Forget the mall and door-busting; shop local during the holiday season! Check back, as this roundup will be updated! Pick up a gift or treat yourself to something nice! You’ll be supporting local businesses. So, really, it’s a win/win!

Junebug

Junebug is a bright pink gift shop and floral studio located on Main Street. Whether you need a housewarming gift or a houseplant, Junebug is a one-stop shop.  Junebug also has beautiful fresh-cut flowers to make the perfect bouquet for a friend or loved one or treat yourself!

Henry Bear’s Park

Henry Bear’s Park is an independent toy store that believes play is not only fun but also integral to physical, social, and mental growth. For over 45 years, they’ve been scouring the world to bring you high-quality, developmentally appropriate toys and games that inspire creativity, imagination, and exploration.  This amazing toy store is located in Hood Park and has toys for babies to adults.  Check out our feature on Henry Bear here! 

Place & Gather

Sister store to Junebug, Place & Gather is the go-to home and lifestyle boutique for stylish and playful gifts! Showcasing quirky tea towels, stunning glassware, chic napkins, trendy candles, unique serving boards, and more, Place & Gather offers the cutest array of items that add a fun and thoughtful touch to any space. Perfect for impressing friends at your next get-together or finding the ideal host gift, their selection ensures you’ll find something special without taking things too seriously. Plus, with tens of thousands of dollars donated to Charlestown organizations, you’re supporting a business that gives back to the community!

Monroe Home

This shop is an absolute dream. Monroe Home is a women-owned boutique in Charlestown that is all about thoughtful style. Their curated collection includes rustic artisan candles, vintage scatter rugs, and one-of-a-kind kitchen pieces that bring a unique charm to any space. If you’re looking for a little luxe gift, they have gorgeous gold rings, necklaces, indulgent self-care essentials, and cozy throws. They also carry elegant coffee table books and décor that strike the perfect balance of beauty and function. Whether you are shopping for a gift or just browsing, this boutique is a haven of inspiration—with personalized styling to match.

They also have officially been named a winner in the Best of Boston Home 2025 awards by Boston Magazine. The boutique took home top honors in the Home Accents, Boston category.

Kaybea Collection

This is another absolute favorite women-owned store in the neighborhood. It’s one of those stores where you just want to buy everything in sight. If you are searching for a stunning dress for an upcoming winter wedding or simply want to refresh your fit supply, it is simple: head to Kaybea. Their collection features the most adorable maxii dresses, along with a selection of gorgeous jewelry, chic handbags, cute tops, and trendy jeans and it is their high-end yet affordable fashion that really makes it easy to indulge. But that’s not all—Kaybea Collection is always getting involved in the community, regularly collaborating with other local businesses to bring unique and exciting offerings to Charlestown & beyond! Head to their site or follow them on insta to stay updated on their latest mashups and special events, as there is always something happening!

Joy Street Kids

 Joy Street Kids, the local brand known for their playful, city-themed pajamas and super-soft kiddo staples, has officially taken over the Mockingbird Baby Kids Clothing space on Main Street – complete with a name change! If you’re not familiar with Joy Street yet, get ready to fall in love. Their Boston-inspired prints, bright colors, and comfy fits have been a hit with families across the city. And now you can shop it all right here in Charlestown!

Slate

A year-round favorite for all shopaholics – use the excuse of celebrating fall 2024 with a wardrobe refresh at at Slate! Summer may be over but the Vineyard’s favorite fashion + lifestyle shop is not going anywhere. This Edgartown-born shop and Charlestown neighborhood gem is brimming with an adorable selection of women’s clothing, from cozy sweaters to stylish denim that will keep you on-trend. Slate also has curated collection of accessories for the upcoming fall season, and they have a range of posh gifts that are ideal for treating yourself or a loved one.

Pasta + Wine

Two of our favorite things! Pasta and wine can be the perfect gift! Main Street Pasta and Wine has thoughtfully curated pre-made gift bags that include a custom tote bag, one pound of fresh pasta, a corkscrew, tomato sauce, and salami, along with a salty snack and a sweet treat. 💫 🎄

They can also help you build a custom gift bag and have gift cards, too! Learn more here! 

Give the Gift of Wellness

Vivolo is new to the neighborhood. From one-off appointments to monthly memberships, this practice offers a fresh approach to holistic wellness right here in Charlestown. They are located at 20 City Square and offer everything from IV therapy and nutrient injections to performance optimization with peptides and hormone therapy, as well as personalized wellness coaching.  Check out their website here! 

They are offering a Black Friday sale through Saturday, November 29th: 20% off gift cards with code BFGIFT20 and 20% off treatment packages with code BFPACK20.

Get your Glow On

Natural Glow Boston is celebrating their first holiday season in Charlestown, and offering a great Black Friday sale on packages! 5 full-body pack: $200, 2 full-body pack: $90, 2 upper-body pack: $60. You can buy in store or online through Sunday, November 30th.

Cup of Coffee

Just a simple cup of coffee helps our small local coffee shops! Here’s a roundup of some of our favorite spots to get some in Charlestown.

Food + Drinks

Support our local restaurant scene this weekend by taking a shopping break for a meal, a cocktail, or picking up a gift card!  Navy Yard Hospitality (ReelHouse, the Tall Ship, Pier 6) is offering 30% off all gift cards using code GCSALE25 – Valid Black Friday – Cyber Monday – Link to purchase: Here

Book a Workout

Here are 5 Places to Workout in the Neighborhood!  Check out these Black Friday Deals Below:

HB/Handlebar – Black Friday Deal –  25% off 5, 10, and 20 class packs

MyStryde – Enjoy 20% off 10, 20, 30 class packs, members get an extra 10% off with promo: BFMEXTRA10 and 40% off first month of new or upgraded memberships use code: BFMEMBERSHIP25

Did we miss your favorite small business? Let us know in the comments below!