Hilton Garden Inn Lenox Pittsfield

06/15/2026

😂🎤 Jon Stewart Is Coming to Tanglewood! 🎤😂

Looking for a great reason to visit the Berkshires next summer? One of the most recognizable voices in comedy and political satire, Jon Stewart, will be making his Tanglewood debut on Saturday, June 20, 2026, at 7:00 PM as part of the Tanglewood Popular Artist Series. He’ll even kick off the evening by performing drums with his band, Church and State, before taking the stage for what is being billed as his only solo comedy show of the summer. (BSO⁠)

This special event takes place at the iconic Koussevitzky Music Shed at Tanglewood, just minutes from the Hilton Garden Inn Lenox/Pittsfield. Whether you’re a longtime fan of The Daily Show or simply looking for a unique night of entertainment, this promises to be one of the summer’s most talked-about events. (Visit the Berkshires of Western MA⁠)

Make a weekend of it! Spend the day exploring Lenox, enjoying local restaurants and attractions, then head to Tanglewood for an evening of laughs before returning to relax with us.

🎭 World-class entertainment
🌄 Beautiful Berkshire scenery
🎶 An unforgettable night at Tanglewood
🏨 Comfortable accommodations nearby

Sounds like the perfect reason to plan a Berkshire getaway!

Learn more at: https://www.bso.org/events/twd-popular-artist-series-jon-stewart?performance=2026-06-20-19:00

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> http://www.LenoxPittsfield.HGI.com

This event will be a phone-free experience. Use of cellphones, smart watches, smart accessories, cameras, or recording devices will not be permitted in…

06/10/2026

🎶🍝 Great Food. Great Company. Always. 🍝🎶

One of our favorite local dining recommendations for guests staying at the Hilton Garden Inn Lenox/Pittsfield is Zucchini’s Restaurant in Pittsfield. Known for its welcoming atmosphere, delicious Italian-inspired cuisine, and loyal local following, it’s the perfect place to enjoy a memorable meal during your Berkshire getaway.

This summer, Zucchini’s is adding even more reasons to visit with a full lineup of live patio music and special events. Guests can enjoy performances from local favorites including HH Trio, John and Pug, and Brian Benlien throughout June, July, and August. Whether you’re enjoying dinner with friends, a date night, or a relaxing evening after exploring the Berkshires, live music on the patio makes for the perfect summer experience.

🎤 Upcoming highlights include:
🎵 HH Trio – June 5, July 10 & August 27
🎵 John and Pug – June 24 & July 16
🎵 Brian Benlien – July 22 & August 12
🎵 Music Bingo – June 11 at 5:30 PM

The accompanying image includes the full summer schedule, so be sure to save it for your next visit!

After an evening of great food, music, and fun, we’re just a short drive away, making the Hilton Garden Inn Lenox/Pittsfield the perfect home base for your Berkshire adventures.

🍷 Delicious food
🎶 Live summer music
☀️ Patio dining
🏨 Comfortable accommodations nearby

Sounds like a great reason to plan a visit to the Berkshires this summer!

zucchinisrestaurant.com

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> http://www.LenoxPittsfield.HGI.com

06/10/2026

Great weather means it is patio time! ⛅ 🌈 🌹 ☂️

Come join us and check out our on-site restaurant, Jae's, and enjoy this beautiful weather! Whether you'd like to stop in for drinks, apps, or a meal, their diverse menu and specials have something for everyone!

Jae's serves breakfast daily. With a variety of selections on our a la carte menu, you'll enjoy starting the day right with your favorites. Jae's Restaurant offers award-winning Pan-Asian cuisine for lunch, and dinner.

Learn more at: https://bit.ly/3Q6BD4f

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> https://bit.ly/3nIR8Ud

06/08/2026

🎢☀️ Adventure Awaits at Jiminy Peak’s Mountain Adventure Park! ☀️🎢

When guests stay with us at the Hilton Garden Inn Lenox/Pittsfield, they’re just a short drive from one of the Berkshires’ most exciting summer destinations — the Mountain Adventure Park at Jiminy Peak!

Whether you’re traveling with kids, friends, or looking for a fun date-day activity, the Adventure Park offers something for everyone. Take a thrilling ride on the famous Mountain Coaster, soar through the air on the Soaring Eagle Zip Ride, challenge yourself on the ropes course, or enjoy scenic chairlift rides with incredible mountain views. There are activities for adventurers of all ages, making it easy to spend an entire day creating unforgettable summer memories.

The Mountain Adventure Park is one of our favorite recommendations for guests looking to experience the outdoors, enjoy some excitement, and take in the beauty of the Berkshires all in one place.

After a day of fun, return to the comfort of the Hilton Garden Inn Lenox/Pittsfield and relax in our spacious accommodations while planning tomorrow’s adventure.

🎢 Thrilling attractions
🌄 Beautiful mountain views
👨‍👩‍👧‍👦 Fun for the whole family
🏨 Comfortable accommodations nearby

Sounds like the perfect reason to plan a Berkshire getaway this summer!

