Light Up St. Johns! Ugly Sweater Holiday Events

St John's

11/6-1/1 | St. Johns Ugly Sweater Holiday Window Displays | Stroll the St. Johns Business District to see the Ugly Sweater themed holiday window decorations from local artists. 11/17-12/17 | Ugly Sweater Cut Outs Photo Contest | Visit St. Johns businesses and take a photo with one of the life-sized ugly sweater cutouts to enter to win one of our weekly …

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Free

A Christmas Carol at Portland Playhouse

Portland Playhouse 602 NE Prescott St., Portland, OR

The story begins with Scrooge, who is known for his cold heart and his lack of compassion for others. He is visited by the ghost of his former business partner, Jacob Marley, who warns him of the consequences of his selfish ways. Throughout the night, Scrooge is visited by the ghosts of Christmas Past, Present, …

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$30

Free Admission at the Portland Art Museum

Enjoy free admission all day in celebration of the Portland Art Museum’s 131st  birthday!  Visit special exhibitions Black Artists of Oregon and Africa Fashion and the Museum’s permanent collections exhibition Throughlines. Free admission tickets can be reserved online beginning at 10:00 a.m. the Wednesday prior to the free day – December 6, 2023.  A limited number of tickets will also be …

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Free

A PITTOCK MANSION CHRISTMAS: WINTER WONDERLAND

Pittock Mansion 3229 NW Pittock Drive, Portland, Portland, OR, United States

On view November 19, 2023 – January 4, 2023 Included with general admission Pittock Mansion transforms into a Winter Wonderland for this year’s Christmas display. Come experience this beloved Portland tradition and celebrate the season with the festive and fantastical displays created by our volunteer decorators. More than seventy-five volunteers come together each year to decorate the …

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Free – $16.50

Christmas Ships

We are busy testing the lights, updating the displays and polishing our boats, all to get ready to shine for you! The Christmas Ship fleet members are looking forward to a fantastic season.  We have some new boats, some new displays and are bringing back some old favorites as well. All fleet members are enthusiastic …

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Free

The Benson Hotel Gingerbread Masterpiece Display

The Benson Hotel

Visit this beautiful display for free through December 30. This outing pairs well with a trip to 1927 S'mores Company, just seven blocks away. The Benson Portland, Curio Collection by Hilton, invites the public back once again for a live unveiling of the 2023 Gingerbread Masterpiece, a 52-year beloved holiday tradition. The architectural feat promises …

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Free

Visit a Holiday Light Display

Find a little sparkle this holiday season! Find our full list of holiday light displays here.    Our holiday content is generously sponsored by Bridgeport Village. Don’t miss their holiday happenings, including visits with Santa, Mrs. Claus story times, live music, celebrations, and more! Bridgeport Village is busy putting the finishing touches on an extensive refresh, leaving …

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Chat with Santa

We've made it easy to find the big guy in red. Find our full list of Santa sightings here.    Our holiday content is generously sponsored by Bridgeport Village. Don’t miss their holiday happenings, including visits with Santa, Mrs. Claus story times, live music, celebrations, and more! Bridgeport Village is busy putting the finishing touches on an …

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Event Series Cinnamon Bear Breakfast Cruise

Cinnamon Bear Breakfast Cruise

portland spirit 110 SE Caruthers St, Portland, United States

Embark on a magical holiday adventure aboard the Portland Spirit the whole family will cherish! Enjoy a plated breakfast while a cast of fanciful characters entertains the kids with storytelling, music and magic. Tickets include a souvenir picture with Cinnamon Bear and much more! Cruises begin the weekend after Thanksgiving and run through December 27th. …

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$49

Breakfast with Santa at The Aerie at Eagle Landing

The Aerie at Eagle Landing 10220 SW Causey Ave, Happy Valley, OR, United States

Sunday, December 10th Seating from 9 am to 12 pm 12yrs + older - $50 3yrs - 11yrs - $40 2yrs + younger - free Includes a breakfast buffet with traditional favorites, an opportunity to chat + snap a picture with Santa, cookie decorating, caroling + free passes for ELGC’s 36-hole mini golf course! Tickets …

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Free – $50
Event Series Santa on the Farm

Santa on the Farm

Triskelee Farms 29700 SW Mountain Rd., West Linn, Oregon

Come to the farm for pictures with Santa and his animal helpers! Kids activity pass includes Picture with Santa, bounce house, games, Candy Cane Lane Walk, hot cocoa, and popcorn. Everything will be undercover!

