A couple of weekends ago we took a quick family trip to the Berkshires in Western Massachusetts. We spend our summers here, but somehow we've never make it out during any other season of the year. We get wrapped up in our lives in Boston and before we know it, fall, winter and spring have passed and it's time for another summer in the Berkshires. This year, we're making it a priority to visit in the fall, winter and fingers crossed, spring too. There are so many things that we love about the Berkshires. I wrote about our favorite things to do during the summer here. I'm so happy that we were able to squeeze in this fall trip and experience Lenox in a whole new way.
Birchwood Inn in Lenox, MA
We wouldn't dream of spending time in the Berkshires without Elsie, so we decided to stay at a dog-friendly bed and breakfast in the heart of Lenox, Massachusetts. We drove out after Adam's BSO concert on a Saturday night and arrived at the Birchwood Inn at about 12:30 a.m. I was a little nervous about showing up so late at night but the inn keeper welcomed us in with a smile and immediately gave Elsie a homemade dog treat before showing us to our room. Needless to say, Elsie was thrilled. The entire drive out from Boston I kept thinking how crazy it was to drive out so late at night. It's crazy, right? But as soon as we woke up on Sunday morning I knew that the late-night road trip had been totally worth it.
We stayed in the Hubbard room with a king sized bed, a private bathroom across the hall and a dog bed for Elsie. She LOVES staying in hotels. It's the funniest thing. We loved the location of the the Birchwood Inn for its proximity to Kennedy Park which has lots of trails for walks in the woods. It's also only a couple of blocks from the town of Lenox which made it super convenient for walks around town.
We'd heard rave reviews about the breakfasts at the Birchwood Inn from Adam's parents who stayed here several years ago. My mother-in-law is pretty picky when it comes to food, so we knew it would be good. One morning they served pancakes and another they served an egg dish in pastry. The food was delicious but very indulgent. I overheard another guest requesting a macrobiotic meal and I kind of wished I'd requested something on the healthier side. Adam loved it all though! He doesn't have to worry about his waist line like I do.
Hiking Olivia's Overlook
After breakfast we were ready to hit the outdoors. One of our favorite things to do in the Berkshires is hike and we couldn't wait to go for long walks in the woods. We chose Olivia's Overlook for our first hike and spent about 2.5 hours walking our favorite trails. We were hoping to see more fall foliage than we did but it's been such a weird autumn in New England. The trees either didn't pop with color or have done so much later than usual. Regardless, we had a great time breathing the Berkshires air and wandering in the woods. The changes in the landscape made everything feel new and exciting even though we hike this all summer long. When we left the Berkshires at the end of the summer, this field was waist high with goldenrod. The bright yellows of summer have faded into muted browns, yellows and reds.
After our hike we went to the Stanmeyer Gallery and Shaker Dam Coffee House in West Stockbridge. This has always been our favorite spot for espresso drinks (they serve counter culture) and it's a comfortable place to relax after a long hike. The shop is owned by John Stanmeyer, an award winning photojournalist who's work you may have seen in National Geographic. Be sure to walk around the gallery and check out his work if you're ever in West Stockbridge.
Lunch at Haven and Dinner at Nudel
Next we made our way back to Lenox for lunch at Haven Cafe and Bakery. This is a go-to breakfast and lunch spot for us so we knew exactly what we wanted to order. I had the aegean salad and Adam had some kind of brunch dish that he doused in hot sauce. 🤣 After lunch we went back to the Birchwood Inn and relaxed in our room. For dinner we hit another Lenox favorite, Nudel. We had such a great meal there! It's always good but this one really hit the spot. I didn't get any photos because it was late and we were so hungry that we inhaled it all soon after it arrived. You can't go wrong at Nudel.
Hiking Tyringham Cobble
Day two in the Berkshires looked pretty similar to day 1. Breakfast at the Birchwood Inn followed by another favorite hike. Last summer my friend Einat re-introduced us to the hike at Tyringham Cobble. We must have walked this 2.1 mile loop a dozen times last summer. It quickly became my favorite place to walk Elsie. It's also a great place to forage wild blackberries and raspberries in the summer months. The loop meets up with the Appalachian Trail which is kind of cool and last summer we often saw through hikers making their way to Maine or Georgia. We didn't see any this time but we did see some decent foliage along the way. The lookout has a nice view and you get a nice workout climbing your way up. We highly recommend this loop!
After our hike we drove around to some of our favorite places. I wanted to stock up on my favorite food items that I can't get in Boston, so we hit Guido's, the co-op in Great Barrington and we couldn't resist a stop at the Red Lion Inn for their pumpkin display. We also stopped at Taft Farm to check out their gnarly heirloom pumpkins! It's fall after all. Couldn't leave without seeing all the autumnal displays.
After the loveliest weekend, it was time to hit the road and head back to Boston. We'd hoped to squeeze in a visit to Ramblewild (Adam's never been!) and a drive up to the top of Mt. Greylock but we ran out of time. They're on the list for next time. It was a quick couple of days but we felt so recharged and happy to be back in our happiest places. Until next time, Lenox!
STAY: The Birchwood Inn
SHOP: Design Menagerie
Where's your favorite fall destination? Do you travel with your pet? Share your favorite fall getaways below in the comments so we can add them to our list!
Note: We received a complimentary stay at the Birchwood Inn. Opinions and images are my own. Thank you for supporting the destinations that make this blog possible! Thank you to the town of Lenox and the Birchwood Inn for having us!