Skip the Cover and Countdown to Midnight at Bootleg Special’s Free Disco Fever New Year’s Eve Bash

Looking for a fun and free way to celebrate New Year’s Eve in Boston? South End hotspot <a href="https://bootlegspecial.com/">Bootleg Special</a>, located at 400 Tremont Street, is hosting an unforgettable New Year’s Eve Disco Fever Bash on Wednesday, December 31, from 9:00 PM to 1:00 AM, and everyone 21+ is invited. Unlike most NYE parties in Boston, Bootleg’s celebration is completely non-ticketed and free to attend, so guests can skip the cover charge and toast to 2026 with good food, great cocktails, and even better company. Known for bringing the spirit of the French Quarter to Boston’s South End with its chic speakeasy vibes, Cajun comfort food, and bold fusion flavors, Bootleg Special is transforming into a vibrant NYE destination featuring a complimentary glass of prosecco, festive beverages, and a full menu available for purchase. Local Boston favorite and Patriots resident DJ Chris Profenna (<a href="https://www.instagram.com/djprofenna/?hl=en">@djprofenna</a>) will be live onsite, bringing the ultimate disco fever to ring in the New Year. Disco attire is encouraged but not required. Whether guests come for the music, the food, the party vibes, or all of the above, Bootleg Special is the place to be when the clock strikes midnight in Boston.

Bootleg Special

The Tommy Mac Custom Furniture Gallery Invites Guests to Shop Local at its Woodwork Wonderland Holiday Pop-Up

The newly opened Tommy Mac Custom Furniture Gallery at 155 Federal Street in Boston’s Financial District by master woodworker and former PBS host Tommy Mac will host its first Woodwork Wonderland Holiday Pop-Up, a curated, last-minute gift shopping experience highlighting Boston artistry and handcrafted goods. Guests will have the opportunity to explore and purchase Tommy’s signature handcrafted furniture pieces, from live-edge tables and iconic rockers to finely detailed stools and chairs, while also browsing unique, giftable creations from other local woodworking businesses, including Kukstis Woodcarving, Chop Value, and more. This event is designed to help holiday shoppers find meaningful, locally made gifts while experiencing Tommy’s stunning new gallery space, complete with festive Christmas décor. The Tommy Mac Custom Furniture Gallery serves as a destination that celebrates premium craftsmanship, community, creativity, and local entrepreneurship.

Tommy Mac Custom Furniture Gallery

Bootleg Special Hosts Dolly Parton Hard Candy Christmas Drag Brunch Featuring Live Performances

Good golly, it’s Christmas! Celebrate Dolly in true Southern style at <a href="https://bootlegspecial.com/">Bootleg Special's</a> Dolly Parton Hard Candy Christmas Drag Brunch on Saturday, December 13, from 11:00 a.m. to 1:00 p.m. Presented in partnership with <a href="mailto:https://www.instagram.com/flipphoneevents/">Flip Phone Events</a>, the festive brunch will feature delicious food and beverages, holiday cheer, and show-stopping live performances from Boston favorites <a href="mailto:https://www.instagram.com/thegigiglam/">Gigi Glam</a> and <a href="mailto:https://www.instagram.com/stickihoneyy/">Sticki Honey</a>, set to Dolly’s Christmas classics and beloved hits. Known for bringing the spirit of the French Quarter to Boston’s South End with its chic speakeasy vibes, Cajun comfort food, and bold fusion flavors, Bootleg Special is transforming its signature brunch into a festive holiday celebration inspired by Dolly’s charm and Southern warmth, featuring lively performances, New Orleans inspired dishes, and signature cocktails. Whether you are gathering your friends for a holly jolly morning out or just looking to kick off the season with some holiday cheer, Bootleg’s holiday drag brunch is the perfect way to celebrate. Reservations are encouraged, as seating is limited. Tickets are available for purchase through <a href="https://www.etix.com/ticket/p/73114613/dolly-parton-hard-candy-christmas-drag-brunch-minneapolis-bootleg-special">Flip Phone’s Etix</a> for $24.20 per person (all-in pricing, including taxes and fees). For more information or to reserve a table, visit <a href="http://www.bootlegspecial.com">www.bootlegspecial.com</a> and follow along on Instagram <a href="https://www.instagram.com/bootlegspecial">@bootlegspecial</a>.

