Things To Do
High Lawn Farm
Stop by the creamery to grab a scoop of our favorite ice cream in the Berkshires! Then be sure to take home a pint, the various artisanal cheeses and butters, or a quart of Brendan's favorite chocolate milk.
District Kitchen & Bar
One of our go-to dinner spots near downtown Pittsfield. Offers a wide variety beer and cocktails as well as American Pub style food. Reservations are highly recommended.
The Marketplace Cafe
A cozy cafe in downtown Pittsfield with a nice variety of homemade soups, salads, sandwiches, wraps, and coffee.
Dottie's Coffee Lounge
Great little coffee shop on North St. Try the chive cheddar biscuit breakfast sandwich!
Berkshire Mountain Bakery Pizza Cafe
Famous for their fresh bread and pizza crust! One of the best places in the Pittsfield area to grab lunch.
The Spot on North | Cold Pressed Juice, Açaí Bowls, and Smoothies.
Bri's daily go to spot for breakfast or lunch for some clean eating!
Thistle & Mirth
New bar that opened up next to District Kitchen & Bar, menu featuring ramen.
No. Six Depot Roastery & Cafe
Great option for breakfast or lunch when coming into (or leaving) town. Located off the mass pike (exit 3). Order online to skip the line!
Kennedy Park
We love hiking in Kennedy, it can be as short and as long as you like, but take the trail that leads to the outlook, from here you can have a picnic or see our venue! You might even find the ruins of the Aspinwall Hotel, which burned down in 1931.
Olivia's Overlook
A bit more intense then Kennedy Park. There are two loops (2 and 3 miles) on either side of the road. The view from the top of either side is worth it!
Bistro Zinc
One of both our family's favorites. Amazing lunch and dinner. This is where Bri's sister, Amanda, had her epic rehearsal dinner!
Firefly Gastropub & Catering Co.
Bri worked here in high school and right before grad school! They just reopened under new ownership and the new menu is awesome!
Betty's Pizza Shack
Bistro Zinc's more casual sister restaurant. Our favorite pizza is the Hawaii 5-OH (yes, pineapple on pizza is delicious). Two things to remember are to bring your appetite and it is cash only.
Bagel & Brew
If you are looking for a quick grab and go, Bagel & Brew is perfect. Try one of their breakfast sandwiches in the morning or deli sandwiches in the afternoon.
The Mount, Edith Wharton's Home
Where we took our engagement photos! The grounds are so beautiful in the spring and take a tour to learn about the life of Edith Wharton.
Norman Rockwell Museum
A fun part of your day, walk around and enjoy the works of Norman Rockwell!
The Bistro Box
Brendan's favorite place to get a burger and both our parents are also huge fans! Get ready to wait in line and be sure to bring a blanket and eat on the large lawn behind it. Make an afternoon out of going to Sheffield and visit Big Elm Brewery and Berkshire Distillery or shop for Antiques!