Today is Gloucester’s 49th Annual Ladies Night 2022!

Dec. 1, 2022 All day!

The wreaths are up on Main Street, the Lobster Trap Tree is beckoning and charming in its Before state, the shops and restaurants adorned and merry, and today’s weather is clear and crisp for Gloucester’s 49th annual “Ladies Night”! What are the store specials and holiday treats that will tempt us tonight?

photos: Sunrise – Main Street, Gloucester, Mass. ready for Ladies Night

For years my mother and I met up at Halibut Point Restaurant on the East End for a festive toast before strolling and shopping Main Street. I think I had my first buttered rum there. We had so many favorite stops. What Ladies Night traditions do you recall fondly?

**Which means: the 50th Ladies Night will land in Gloucester’s 400th+ Anniversary year!**


Charming Elf hats can be found at Present Gloucester, vintage pattern quilt (but never used) at Seraphina, succulent planters from our favorite farm lady Elise Smith (Cedar Rock Gardens) at Joy, fun kitchen and home goods at Alexandra’s Bread, and thousands of other unique and beautiful handmade gifts. Don’t forget to stop at Engels and Volkers for music with D.J Scottie Mac and yummy refreshments. Come on down and enjoy the fun and festivities at Ladies Night.

Ladies Night at the 525

Unbelievable deals on fabulous food & wine. Come see [and taste] why Ladies Night is so fun at the 525. Try out our new winter menu, all of your favorites, plus seasonal specials.


12 Lexington Avenue

Magnolia Gloucester, MA  01930


Thursday January 31, 2019, 5:00 pm


Come on down! Main Street is abuzz with shoppers and partygoers–it’s so much fun to see the street come alive at night. Shops are decorated to the nines and chock-a-block full of gifts. Maritime Gloucester is hosting a fantastic art show. All the Main Street restaurants are open and ready to serve you and your friends after a fun evening of shopping.


Some of our favorite shops are off the beaten trail or far up Main Street. Don’t forget to shop at Alexandra’s Bread, Maritime Gloucester, Present Gloucester, and Backyard Grower’s Holiday Pop up Shop. See you tonight!

Ladies Night @ Design of Mine ~ Live music with ToniAnn Enes, Live Mannequins, 20% off and of course Wine. 5-10pm December 6th


Don’t miss out : December 6th


20% OFF

LIVE music with ToniAnn Ennes


33 Main Street

Gloucester, MA

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NEW on Ladies Night – Pop Up Gift Card Shop making it easy on Main Street

Thursday, December 6, 2018 – NEW for Ladies Night Gloucester, MA.

Gloucester shops are coming to the easiest address on Main – 123 Main Street home of the YMCA fundraising offices on the corner of Main and Hancock Street. (Kids Unlimited final location.) “Save time and do all your local Gift Card Shopping in ONE location on ONE night!”  

Cape Ann Lanes, Common Crow, George’s Restaurant, Maplewood Car Wash, Ryan & Wood, Schooner Thomas E. Lannon, YMCA…

Pop Up Gift Card Shop Ladies Night Gloucester MA 2018

Topside Grill | Lemon Crush- do yourself a favor

LEMON CRUSH and a great dinner at Topside Grill last night for Gloucester’s downtown shopping Ladies Night. We had a ball! Thanks to Joe Ciolino, Weathervane–one of our first stops so we can meet Mark Parisi and grab the next Off the Mark calendar which he kindly signs– and all involved for such a festive Gloucester tradition. Our second annual stop is across the street– we make sure to buy a couple of new toys from Toodeloos for the stuff a bus toy drive parked right there.




STAR WARS trivia night @HappyBelly on Annual Ladies Night. Discuss!

“Force” yourself to have some fun. Be easy to fold into an evening filled with festive shopping, drinks and tastings, or shake off some of your family, maybe plan for a rematch on Men’s night… 


2017 Ladies Night

Besides treats at all the shops, participating nosh eateries include: Caffee Sicilia, Cafe Brew & Spirits, Cape Ann Brewing, Gloucester House, Happy Belly, Franklin, italianis, Jalapenos, Jim’s, Passports, Pilot House, short and Main, Thai Choice, Tonno, Topside, Virgilios

Wednesday, December 6, 2017, 7:30PM  Gloucester featured on WCVB Channel 5 Chronicle 

Thursday December 7, 2017 downtown Gloucester Annual Ladies Night (5-10PM), Star Wars Trivia at Happy Belly and other downtown restaurant specials