Bootleg Special Hosts Show-Stopping Drag Brunch Featuring Live Performances on November 22

Get ready for an afternoon full of glamour, music, delicious food and beverages, and jaw-dropping live performances from talented drag queens as <a href="mailto:https://bootlegspecial.com/">Bootleg Special</a> hosts a show-stopping Drag Brunch on Saturday, November 22, from 12:00 p.m. to 3:00 p.m. Known for bringing the spirit of the French Quarter to Boston with its chic speakeasy vibes, Cajun comfort food, and bold fusion flavors, Bootleg Special is turning brunch into a full-on celebration. Whether celebrating a special occasion or just looking for a fun weekend activity, Bootleg Special’s Drag Brunch is the perfect way to kick off the day with an unforgettable experience full of energy, laughter, and Southern hospitality. Guests can expect lively performances, New Orleans inspired brunch dishes, and signature cocktails in the heart of Boston’s South End. Grab your friends and reserve your spot now by purchasing a ticket through <a href="https://www.eventbrite.com/e/bootleg-special-drag-brunch-tickets-1963270045556?utm_experiment=test_share_listing&amp;aff=ebdsshios&amp;sg=9598e4b073b2b610a74a2cc689a72b14f363a1d1f8b0ede665a3cc83990de06a9ccd109df48e0bb1c78b79bfecea1b1d5f48212f9c6026c99eee1bfaed4af193fcca51dda7eda6218324fe3b08">Bootleg Special’s Eventbrite</a> for $20 per person (plus fees). For more information visit <a href="http://www.bootlegspecial.com">www.bootlegspecial.com</a> and follow along on Instagram <a href="https://www.instagram.com/bootlegspecial">@bootlegspecial</a>.

Bootleg Special Hosts a Non-Ticketed Halloween Bash in the South End

Looking for a fun and free way to celebrate Halloween in Boston? South End hotspot <a>Bootleg Special</a>, located at 400 Tremont St, is hosting a Halloween Bash on Friday, October 31, from 10 PM to 2 AM, and everyone’s invited. Unlike most of Boston’s Halloween parties, this one is completely non-ticketed and free to attend, so guests can skip the cover and spend their night enjoying what really matters: great food, cocktails, and company. The Southern-chic restaurant known for its New Orleans-inspired comfort food and bold cocktails is transforming into a spooky, French Quarter-style party with throwback tricks and treats, exclusive prizes, beats by the legendary <a href="https://www.instagram.com/djbackspinent/?hl=en">DJ Backspin</a>, and a delicious late-night bite menu served from 10 PM to 12 AM.  Whether guests come for the music, the food, the festive vibes, or all of the above, Bootleg Special is the perfect stop for a Halloween night out in Boston’s South End.

Tommy Mac Custom Furniture Showroom Grand Opening Celebration

After more than two decades in the business, Boston native and master woodworker Thomas MacDonald, best known as the former host of Rough Cut: Woodworking with Tommy Mac on PBS, is opening his first-ever public showroom in Boston’s Financial District. To celebrate the occasion, Tommy Mac Custom Furniture is hosting a Ribbon Cutting &amp; Grand Opening Celebration on Thursday, October 16, 2025, from 10:00 a.m. to 12:00 p.m., featuring music, light bites, and refreshments. The new space at 155 Federal Street marks a major milestone for the local craftsman, bringing his award-winning artistry from his North End workshop into a public setting where visitors can experience the full Tommy Mac Collection in person. The showroom will showcase handcrafted furniture pieces, including his signature rockers, armchairs, and live-edge tables, which are all made in Massachusetts using traditional joinery techniques and premium North American hardwoods.

Tommy Mac Custom Furniture Showroom

Christopher's Haven Annual Fundraising Gala

Christopher’s Haven, the Boston-based nonprofit that provides temporary housing for families when their child is going through a cancer diagnosis, hosts its annual fundraiser at Big Night Live Studio B on Friday, October 3rd. At the Gala, guests will enjoy themed dinner stations, drinks, and dancing while supporting Christopher’s Haven. The evening will feature a silent auction with unique experiences and packages, live opportunities for donations, and a special video highlighting the impact of Christopher’s Haven families. During the program, the Christopher’s Haven Legacy Award will be presented to Diana Knightly for her leadership and service on the Board of Directors, and the Partner in Health Award will be presented to Dr. Shannon MacDonald of Mass General Brigham for her dedication to advancing pediatric cancer care. Individual tickets are $150, with a Young Professionals rate of $75 (ages 21–35). Tickets and sponsorships can be purchased at christophershaven.org or through the event’s Eventbrite page.

