Andres & Carrie's Guidebook
Food Scene
The best coffee in the berkshires! Sit on the patio and enjoy a pastry and a pour over. ☕️
82 locals recommend
No. Six Depot Roastery & Cafe
6 Depot StThe best coffee in the berkshires! Sit on the patio and enjoy a pastry and a pour over. ☕️
Restaurant with the best view! It's a bit out of the way but worth it. We recommend stopping here for a beverage and an appetizer around sunset after a fun day at Mass MoCA!
17 locals recommend
Golden Eagle Restaurant
1935 Mohawk TrailRestaurant with the best view! It's a bit out of the way but worth it. We recommend stopping here for a beverage and an appetizer around sunset after a fun day at Mass MoCA!
The best local icecream and cheeses situated on a stunning farm stocked with picnic tables to enjoy your icecream. Dont forget to go visit the baby cows!
32 locals recommend
High Lawn Farm
535 Summer StThe best local icecream and cheeses situated on a stunning farm stocked with picnic tables to enjoy your icecream. Dont forget to go visit the baby cows!
Lovely french-inspired Cafe. Grab a table outside and take in the picturesque street that inspired Norman Rockwell.
15 locals recommend
The Lost Lamb
31 Main StLovely french-inspired Cafe. Grab a table outside and take in the picturesque street that inspired Norman Rockwell.
Great wine and atmosphere. During the summer they host music and often have yummy food trucks. Kiddos and Friendly dogs welcome!
29 locals recommend
Balderdash Cellars
81 State RdGreat wine and atmosphere. During the summer they host music and often have yummy food trucks. Kiddos and Friendly dogs welcome!
Love this place! Fantastic coffee and paninis. Grab lunch at a pinic table and head to Mantiques right next door for some fun antique shopping.
Greylock Grounds Coffee Drive-Thru & Cafe
20 Williamstown RoadLove this place! Fantastic coffee and paninis. Grab lunch at a pinic table and head to Mantiques right next door for some fun antique shopping.
One of my favorite spots for a nice glass of wine and tapas to share. A little on the expensive side..but worth it! Nice outdoor seating in the summer months.
50 locals recommend
Brava
65 Church StOne of my favorite spots for a nice glass of wine and tapas to share. A little on the expensive side..but worth it! Nice outdoor seating in the summer months.
Dotties loved by locals and tourists alike. Only a couple of minutes from the airbnb, there are delicious food and pastry options and the lattes are fantastic. Great Wi-Fi makes it a perfect spot for working! Bonus points for the coloring supplies to keep our toddler busy while we sip our coffees.
51 locals recommend
Dotties Coffee Lounge
444 North StDotties loved by locals and tourists alike. Only a couple of minutes from the airbnb, there are delicious food and pastry options and the lattes are fantastic. Great Wi-Fi makes it a perfect spot for working! Bonus points for the coloring supplies to keep our toddler busy while we sip our coffees.
The breakfast at this place is soo yummy. We’ve tried the espresso French toast and the lobster avocado toast and they are both delicious!
Roses Restaurant
160 Housatonic StThe breakfast at this place is soo yummy. We’ve tried the espresso French toast and the lobster avocado toast and they are both delicious!
Great restaurant with a city vibe. Seasonal menu is always changing and always delicious! Great cocktails as well!
54 locals recommend
District Kitchen & Bar
40 West StGreat restaurant with a city vibe. Seasonal menu is always changing and always delicious! Great cocktails as well!
This place is a popular bar at night but serves yummy ramen and steam buns during the day!
20 locals recommend
Thistle & Mirth
44 West StThis place is a popular bar at night but serves yummy ramen and steam buns during the day!
Haven
8 Franklin StDelicious breakfast option in Lenox!
Want to cook at the apartment but still want to feel like you’re treating yourself? This is the place. High quality ingredients and a lovely atmosphere.
Right on the way to tanglewood and has everything you need for a top notch tanglewood picnic.
The cafe is also a great spot to sit and enjoy a fresh pressed juice or coffee.
Guido's Fresh Marketplace
Want to cook at the apartment but still want to feel like you’re treating yourself? This is the place. High quality ingredients and a lovely atmosphere.
Right on the way to tanglewood and has everything you need for a top notch tanglewood picnic.