Friday December 8, 2017 HARBOR VOICES

Saturday December 9, 2017 downtown Gloucester Middle Street Walk (10-4:30), HARBOR VOICES (4-8), Cape Ann Art Haven Lobster Trap Tree Lighting (4:30), Family and Friends Shopping Day (5-10PM)

December 12, 2017 Temple Ahavat Achim Lobster Pot Menorah

December 14, 2017 downtown Gloucester Customer Appreciation Night

December 18, 2017 downtown Gloucester Shopping Spree drawing

December 21, 2017 downtown Gloucester Men’s Night

Live Blogging: The 9th Annual Women’s Luncheon in the galleries at Cape Ann Museum


The Cape Ann Museum is closed today for this festive and cherished women’s only soiree hosted by the museum’s active Fitz Henry Lane Society and Red Cottage Society committees in concert with the outstanding museum staff. There is ample time for lingering points of vantage throughout the exhibits, holiday shopping, and dining in the galleries upstairs and downstairs.

The 2016 gathering is catered by Timothy S. Hopkins. Mariposa founder and designers are the featured speakers. Felicia Ciaramitaro (SistaFelicia) has featured Mariposa designs in her work and on the GMG blog.

For many museum guests, it will be the last chance to visit the special exhibition featuring recent Cape Ann Museum acquisitions, closing Sunday, December 11th. The extraordinary exhibition with a modest title Voicing the Woods: Jeremy Adams Instrument Maker will be up through February 26th.

More information about the gallant day’s keynote conversation from the Cape Ann Museum release: Continue reading “Live Blogging: The 9th Annual Women’s Luncheon in the galleries at Cape Ann Museum”

Three festive Thursdays in December: you can’t beat Gloucester’s Main Street for the holidays

Scenes from Ladies Night — which kicked off big at Topside Grill!

Their wrap-around bar and surrounding tables at capacity with gals gathered round and special appetizers and drinks.


If you missed Ladies Night, still to come:

  • Friends and Family Night this Thursday Dec 8, 5-10pm

  • Middle Street Walk Saturday Dec 10 capped off by Cape Ann Art Haven buoy Lobster Trap tree ceremony 4pm

  • Men’s Night Thursday Dec 15



photos from Ladies Night

Continue reading “Three festive Thursdays in December: you can’t beat Gloucester’s Main Street for the holidays”

WULLA Designs to Host Gloucester Ladies Night Event

Clothing designer Kathy Powers of WULLA will hold a special evening on Thursday December 1st at Jane Deering Gallery in celebration of Ladies Night in Gloucester. Ladies Night will feature a selection of designs including jackets, tunics, sweaters, scarves and more.  Each piece is either one of a kind, or of a very limited edition. Everything is handmade in Lanesville.

Refreshments will be served.  Come for the fun!
December 1st: 5:00=10:00pm @ Jane Deering Gallery . 19 Pleasant Street.917-902-4359 and
Ladies Night

Thanks to Savour Wine and Cheese for a New Favorite Holiday Tradition

Clearly the holidays are about 90% about the boys, but I can’t lie, one of my favorite holiday traditions has become Ladies’ Night at Savour Wine and Cheese.  This is the 3rd year in a row that I have gone, with the same friends, and I am already looking forward to next year.

First of all the wine selection is extensive and wonderful.  In addition, the cheeses that are available are incredible.  It is also a perfect destination for a gift for a friend, guest, or dinner host.  Each holiday season I have shopped for at least two people on my list at Savour.

Beach Gourmet also operates their primary kitchen out of Savour. It is so fun to chat with them, watch them prepare amazing  dishes in their open, exhibition style kitchen, and obviously taste what they serve.  They are beyond amazing.

Ladies’ Night brought a wonderful crowd of wine sipping, holiday strolling women who clearly enjoyed sampling the wine, but also continuously expressed how fantastic Savour’s inventory is…and how yummy the food was.

We stayed from 5:30-6:15, shared some laughs, bought some gifts, drank some wine, and then moved on.

Thanks so much to the staff for creating such a lovely evening!

Please read more about Savour Wine and Cheese HERE

and read more about Beach Gourmet HERE


Chris & Joe Acoustic / Ladies Night at Katrina’s December 3rd 7:30 to 10:30

chris joe katrinas ladies night new

This Thursday night, Chris and Joe take their acoustic tunes to Katrina’s in Gloucester for Gloucester’s holiday Ladies’ Shopping Night.

Great food. Good tunes. Holiday shopping. Raffles.

We hope you can join us!

Kim Smith Live Vining 2014 #GloucesterMA Downtown Ladies Night Like It’s Nobody’s Business!