Big Night Live

Fireside Tavern Sherborn Hosts One-Night-Only 100-Mile Menu Dinner Celebrating the Best Flavors of the Local Community

<a href="https://www.firesidetavernsherborn.com/">Fireside Tavern Sherborn</a> invites guests to experience its 100-Mile Menu Dinner on Tuesday, September 30th at 6:30 PM, a one-night-only dining experience where every main ingredient and beverage is sourced from within a 100-mile radius of Sherborn. It’s a true taste of New England, from farm to table. 	 The special dinner features a carefully curated 4 course menu that celebrates the best flavors of the region. Local farmers and purveyors who helped craft the menu will be in attendance to share the stories behind each plate. The evening offers a casual yet educational experience, giving guests a unique opportunity to connect with the food and the people who grow it. Tickets are available at two price points: the Meal-Only Price of $55 per person (includes soda or juice), or the Meal + Beverage Pairing Price of $75 per person (includes a curated local alcoholic beverage for each course), and can be purchased by visiting <a href="http://www.firesidetavernsherborn.com/store">www.firesidetavernsherborn.com/store</a>. Allergies can be accommodated with advance notice. For more information about Fireside Tavern Sherborn, please visit <a href="http://www.firesidetavernsherborn.com/">www.firesidetavernsherborn.com/</a>.

Fireside Tavern Sherborn

S22: conversations

Wondering what to do in Boston? Places to eat? Free activities? Good for a group? Date night spot? Girls night out? The best things to do? Ask Joyraft!

Best places to go in Boston? Things to do? Places to eat?

Questions & answers about things to do in Boston

Recs 💬

Community recs 💬

S4: top picks

The most fun, cool and unique things to do in Boston. Can’t miss events, shows and experiences. Concerts, restaurants, bars, free things in Boston and beyond.

The most fun and cool events happening around Boston

Hot and new things to do in Boston

Hot & new

Hot & new 🔥

S11: happening this weekend

What to do in Boston this weekend? From festivals, concerts, performances, free events, screenings and more, Joyraft has the best things to do in Boston.

25+ things to do in Boston/Cambridge/Somerville this weekend

Things to do in Boston this weekend

This wknd

This weekend for you

S21: roundups

Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

Top picks of the best things to do in and around Boston

Joyraft picks: Boston’s best things to do

Roundups ⭐️

Curated by Joyraft ⭐️

S28: calendar experiences

This week in Boston

This week in Boston 📆

This week 📆

S20: c+d experiences

Discover new, unique events and experiences happening in and around Boston. Perfect for date night, good for a group or with a friend. Be the first to know.

The newest events happening in and around Boston

The newest events on Joyraft

Just added

Just added to Joyraft

S16: editor picks

The most unique and can’t miss things coming up in Boston / Cambridge / Somerville and beyond. Festivals, food, drinks, fairs, concerts, art and free activities.

Unique and Can’t Miss Things to Do in Boston

Can’t-miss things to do in Boston 🚨

Can't-miss things to do 🚨

S2 (A): top experiences

The most popular things to do on Joyraft. Concerts, restaurants, bars, events, parties, openings, kid friendly, date ideas, free things in Boston and beyond.

Top 20 things to do in Boston

Top 20: Joyraft’s most popular

Top 20

Top 20 on Joyraft

S3 (A): trending experiences

Discover can’t miss events and things to do in Boston. The most fun, unique and cool events coming to the Boston area this spring and summer.

The hottest events happening in Boston

Trending events on Joyraft

Trending 📈

S17: interest based

Your guide to everything free in and around Boston. From events, to fairs, to festivals, to outdoors. Joyraft has all the free events happening near you.

100+ free things to do in Boston and beyond

Free things to do in Boston

Free things to do

S19: interest based

Kid-friendly events in Boston

S18: interest based

Where to eat and drink in Boston? Joyraft has Boston’s newest bars, restaurants and specials. Drinks and pre fixe dinner menus. Cambridge & Somerville too.

Where

kkrekas

Experiences