Mayor Announces Free Parking on Main Street (Zone 6 & Zone 2) for the Holiday Season

Mayor Greg Verga is pleased to announce that beginning Thursday, November 27, 2025, the City of Gloucester will offer free 2-hour parking on Main Street in Zone 6 and Zone 2 through Wednesday, December 31, 2025. The initiative is designed to encourage visitors and residents alike to shop, dine and stroll the downtown corridor during the holidays, while supporting our local businesses and fostering a vibrant community environment.

Key Details

  • Free parking will apply in the two-hour metered spaces on Main Street within Zone 6 and Zone 2 from November 27 through December 31.
  • Even though parking fees are waived, vehicles must still register their license plate number and time either at the on-street kiosk or via the Flowbird Parking app.ย 
  • The free two-hour session is limited to once per day per vehicle.
  • The two-hour time limit will be strictly enforced. Vehicles parked longer than two hours will be subject to standard enforcement procedures.
  • At the kiosks, users will press the check mark to start, enter their vehicleโ€™s license plate number, press the check mark to continue, and finally press the check mark to activate the two-hour session (no payment is required/accepted). The app functions in a similar fashion: you log in, select the Main Street zone, enter your plate and confirm to activate the two-hour session.ย 
  • The City asks all parkers to comply with the time-limit and registration process to ensure fairness and availability of spaces for all visitors and residents.

Why This Matters

This free-parking offer is part of the Cityโ€™s broader holiday activation plan: by reducing the barrier to access downtown, the City is supporting Main Street-area merchants, restaurants and galleries and encouraging foot traffic in the heart of Gloucester. At the same time, the enforcement of the two-hour limit protects turnover, ensuring that parking remains accessible through the busy season.

Additional Reminders

  • The registration of your license plate and time is still requiredโ€”even though payment is waived. Failure to register may result in a violation.
  • While Sundays and legal holidays already enjoy free parking across all zones (under normal conditions) in Gloucester, this Main Street waiver is an additional convenience for the holiday period.ย 
  • A free 20-minute session remains available in all other zones and parking regulations will continue to be enforced in these areas.
  • Please always check the posted signs in the area to confirm the applicable zone and pay/registration requirementsโ€”these remain part of the daily regulation system.ย 

โ€œWe want everyone to enjoy the spirit of the season and support our downtown businesses. By offering free parking along Main Street and maintaining the two-hour limit, we strike the right balance between convenience for visitors and continuing turnover so our Main Street remains vibrant and accessible,โ€ said Mayor Verga. โ€œI encourage all of our residents and guests to plan their visits, register their plate and time, and enjoy a holiday season filled with local culture, shopping, and community.โ€

Happiest Of Birthdays To Our Nichole!

We’d like to wish fellow Merry Castaway Nichole the happiest of birthdays today. She’s a valuable friend, loving mother and extraordinary teacher/administrator as well as a memorable (yes, memorable) friend. Happy birthday!

Reduce Arthritis Pain!

 by Angel Wings Wellness

Reduce Arthritis Pain!

Achy hands, feet or knees? Reduce arthritis pain with Angel Butter CBD Topical! CBD is a natural anti-inflammatory reducing inflammation in joints and muscles. Come down to Angel Wings Wellness for a FREE SAMPLE of Angel Butter Topical. One per person please. Friday and Saturday 11-4 or call for a private appointment for a free wellness consultation with a certified CBD consultant. 978-985-4592

12 Rogers Street โ€“ Gloucester AngelWingsCBD.com

CHRISTMAS TOY DRIVE at MACHACA!

 โœจ๐ŸŽ„

Now through December 10th

All donated gifts distributed by Gloucester Police Community Impact Unit

Machaca is teaming up with the Gloucester Police Community Impact Unit to help bring Christmas magic to local families, and we need your help!

๐ŸŽ Donate a NEW & UNWRAPPED toy anytime from now until December 10th

๐Ÿ“ Drop-off Location: Machaca, 14 Rogers St Gloucester MA


๐ŸŽ‰ 

TOY DRIVE FINALE EVENT!

WEDNESDAY, DECEMBER 10th | 5โ€“7 PM

๐Ÿ“ธ Photos with 

Super Hero BATMAN!

Your kids can meet and take photos with Batman in full superhero glory โ€” perfect for holiday memories!


๐ŸŒฎ๐Ÿ‘จโ€๐Ÿ‘ฉโ€๐Ÿ‘ง 

STAY FOR DINNER โ€“ KIDS EAT FREE!

Every Wednesday at Machaca, Kids Eat FREE with the purchase of any adult entrรฉe.

So bring a toy, snap a photo with Batman, and let us take care of dinner!


