The Berkshires | Travel Diary

The Berkshires | Travel Diary

Hey Y’all! Hope you had a lovely Labor Day Weekend. If you missed Wednesdays post, then head over here to see a little update from Ashley about what has been going on with her.

Ash and I desperately wanted to get out of the city, so we headed up north to the Berkshires in Massachusetts. On our drive up we stopped at Storm King Art Center, which will be a post of it’s own next week.

During our research of the area, we came across the cutest B&B which came highly recommended. So we booked a few nights at the Briarcliff Motel in Great Barrington and were ready to head off. Richard and Clare were the most phenomenal hosts. They were so sweet and gave us some great recommendations of the area. Breakfast came with freshly baked scones and bread, not to mention the granola which was incredible. This was actually my first time staying at a B&B, and I absolutely loved it!

The Berkshires | Travel Diary

The Berkshires | Travel Diary

 

The Berkshires | Travel Diary

We arrived late afternoon, so after sitting outside and enjoying the nice weather we headed off to Brick House Pub for a fun dinner in a neighboring town. You could change any of their burgers into a veggie burger, so Ash was all for it! We also couldn’t not order the truffle fries… 🙂

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The next day we drove up to North Adams to see Mass Moca, which is their contemporary art museum. I will be telling you all about that next week.

When we hit September 1st, in my head I deem it autumn. What better way to start the season than to go apple picking. We headed over to Hilltop Orchard and Winery for an afternoon of fun. We picked some apples, then did a wine tasting. You could taste 6 wines for $5! What a deal! We picked up some bottles to bring home, and of course we couldn’t forget some apple cider donuts. I’m currently finishing up our last one as I’m writing this.

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

After our apple picking, we decided it was time to go on a hike. Monument Mountain was right across the street from our motel. There were two different trails you could take. We picked the shortest in hopes that it would be quick and easy and we could head off to dinner. Boy were we wrong! Huge life lesson, the shortest route is not always the easiest. Turns out we picked the most strenuous route. We should have read the fine print.

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

We stopped along the way to take lots of pictures, and to try and catch our breath. At some points we were literally rock climbing on an almost 90 degree angle. We were determined to keep going though, and after 3.5 hours we were back down the other side feeling fully accomplished.

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

It was so sunny at the top I couldn’t keep my eyes open for the picture…sorry Ash!

The Berkshires | Travel Diary

The Berkshires | Travel Diary

After some quick showers we were off to downtown Great Barrington for dinner at Allium. This was by far my favorite place we ate at on the trip. We loved the rustic vibe of the restaurant. The kale salad was to die for, and the creamed sweet corn that came with my meal is making my mouth water right now just thinking about it.

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

Of course we had to stop off for some ice cream after dinner at SoCo Creamery. The cinnamon flavor was incredible!

The Berkshires | Travel Diary

The Berkshires | Travel Diary

The Berkshires | Travel Diary

We ended the night sitting by the fire on the grounds of the motel. It was so peaceful, and the perfect way to end our trip. This was our first time up to this area, but it won’t be the last that’s for sure! It was an awesome quick getaway from the city.

Have any of y’all ever been to the Berkshires? What was your favorite part? Let us know down below! Also, look out for our vlog from the trip going up on our YouTube channel on Sunday!

-Shelbs xx

TRAVEL FREEBIE: TOP 5 TRAVEL TIPS

Insider tips on how to make your next vacation stress free!

Powered by ConvertKit