Berkshire Wedding Tour

I was lucky enough to have the opportunity to tour a bunch of venues in The Berkshires as well as get to be treated like a queen for a week!

I was chosen to stay at the gorgeous Cranwell Resort. When I arrived to the resort I was greeted by an extremely pleasant group of staff. My suite was in Founder’s, I had three rooms to myself! There was a foyer with a small kitchenette that included a keurig, sink, and refrigerator. There was also a sitting room and very large bedroom. I had a full balcony with a sitting area as well as a small standing balcony off of my bedroom.

Then it was time for dinner, which was at The Kemble Inn down the street. This is a beautiful and eclectic inn. There are romantic, historic elements, along with cool animal print furnishings. Our dinner was catered by Table Six catering. It was I believe 6 courses of delicious food! Which included a scallop course, and the best butternut squash soup I’ve ever had.


The next morning we had some free time which I used to do some work on the balcony. The view was gorgeous albeit a little chilly.

I headed over to breakfast in this beautiful room at the Cranwell .
I ordered a bagel with the works which came out with this yummy spread.

Now it was time to start our day of touring. Our chariot for the day arrived around 11:30am and our first stop was Stoneover Farm. This is a lovely space to have a wedding. It’s quiet and tranquil. They also have rooms for rent available.

Our next stop was The Mount also known as Edith Wharton’s house. This is a gorgeous old mansion available for weddings. Perfect for the couple looking for old world, classic romance.

We boarded our white trolley once again, on to the next one!

Which was Hancock Shaker Village. This is such a cool property. We even got a history lesson on who the shakers were.

Check out the residents!We had the chance to visit The Lake House of the Berkshires at sunset which was absolutely gorgeous!

We then got driven straight to MASS MoCA. You really have to visit this place to realize how awesome it is.

We had a cocktail dance party with DJ Gabriel Squala and then a delicious winter dinner by Heirloom Fire Catering and organized by Magedelena Events. Look how beautiful the tables were set!

I was ready to get to sleep after this great dinner and day of touring. I came back to my hotel suite and took a very relaxing bath, I couldn’t ask for more!

The next day started bright and early, our trolley picked us up at Cranwell. We headed over to The Red Lion Inn where half of the attendees where staying. This is such a darling, historic Inn. Every room has it’s own design but all with antique pieces.





Our second stop was Chesterwood. This is a wonderful historic site. It is where Daniel Chester French sculpted many of his famous pieces – including the Lincoln Memorial. We had the opportunity to tour his workshop and get to see some of the prototypes. This is the perfect venue for a history buff who wants a gorgeous, landscaped, outdoor space.








Naumkeag was up next. This is probably the most unique space that we had the chance to see. The views here are stunning and the gardens are something out of a storybook.




Santarella is also a storybook land, it’s like walking into a fairytale when you arrive. It’s actually titled “Tyringham’s Gingerbread House”. It’s truly like nothing I’ve every seen. The owners are so welcoming and warm and they have this adorable cat that welcomes guests. Speaking of guests, on top of hosting weddings you can stay in their fabulous guesthouses which would be perfect for a weekend getaway.









Our final stop for the afternoon was Jacob’s Pillow. This is a space completely focused on the arts. There is a ton of room for an indoor wedding which is awesome. There’s even an indoor space for a ceremony in case of bad weather.



We were then taken back to our rooms to have a couple hours of free time. I used that time to catchup on some emails and to enjoy the beautiful weather and the view from my balcony.

The trolley was back to pick us up for dinner which was at Gedney Farm. Another fantastic dinner!

Photo by Christopher Duggan

Photo by Christopher Duggan

Check out these tables.

Wow what a fantastic desert!

Gedney is also a great indoor wedding space. This was a little bittersweet because we made friends with these people and knew that we would be departing soon.

Finally we had our farewell breakfast right at Cranwell. The dinning room where we had breakfast was so bright and airy. And I enjoyed a great presentation by Boston Magazine.

I am so extremely grateful for having this absolutely wonderful experience that I will never forget. I also forged relationships and connections that will last a lifetime. I can’t say enough about this great few days.

Leave a Reply

Your email address will not be published. Required fields are marked *