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Sat Dec 05 2026 at 06:00 pm to 09:00 pm UTC-05:00

Single All the Way! An Ugly Holiday Sweater Party for Singles 45+

  • The Porthole Restaurant & Pub · Portland
  • From USD 33.85
Cara Matchmaking Publisher / Host Cara Matchmaking
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Single All the Way!  An Ugly Holiday Sweater Party for Singles 45+
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A holiday party just for singles 45+! Enjoy live music, dancing, appetizers, an outrageous ugly sweater contest, and festive surprises!
About this Event

🎄 Single All the Way!


An Ugly Holiday Sweater Party for Singles 45+

No date? No problem! We're throwing a holiday party just for you!

Not everyone has a holiday party to attend, so we're bringing singles together for a festive night of music, dancing, laughter, and holiday fun!

Join Guided Love Connections on Saturday, December 5th, at The Porthole in Portland, Maine, for a celebration designed especially for singles ages 45 and over.

Pull out your ugliest Christmas sweater, rock those outrageous holiday pajamas, or go all out with a festive outfit! Whether you're dressed to impress or simply coming to enjoy the party, everyone is welcome.


🎉 Here's What's Happening!

🎸 Live Music by Deaf by Stereo! Enjoy great music, dancing, and a lively holiday atmosphere!

🍴 Delicious Appetizers! Enjoy tasty bites included with your admission.

🍹 Cash Bar! Your favorite beverages will be available for purchase.

🏆 Ugly Holiday Sweater/Outfit Contest! Show off your most creative, outrageous, or hilariously festive attire! Prizes will be awarded to the top three winners.

🎅 Special Holiday Guests! A few unexpected visitors might just make an appearance to spread some holiday cheer!

❤️ Great Company & New Connections! Enjoy a night out with other singles who are ready to celebrate the season!


📅 Event Details

Date: Saturday, December 5, 2026

Time: Doors open/Social time 6:00 PM
6:30-9:00 PM Live Music with Holiday Sweater/Outfit Contest

Location: The Porthole, 20 Custom House Wharf, Portland, Maine

Ages: Singles 45+

Hosted by: Guided Love Connections

Holiday attire is encouraged but not required!


❤️ What to Expect

This is a festive holiday party designed to bring singles 45+ together for a fun night out!

Unlike traditional singles mixers or speed dating events, there will be no structured matchmaking activities or organized introductions. With live music and dancing throughout the evening, the atmosphere will be lively, and conversations may be easier during band breaks.

Come ready to enjoy great music, laughter, and holiday cheer, and perhaps make a few new connections along the way!


❤️ Come As You Are. Have Fun Your Way!

Not a dancer? No problem! Don't want to wear an ugly sweater? That's okay, too!

This is a no-pressure, no-judgment celebration where the only expectation is to come and enjoy yourself!

Whether you love to dance, prefer to sit back and enjoy live music, want to meet new people, or simply feel like getting out of the house for a fun holiday evening, you belong at this party!

There's no right or wrong way to have fun. Just come as you are, be yourself, and enjoy the holiday spirit!

No pressure. No awkward dating games. Just a great holiday party with other singles!


🎟️ Reserve Your Spot!

Space is limited, and advance registration is encouraged. Special early bird ticket price is $30 until November 15th. After that date, tickets are $40.

Come solo or bring a friend, celebrate together, and mingle all the way!

Presented by Guided Love Connections


Agenda

🕑: 06:00 PM
Doors Open
🕑: 06:30 PM
Live Music Starts
🕑: 07:45 PM
Announcement of Contest Winners (Approx time)
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Event venue & nearby stays

The Porthole Restaurant & Pub, 20 Custom House Wharf, Portland, United States

Tickets USD 33.85
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