The cafe is also a great spot to sit and enjoy a fresh pressed juice or coffee.
Sightseeing
Check out tanglewoods website for the concert schedule. Spend an evening picnicking and enjoying live music. As locals, we always choose to sit on the lawn for a true tanglewood experience. Bring your own picnic, blankets and chairs. (oh, and wine/beer is allowed in too!)
398 locals recommend
Tanglewood
Check out tanglewoods website for the concert schedule. Spend an evening picnicking and enjoying live music. As locals, we always choose to sit on the lawn for a true tanglewood experience. Bring your own picnic, blankets and chairs. (oh, and wine/beer is allowed in too!)
stunning views! Hike up or drive up, whichever is your style.
For driving we recommend googling direction to Bascom lodge, which is a restaurant at the summit. * Roads to summit are closed during winter months up until Memorial Day weekend. Check website for details *
213 locals recommend
Mount Greylock
stunning views! Hike up or drive up, whichever is your style.
For driving we recommend googling direction to Bascom lodge, which is a restaurant at the summit. * Roads to summit are closed during winter months up until Memorial Day weekend. Check website for details *
Plan a day exploring art, or check out the show schedule to catch a unique music experience.
If you're going for the art, reserve your spot for the James Turrell exihibit on the museums website ahead of time.
382 locals recommend
MASS MoCA
1040 Mass MoCA WayPlan a day exploring art, or check out the show schedule to catch a unique music experience.
If you're going for the art, reserve your spot for the James Turrell exihibit on the museums website ahead of time.
Norman Rockwell Museum
9 Glendale RdA fun, educational place to visit with kids! Learn about the shakers and visit the farm animals.
161 locals recommend
Hancock Shaker Village
1843 W Housatonic StA fun, educational place to visit with kids! Learn about the shakers and visit the farm animals.
Nightlife
Apple Tree Inn normally has great music over the weekends and a lovely bar environment with cozy seating and fireplaces.
Apple Tree Inn
Apple Tree Inn normally has great music over the weekends and a lovely bar environment with cozy seating and fireplaces.
Methuselah Bar and Lounge
Trendy bar with a lively night scene. Great cocktails!
Busy Lenox bar with music most weekends and lovely cocktails. Check their website for music schedules!
Also has a great food menu!
30 locals recommend
Firefly Gastropub & Catering Co.
71 Church StBusy Lenox bar with music most weekends and lovely cocktails. Check their website for music schedules!
Also has a great food menu!
A great local venue for music and other events. They host DJs and live bands regularly. Check out their website for tickets and scheduling!
The Stationery Factory
A great local venue for music and other events. They host DJs and live bands regularly. Check out their website for tickets and scheduling!
A new brewery to the area provides an inviting environment to try some local beers. Just keep in mind they don’t sell food, but allow you to bring your own!
Hot Plate Brewing Co.
A new brewery to the area provides an inviting environment to try some local beers. Just keep in mind they don’t sell food, but allow you to bring your own!
For the kids
We get lots of families with kids, the category is meant to help those families make the most of the trip with their little ones.
A perfect rainy day activity! They have separate areas for toddlers and for older kids. Tons of fun!
Ready Set Play
A perfect rainy day activity! They have separate areas for toddlers and for older kids. Tons of fun!
Berkshire Museum
39 South StHancock Shaker Village
1843 W Housatonic StBaker's Golf Center
633 S Main StStop for a sandwich at the deli and eat at the picnic table with the goats! There are playgrounds for the kids and if you go in the falls they usually have vendors and fall activities on the weekends.
20 locals recommend
Whitney's Farm Market & Garden Center
1775 S State RdStop for a sandwich at the deli and eat at the picnic table with the goats! There are playgrounds for the kids and if you go in the falls they usually have vendors and fall activities on the weekends.
High Lawn Farm
535 Summer StThe best icecream! And the kids love the cows!
Great fall activity! They have play grounds for the kids a mini train, hay rides and animals to pet. Check the website to see when their “Calf-A” is open for awesome pancakes and maple syrup right from the farm.
31 locals recommend
Ioka Valley Farm
3475 Hancock RoadGreat fall activity! They have play grounds for the kids a mini train, hay rides and animals to pet. Check the website to see when their “Calf-A” is open for awesome pancakes and maple syrup right from the farm.