Holiday Market with Center for Women & Enterprise
2025-11-05 15:00 - 20:00 (America/New_York)
High Street Place has partnered with the Center for Women & Enterprise, the Veterans Business Outreach Center (VBOC), and the City of Boston for a Holiday Market, highlighting women-owned businesses! Prepare to kick off the holiday season in style while supporting the amazing local businesses that make our city truly shine! This is your chance to give unique gifts to everyone on your list—from fascinating books and stunning jewelry to delightful pet accessories, stylish housewares, luxurious bath and beauty products, and so much more! Don’t miss out on this incredible opportunity to shop local, connect with fellow community members, and embrace the holiday spirit together. We can’t wait to welcome you—let’s make this a holiday season to remember! Wednesday, November 5, 2025
3:00 PM – 8:00 PM High Street Place located at 100 High Street (Lobby) Vendors:27Teas
Cat in the Box LLC
Dri Umbrellas
Elcee Jay Creations
Hauskaa
Hale Sky
Homevity
Lady Ella Studios
Lady Lavette’s Plant Studio
Little Man Originals
Love Balungi
Mayuur Naturals
Maxady
Play and Oak
Simply Chickie Clothing
Star Bright Books
Supply Bulk Foods
The Shine Brand
Tipzy Nails
and more! This event is free to attend!

Midweek Mixtape: DJ J-Wall
2025-11-05 17:00 - 20:00, 2025-11-12 18:00 - 21:00, 2025-11-19 18:00 - 21:00, 2025-12-03 17:00 - 21:00
Take a break from the work week and join us for a live DJ set and refreshing drinks and delicious food from our vendors!

Tournament of Champions Watch Party!
2025-11-05 20:00 - 21:00, 2025-11-12 20:00 - 21:00, 2025-11-19 20:00 - 21:00
Join former Tournament of Champions’ winner Tiffani Faison to watch Tournament of Champions: All-Star Christmas! Grab your favorite bites and drinks from Tiffani’s restaurants, Charming Gardener, Dive Bar and Tenderoni’s, and wine bar, Bubble Bath, to enjoy while you watch!

Thursday Live Music: DJ J-Wall
2025-11-06 18:00 - 22:00, 2025-11-13 18:00 - 22:00
Join us every Thursday at 6pm for a live DJ set, delicious bites and refreshing beverages!

Friday Live Music: DJ Evaredy
2025-11-07 18:00 - 22:00
Join us every Friday at 6pm for a live DJ set, delicious bites and refreshing beverages!

Kids Balloon Magic Show
2025-11-08 11:00 - 12:00
Join us for a Balloon Magic Show with Jungle Jim, a performance for kids of all ages (ideal for kids 3-9). This fun, high energy show will have children entertained and engaged from start to finish! The show is a combination of storytelling, exercises, magic, interactive play and of course, balloons. Caregivers are welcome to sit in on the show too. This show is free to attend! Please RSVP at the link. Parking: There is parking available at the 100 High St. parking lot. See more information on visiting here.

Saturday Live Music: DJ Ryan Brown
2025-11-08 18:00 - 22:00
Join us every Saturday for a live DJ set, delicious bites and refreshing beverages!

Closed for Veterans Day
2025-11-11

Live Music with Dan DeCristofaro
2025-11-14 17:00 - 20:00
Dan DeCristofaro is a talented musician and producer known for his “genre bending” original music and covers. There is no cover for this show as with all other live music at the hall. Grab a drink and a bite, sit back and enjoy the music! Listen to Dan’s Music

Friday Live Music: DJ Davvid
2025-11-14 20:00 - 23:00
Join us for a DJ set with DJ Davvid after Dan DeCristofaro’s live performance from 5-8pm!

Little Groove Kids Music Class
2025-11-15 10:30 - 11:30
Little Groove is coming to High Street Place Food Hall once a month! Little Groove classes are tailor-made to help little ones learn and interact with music through sound, sight, and touch in an immersive and engaging live music setting. The music classes provide a fun learning environment that encourages children to explore and develop their creativity while having fun. With experienced instructors and a collaborative approach, this class is the perfect way to introduce children to the joy of music and learning. Little Groove visits High Street Place once a month, on the 3rd Saturday of each month.
The class is ideal for little ones between 14 months and 4 years.