๐Ÿ’› 

Letโ€™s make the holidays brighter for Gloucester families.

Thank you for being part of this amazing community and spreading joy this Christmas season!

The James

While Joey and Chris and Donna were eating canned fish on Sunday I snuck out for brunch at the James in Essex. It was quiet when we first got there and was packed when we left. There was music and a great crowd….definitely a fun place to spend a few hours.

https://www.thejamespub.com/

Stop By Minglewood Sunday And Browse

Stop by Minglewood on Rogers St this Sunday and browse some fun vendors in the Captain Courageous Room. Pat D’s Photos will be there! Stop by and say hello.

This Week at The Cut!

ย ~ย The Cut Liveย ~ย 

Wednesday is Thanksgiving Eve โ€“ also known as the BIGGEST bar night of the year. So you should probably spend it at the biggest bar in town! The Cut is hosting a DJ Dance Party with DJ Skully & DJ Vito in the venue. NO COVER. But if you want to impress those cousins in from out of town or make that ex from high school jealous, you can buy a VIP table for 4 that comes with a bottle of bubbly and cocktail service. Or just buy a rail seat so you have somewhere to leave your things, and can order drinks from a QR code and skip waiting at the bar!

And as we do every Wednesday, weโ€™ll also be hosting our weekly Seisiun! Join us for live traditional Celtic music in the restaurant. No cover! Musicians will gather starting at 6pm and play until 9pm. This is intended to be an intimate and collaborative celebration of live music for the whole community, so we hope youโ€™ll come by, grab a pint, and enjoy!

CLOSED THURSDAY FOR THANKSGIVNG

Friday is Rhythm of the Saints โ€“ A Tribute to Paul Simon with The Gary Backstrom Band playing the music of the influential jam band, Jiggle the Handle. Doors at 7:00pm. Show at 8:00pm. There are still a table seats and rail seats available, as well at GA standing (aka dancing) tickets!

We will also have Cheryl Arena & Mike Dibari Duo playing in the restaurant from 7pm-9pm. No cover. Just come hang, grab a drink and a burger, and enjoy some live music!

Saturday Zane Christopher returns to The Cut for a homecoming show you wonโ€™t want to miss. This North Shore native almost sold out last year, and tickets are going fast again, so donโ€™t wait! Zane will be joined by Overserved Again. This is the perfect show to bring your out-of-town cousins to if they love Noah Kahan, Vance Joy, The Lumineers or Zach Bryan. There are still a few high tops and rail seats available. Doors at 7:00pm. Show at 8:00pm.

We are also bringing back Saturday Night DJs in the restaurant from 9 to close! DJ Vito Ferrara & Friends, every Saturday night. No cover. Follow us on social media for guest DJ updates!

As always, Little Sister will be serving their Best of The North Shore award-winning burgers (and so much more) starting at 5pm each night and now starting at noon on Saturdays and Sundays. Come early and grab food before the show or stay late and refuel after dancing!

Upgrade to VIP at our Thanksgiving Eve DJ Party

Rhythm of the Saints & Jiggle the Handle Tickets

Zane Christopher & Overserved Again Tickets

PLEASE NOTE THAT WE WILL BE CLOSED THANKSGIVING DAY, CHRISTMAS EVE, CHRISTMAS DAY, AND 1/1-1/7 FOR STAFF APPRECIATION BREAK.

LITTLE SISTER IS ALSO NOW OPEN AT NOON ON SATURDAY & SUNDAY! COME WATCH FOOTBALL WITH US!! We have NFL Sunday Ticket and weโ€™re the only bar in town that has enough TVs to show ALL the games. You can also scan in each game day for a chance to win a VIP Super Bowl Party Experience! Weโ€™ll be hosting the best Super Bowl Party on the North Shore back in the venue!!

HOURS:
MON 5PM, TUE CLOSED, WED 5PM, THU 5PM, FRI 5PM, SAT 12PM, SUN 12PM

THE CUT | 177 Main Street | Gloucester, MA

Visit Our Website

Buy Tickets to a Show

Curve of Magnolia Pier with hazy skies.

There is something magical about the Magnolia Pier and the sunsets in Fall and Winter.

Cape Ann Makers Market at the Cruiseport on the Saturdey after Thanksgiving.

Join us on facebook for updates

Come get your Christmas and Holiday shopping done while you sip a beverage, listen to music and buy from over 55 local vendors – food gifts, soaps, lotions, artwork, jewelry, home goods, all unique handcrafted items – something for everyone on your list!

Turtle Alley

Yummy and more yummy..ย  As soon as you walk into Turtle Alley 42 Rogers Street, Gloucester, MA, you immediately have the urge to have chocolate.ย  The smell is amazing.