Tix and more info at: https://www.jiminypeak.com/.../Mountain-Adventure-Park/

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> http://www.LenoxPittsfield.HGI.com

06/05/2026

🎢☀️ Looking for an unforgettable summer adventure in the Berkshires? ☀️🎢

When guests stay with us at the Hilton Garden Inn Lenox/Pittsfield, they’re just a short drive from one of the region’s most exciting attractions — the Mountain Coaster at Jiminy Peak!

This thrilling alpine coaster takes riders on a scenic journey through the mountains, weaving through forests, curves, dips, and turns while offering incredible views of the Berkshires. The best part? You control your own speed, making it perfect for both thrill-seekers and those who prefer a more leisurely ride. Whether you’re racing down the mountain or taking your time to enjoy the scenery, it’s an experience you’ll be talking about long after your vacation ends.

Jiminy Peak’s Mountain Adventure Park is a fantastic destination for families, couples, and groups looking to add a little excitement to their Berkshire getaway. Pair your coaster ride with a scenic chairlift ride, mountain-top views, and all the outdoor beauty that makes summer in the Berkshires so special.

After a day of adventure, return to the comfort of our hotel, where you can relax, recharge, and get ready for another day of exploring everything our region has to offer.

🎢 Thrilling mountain coaster rides
🌲 Beautiful Berkshire scenery
👨‍👩‍👧‍👦 Fun for the whole family
🏨 Comfortable accommodations nearby

Adventure is waiting — and it’s one more great reason to plan your visit to the Berkshires this summer!
More info at: https://www.jiminypeak.com/summer/attractions/mountain-coaster/

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> http://www.LenoxPittsfield.HGI.com

06/03/2026

🎨🎶 Art, Music & Small-Town Charm in Lenox! 🎶🎨

Looking for a great reason to visit the Berkshires this weekend? Head to downtown Lenox for the Lenox Art Walk, where local galleries, artists, and businesses come together to celebrate creativity throughout the village.

As you stroll through downtown, you’ll discover inspiring artwork, unique shops, delicious dining, and live music performances happening throughout the weekend. 🎵 Be sure to check out the accompanying image for the full music schedule, featuring performances at Lilac Park and Dare Bottleshop on both June 6th and June 7th.

The Lenox Art Walk is the perfect way to spend a summer afternoon exploring one of the Berkshires’ most charming towns. Afterward, return to the Hilton Garden Inn Lenox/Pittsfield and relax in comfort while planning the rest of your Berkshire adventure.

🖼️ Local art
🎶 Live music
🍷 Great food and shopping
🌄 Beautiful Berkshire scenery

Sounds like the perfect reason to visit!

Learn more at: https://lenox.org/lenox-art-walks/

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> http://www.LenoxPittsfield.HGI.com

06/01/2026

🎉✨ May Guest of the Month Winner Announcement! ✨🎉

We’re excited to announce May's Business Card Raffle Winner here at the Hilton Garden Inn Lenox/Pittsfield!

🏆 May's Guest of the Month: Michael D.

A big thank you to everyone who entered our monthly business card raffle — we truly appreciate you choosing to stay with us and being part of our community.

🎁 Prize: 10,000 Hilton Honors Bonus Points

Michael, we’ll be reaching out to you via email shortly with all the details!

Be sure to drop your business card in during your next stay for a chance to be featured as our next winner. We look forward to continuing this fun monthly tradition!

05/29/2026

🤠🎶 Boot Scootin’ Season is Coming to the Berkshires! 🎶🤠

Looking for a fun summer getaway? Make plans to visit the Berkshires for the Summer Stomp Country Concert at Bousquet Mountain on July 25th from 5:00 PM to 11:00 PM! Grab your cowboy boots, gather your friends, and enjoy an evening of live country music, dancing, mountain views, and great summer vibes. (Visit the Berkshires of Western MA)

Set against the beautiful backdrop of Bousquet Mountain, this outdoor concert is the perfect way to spend a summer evening. Bring a lawn chair or blanket, enjoy food and drinks, and let the music take over. Plus, Drifters Bar & Restaurant will be open for concertgoers. (Visit the Berkshires of Western MA)

Make it a complete Berkshire getaway and stay with us at the Hilton Garden Inn Lenox/Pittsfield. We’re just minutes away from the concert and close to all the summer fun the Berkshires have to offer.

🎸 Live music.
🌄 Mountain views.
🤠 Country vibes.

Sounds like a great reason to visit!

Tix and more info at: https://bit.ly/4u1MxZC

Be sure to like this post 👇 and our page 👆🏻 for more amazing content, and follow this link to book with us! >>> https://bit.ly/3nIR8Ud

05/27/2026

🎶🍝 Looking for a great night out while staying with us? Be sure to check out Zucchinis Restaurant — a local favorite known for delicious food, great company, and a fun atmosphere all summer long!

Their patio comes alive with live music performances throughout June, July, and August featuring local acts like HH Trio, John and Pug, and Brian Benlin. Plus, they’re hosting a special Music Bingo Night on June 11th — a fun mix of music, prizes, and great vibes. 🎤🎵

Located just minutes from the Hilton Garden Inn Lenox/Pittsfield, Zucchini’s is the perfect place to enjoy dinner, drinks, and entertainment during your Berkshires getaway.

🍷 Great food. Live music. Summer nights in the Berkshires.
Sounds like a great reason to visit!

Learn more on their page or at: https://bit.ly/4dL02qy