Saturday Live Music: DJ Frank White
2025-11-15 18:00 - 22:00

Trivia Tuesdays
2025-11-18 18:00 - 20:00, 2025-11-25 18:00 - 20:00, 2025-12-02 18:00 - 20:00
Join us every Tuesday for trivia at 6pm and 7pm, led by Stump.

Friday Live Music: DJ Saucy Lady & DJ U-Key
2025-11-21 18:00 - 22:00

Thanksgiving Side Orders - Pick Up Dates
2025-11-25 - 2025-11-26
This Thanksgiving, Pennypacker’s is offering a broad menu of sides to pair with your meal! All items are made from scratch and highlight local ingredients and flavors. See the full menu below. All side options are available in portions for 2-3 or 10-15 people. Orders can be picked up from Pennypacker’s at the Food Hall on Tuesday, November 25 and Wednesday, November 26 (until 4pm). Place Your Order Here Available Options: Porchetta Roast Italian Roast Pork topped with seasonal accompaniment Red Bliss Mashed Potatoes Red bliss potatoes, butter, sour cream, herbs Brussels Sprouts with Bacon Lardons Local Brussels Sprouts, bacon lardons, herbs Bechamel Mac and Cheese Bechamel cheese sauce, cavatappi pasta, herb crumbs Butternut Squash Puree Roasted Local Butternut squash, Vermont maple syrup, butter, herbs Rustic Herb Stuffing Croutons from Iggy’s bread, mirepoix, fresh herbs, house made turkey stock Kale and Butternut Squash Salad Shredded purple kale, roasted squash, chopped dates, parmesan cheese, spiced pepitas, honey Dijon vinaigrette Cranberry Chutney House-made local whole cranberry chutney Onions Agrodolce

Pie in the Sky: Pie Pick-Up Day
2025-11-25 11:00 - 19:00
High Street Place is partnering with Boston-based Community Servings to support our neighbors in need across Massachusetts this holiday season through Pie in the Sky, the organization’s annual fundraising bake sale. Pie in the Sky funds Community Servings’ philanthropic meal program, which will prepare and deliver more than 1.2 million scratch-made medically tailored meals to individuals and families impacted by a range of critical and chronic illnesses. The good news is that helping couldn’t be easier! Simply visit PieInTheSky.org to make a $35 donation and select your choice of locally-baked apple, pecan or pumpkin pie (their gift to you!) to serve on Thanksgiving. Not only will you enjoy a delicious pie with family and friends, but that first bite will taste even sweeter knowing you helped provide a week’s worth of meals. No need for a pie this year? No problem! You still help by gifting a pie to someone else, or you can purchase a ‘Pie for a Community Servings Client.’ Both options still provide a week’s worth of meals for one of Community Servings clients. The pick-up day for pies is Tuesday, November 25th at the Food Hall between 11am-7pm. Just select High Street Place when checking out with your order. Please note the number of pies for sale is limited – so visit the website and donate to get your pie today before your favorite flavor is gone! And when you do, please make sure to choose “Rockhill Management” as your pie seller (order your pie by November 22nd).

Closed for Thanksgiving
2025-11-27

Friday Live Music: DJ J-Wall
2025-11-28 18:00 - 22:00

The Stew Beat Showcase: The live Beat-Making Gameshow
2025-11-29 20:00 - 23:00
The Stew: Beat Showcase isn’t just a competition—it’s a groundbreaking beat battle game-show that connects music producers of all levels, from rising beat-makers to seasoned sound architects. This electrifying platform offers creators the opportunity to showcase their talent, network with industry leaders, and compete in a series of innovative challenges designed to celebrate the art of music production. 🍔 Eats, Beats & Vibes All Night Long We’re calling on the top producers in Massachusetts to battle it out live for a chance to win cash, prizes, and ultimate bragging rights! 🎧 Sounds by: Motivate Merren & special guests 🎤 Guest Judges: To Be Announced 🎹 Producers: Register by 11/22/25 – space is limited (only 8 seats)! Register: https://www.thestewshowcase.com/stewregistration GET TICKETS HERE

Thursday Live Music: DJ Kon & DJ J-Wall
2025-12-04 18:00 - 22:00

Friday Live Music: DJ Skoolyahd & DJ Panda
2025-12-05 18:00 - 22:00

Closed for a Private Event
2025-12-06
The Food Hall will be closed for the day for a private event. We apologize for the inconvenience!
