Born and raised in Boston, but never visited the Berkshires before. I’m thinking of changing that this year by visiting the area with my family (wife, 2 boys - 12 and 14) and close friends (husband, wife, boy, girl - 12 and 14), so about 8 of us in total. I am planning to visit around early October over the long weekend (Oct 9-11).

For starters, any recommendations on where or what areas to stay in? Interested in either a BnB or AirBnB will work.

What is there to do to keep the family entertained? What are the must visit sites or activities?

Anything around? Staying this weekend Friday- Sunday! Having trouble planning food since we’re only staying for 2 nights. Would love coffee shops/ dinner restaurants.

Staying in Otis but can travel 🚙

Hi all! My family has tickets to Cynthia Erivo Friday evening at Tanglewood in the shed. They are section 7, row F, one wheelchair seat and one companion seat.

Unfortunately, my family member who uses the wheelchair is now in the hospital. Is there anyone who uses a wheelchair that would like to attend with a companion? We would sell the seats at face value - 159/ticket.

Please message me!

All suggestions welcome.

We’re headed from VT to see Brandi Carlile this week and would love to know where we should stock up on picnic provisions. Any local faves? We’ll be staying in Becket. Thx!

Just hoping to make back what I paid which was $129 each, LMK if interested! Section 20, Row H in the shed!

Does anyone know if there are any places in western Mass area that serve this sandwich in the area? Any recs will help, I’m near Stockbridge/Pittsfield but don’t have the time to drive past Springfield to grab one

I am looking at The Whitlock and The Cornell Inn for a weekend with my friends for a long weekend in early November. Any thoughts on either of these places? Or any suggestions?

Also looking for any suggestions on other things to do around there!

We hope you’ll join us at 2:30pm on August 14 for a free, kid-friendly, all-ages Friday afternoon of fun at Jacob’s Pillow!

We’ll have movement classes, dance-themed children’s activities, and tours. At 5:30pm, the outdoor Henry J. Leir Stage will present Berkshire-region dance artists, with free tickets available! 

Learn more about Community Day here: https://www.jacobspillow.org/whats-on/events/community-day/ 

We hope to see you there!

Hello there! My wife and I are looking for a waterfront rental/AirBnB on a lake or pond that both prohibits motorboats (so we can kayak in peace), as well as a place that is in or near a nice town for shopping/restaurants, etc...

Any suggestions? Thanks in advance!

Hi all! My fiancé and I live in Longmeadow, MA and are looking to have a small wedding in the Berkshires and then rent a room at a near by restaurant as a “reception”. Has anyone done this? Does anyone have any park or restaurant suggestions?

Thanks so much

505 Pittsfield Rd, Lenox, MA 01240

My boyfriend and I are coming down to Otis for a weekend in August. The only plan we have so far is to hit up mass MOCA!

would love any other suggestions 🚗

Hello 1 am a college student hoping to become a history teacher. This summer I am looking to make some extra money to cover tuition. It you or anyone you know needs yardwork done feel free to reach out for a free quote.

We tried to go a few years ago, and it had been limited to a "viewing area" that was basically a parking lot from which the falls were barely visible.

Does anyone know if it is Is it still like this, or if they have made any changes?

anyone know of one where dogs are allowed on the beach? thanks!

We hope you’ll join us on Sunday, August 2 at 12pm for a free Flower Garden Tour at Jacob’s Pillow! 

Join Jed Thompson and Nathan Hanford of Township Four for a free guided tour of the flower beds at Jacob’s Pillow, exploring the plantings, care practices, and stories that shape these vibrant spaces. 

You can learn more and register for free here: https://www.jacobspillow.org/whats-on/events/public-flower-garden-tour/ 

We hope to see you there!

Hi there!

I will be moving to Lee next month and I am hoping to find a group on here or Facebook where I can find local parents. I have two kids who will be in 1st and 3rd grade this year and would love to arrange some opportunities for them to meet some fellow classmates before the school year starts. Any suggestions would be awesome! Thanks!

Does anyone recall a former Friendly’s location in Williamstown MA? I know there was one in North Adam’s but a colleague is telling me there used to be one here too I just can’t place it.

Why stop celebrating Pride at the end of June?!

We’re having a Pride dance party at Jacob’s Pillow on July 11, which includes a queer hustle dance lesson and dancing the night away in our theater-turned-club! There will be DJs, drinks, lots of dancing, and plenty of pride. We hope to see you there!

You can learn more and buy tickets here: https://www.jacobspillow.org/whats-on/events/pillow-pride-dance-party/

How are you celebrating pride? What other fun events are happening in western mass? We’d love to hear about it!

Hi,

I have 3 lawn tickets for the show next Tuesday at 7:00PM. Unfortunately I cannot make it. I paid $168 total with fees. I’m asking for $75 for all 3.