun. Lots of farm animals to see.
Naumkeag is a public garden and historic home in the heart of the Berkshires. Don't miss the annual Naumkeag Pumpkin Show through October 31 and the Winterlights event begining Nov 25th. Advance tickets are required.
109 locals recommend
Naumkeag
5 Prospect Hill Rd
109 locals recommend
Naumkeag is a public garden and historic home in the heart of the Berkshires. Don't miss the annual Naumkeag Pumpkin Show through October 31 and the Winterlights event begining Nov 25th. Advance tickets are required.
Established in 1934 as the the “Berkshire Garden Center” and revered as one of the older public display gardens in the Northeast. 15 acres of flower beds, ponds & gardens for strolling & picnicking, plus exhibits & events.
118 locals recommend
Berkshire Botanical Garden
5 W Stockbridge Rd
118 locals recommend
Established in 1934 as the the “Berkshire Garden Center” and revered as one of the older public display gardens in the Northeast. 15 acres of flower beds, ponds & gardens for strolling & picnicking, plus exhibits & events.
Fun, quaint, kid oriented museum featuring natural history and art. Has a small aquarium and frequently features temporary exhibitions.
102 locals recommend
Berkshire Museum
39 South St
102 locals recommend
Fun, quaint, kid oriented museum featuring natural history and art. Has a small aquarium and frequently features temporary exhibitions.
National Historic Landmark and cultural center dedicated to the intellectual, artistic, and humanitarian legacy of author Edith Wharton (1862-1937).
167 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett St
167 locals recommend
National Historic Landmark and cultural center dedicated to the intellectual, artistic, and humanitarian legacy of author Edith Wharton (1862-1937).
Home of Herman Melville from 1850-1863, the literary icon who wrote "Moby Dick". The landmark is dedicated to preserving the history of Berkshire County and the Arrowhead farm.
46 locals recommend
Arrowhead Museum
780 Holmes Rd
46 locals recommend
Home of Herman Melville from 1850-1863, the literary icon who wrote "Moby Dick". The landmark is dedicated to preserving the history of Berkshire County and the Arrowhead farm.

Skiing

Great for beginners & kids. Two lifts & a rope tow. Skiing, boarding & tubing. Family friendly, great for short ½ day runs. Super convenient.
115 locals recommend
Bousquet Ski Area
101 Dan Fox Dr
115 locals recommend
Great for beginners & kids. Two lifts & a rope tow. Skiing, boarding & tubing. Family friendly, great for short ½ day runs. Super convenient.
Offers everything the beginner or experienced skier/boarder could want. 10 lifts (4 quads, 1 triple, 4 carpets, & 1 tubing carpet).
218 locals recommend
Ski Butternut
380 State Rd
218 locals recommend
Offers everything the beginner or experienced skier/boarder could want. 10 lifts (4 quads, 1 triple, 4 carpets, & 1 tubing carpet).
Large mountains --- great for a day trip. Offers summer & winter activities in addition to over 45 boarding & ski trails.
200 locals recommend
Jiminy Peak
37 Corey Rd
200 locals recommend
Large mountains --- great for a day trip. Offers summer & winter activities in addition to over 45 boarding & ski trails.

Spa, recreation, relaxation and health

Luxury resort and spa offering golf, horseback riding, gym & pool.
16 locals recommend
Miraval Berkshires
55 Lee Rd
16 locals recommend
Luxury resort and spa offering golf, horseback riding, gym & pool.
World famous destination wellness spa.
35 locals recommend
Canyon Ranch Lenox
165 Kemble St
35 locals recommend
World famous destination wellness spa.
Largest yoga-based retreat center in North America. Offering retreats across a wide range of topics including yoga, meditation, Ayurveda, cooking, outdoor mindfulness, social and environmental justice.
122 locals recommend
Kripalu Center For Yoga & Health
57 Interlaken Rd
122 locals recommend
Largest yoga-based retreat center in North America. Offering retreats across a wide range of topics including yoga, meditation, Ayurveda, cooking, outdoor mindfulness, social and environmental justice.