55 Gloucester Sidewalk Bazaar 2023

63rd Annual Gloucester Sidewalk Bazaar Cape Ann Vacations
63rd Annual Gloucester Sidewalk Bazaar Cape Ann Vacations from capeannvacations.com


Welcome to the Gloucester Sidewalk Bazaar 2023, a vibrant and bustling event that brings together local businesses, artisans, and community members for a weekend of shopping, entertainment, and fun. This annual tradition has been a highlight of the Gloucester summer for decades, and this year promises to be one of the best yet. In this article, we will explore everything you need to know about the Gloucester Sidewalk Bazaar 2023, from the participating vendors and activities to tips for navigating the event and making the most of your experience.

Participating Vendors

Local Businesses

One of the main draws of the Gloucester Sidewalk Bazaar is the wide array of local businesses that participate in the event. From boutique clothing stores to specialty food shops, you'll find a diverse range of offerings to suit every taste and interest. Make sure to stop by some of the long-standing favorites, such as Gloucester House Restaurant and The Cave Cheese Shop, as well as the new and upcoming businesses that have recently joined the Gloucester community.


In addition to the local businesses, the Gloucester Sidewalk Bazaar also showcases the talents of numerous artisans. From painters and sculptors to jewelry makers and potters, these skilled craftsmen and women bring their unique creations to the event. Take the time to peruse their booths and discover one-of-a-kind pieces that will add a touch of artistry to your home or wardrobe.


Live Music Performances

Throughout the weekend, the Gloucester Sidewalk Bazaar features live music performances from talented local bands and musicians. Whether you prefer jazz, rock, or folk, there will be something to suit your musical tastes. Find a comfortable spot to sit and enjoy the melodies as you take in the lively atmosphere of the event.

Street Performers

As you wander through the streets of Gloucester during the Sidewalk Bazaar, you'll encounter a variety of street performers showcasing their skills. From jugglers and magicians to acrobats and fire breathers, these talented individuals add an element of excitement and wonder to the event. Don't forget to show them your appreciation by leaving a tip if you're entertained!

Children's Activities

The Gloucester Sidewalk Bazaar is a family-friendly event, and there are plenty of activities to keep the little ones entertained. From face painting and balloon animals to interactive games and crafts, children of all ages will find something to enjoy. Make sure to check the event schedule for specific children's activities and plan your visit accordingly.

Tips for Navigating the Event

Plan Your Route

With so many vendors and activities to explore, it's a good idea to plan your route ahead of time. Take a look at the event map and make note of the booths and attractions you don't want to miss. By mapping out your path, you can ensure that you make the most of your time at the Gloucester Sidewalk Bazaar.

Arrive Early

If you want to beat the crowds and have first pick of the merchandise, consider arriving early in the day. The Gloucester Sidewalk Bazaar tends to get busier as the day goes on, so arriving when the event opens will give you a better chance to browse without feeling rushed.

Bring Cash

While many vendors may accept credit cards, it's always a good idea to bring cash to the Gloucester Sidewalk Bazaar. Some vendors, particularly artisans, may only accept cash payments. Having cash on hand will ensure that you can purchase any items that catch your eye without any hassle.

Stay Hydrated

Walking around the Gloucester Sidewalk Bazaar can be thirsty work, especially on a warm summer day. Make sure to stay hydrated by bringing a water bottle with you and taking advantage of the various beverage options available throughout the event. You can also support local businesses by stopping for a refreshing drink at one of the nearby cafes or juice bars.

Wear Comfortable Shoes

With so much to see and explore, you'll be doing a fair amount of walking at the Gloucester Sidewalk Bazaar. Make sure to wear comfortable shoes that will keep your feet happy throughout the day. Opt for closed-toe shoes to protect your feet from any potential hazards on the uneven terrain.

Take Breaks

While it's tempting to try and see everything in one go, pacing yourself and taking breaks is important to avoid exhaustion. Find a shady spot or grab a seat at one of the outdoor cafes to rest and recharge. Taking breaks will allow you to fully enjoy the experience and make the most of your time at the Gloucester Sidewalk Bazaar.


The Gloucester Sidewalk Bazaar 2023 is a must-visit event for anyone looking to experience the vibrant culture and community spirit of Gloucester. With a wide range of participating vendors, exciting activities, and helpful tips for navigating the event, you'll be well-prepared to make the most of your visit. So mark your calendars, gather your friends and family, and get ready to immerse yourself in the sights, sounds, and flavors of the Gloucester Sidewalk Bazaar 2023.