$15
Event Series ScanFair 2023

ScanFair 2023

Oregon Convention Center 777 NE Martin Luther King Jr Blvd, Portland

ScanFair brings Scandinavia to Portland through traditional food and drink vendors; an entertainment program focused on cultural heritage; games, activities, and crafts; and welcoming local community organizations.

Free – $12
Event Series ScanFair

ScanFair

Oregon Convention Center 777 NE Martin Luther King Jr Blvd, Portland

ScanFair brings the sights, sounds, tastes, and traditions of a Nordic Christmas Market to Portland through local community organizations and over 100 vendors showcasing unique Nordic foods, arts, crafts, entertainment, and more!

$12

CRAFTY WONDERLAND HOLIDAY ART + CRAFT MARKET

The Crafty Wonderland Holiday Art + Craft Market features over 250 makers selling amazing handmade goods at the Oregon Convention Center! Support local artists + makers and stock up on one-of-a-kind gifts for everyone on your list – and grab something for yourself too! Kids 5 and under are free.   General Admission - Timed …

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$4
Event Series Holiday Express

Holiday Express

Oregon Rail Heritage Center 2250 SE Water Avenue, Portland, OR

'Tis the season for the Ho! Ho! Holiday Express! The Oregon Rail Heritage Center is excited to embark on their 18th annual event beginning right after Thanksgiving. Arrive at the festively decorated Center early as you'll want time to absorb the spirit of the season. Train rides pulled by the historic Polson #2 steam locomotive …

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$3 – $31

Hello, Winter! Maker’s Table with Maker Mayhem PDX at Hammer + Jacks

REC Room in Hammer + Jacks 6406 SE FOSTER RD, PORTLAND, OR, United States

Join us on Sunday, December 10 from 10:30 AM to 1:30 PM for our November Maker's Table with Jen of Maker Mayhem PDX! Drop in and create with us! Join the excitement with endless fun – it's never the same twice! When you sign up, your little one will have a blast with four unique …

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$10
Event Series Rudolph the Red-Nosed Reindeer LIVE

Rudolph the Red-Nosed Reindeer LIVE

The Judy Kafoury Center for Youth Arts 1000 SW Broadway, Suite T-100, Portland, OR, United States

The holiday classic soars off the screen in this musical adaptation of the beloved television special. Because of his shiny nose, Rudolph doesn’t feel like he belongs in Christmastown and sets off to find a place that accepts him. Along his journey, he encounters fellow misfits, only to realize that home is where he has …

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$25 – $35
Event Series Omiyage Holiday Store

Omiyage Holiday Store

Omiyage Holiday Store 411 NW Flanders St., Portland, OR

The Omiyage Holiday Store specializes in Japanese-inspired gifts and crafts by local artists, designers, and authors. Each year, we carefully curate a selection of jewelry, fashion and home accessories, cards, origami creations, art objects, books, and vintage items that is guaranteed to provide unique and inspired gifts for all. Our pop-up shop opens Friday, November …

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Free

World Forestry Center Discovery Museum Free Sundays

World Forestry Center

World Forestry Center is offering FREE admission to their Discovery Museum on Sundays between November 5 and December 17 from 11am to 4pm. Located in Portland’s forested Washington Park just steps from the MAX Light Rail, World Forestry Center’s Discovery Museum invites visitors to examine forests and consider all the ways they impact our lives. …

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Free

Holiday Pop Up (Han Oak + Oolie)

Han Oak 511 NE 24th Ave, Porland, OR, United States

Looking for a family friendly event on Sunday? Come spend some time with us at Han Oak for a winter holiday marketplace featuring a stellar lineup of local BIPOC and woman-owned businesses, artisans, and brands. Sponsored by Han Oak and Oolie (Portland-based newcomer and organic bedding purveyor), this event will showcase gifts, crafts, and wine …

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Free

Visits with Santa at Bridgeport Village

Bridgeport Village

Celebrate the holiday season at Bridgeport Village! Schedule your magical time with Santa & discover more festive events including Mrs. Claus storytime, Gingerbread Scavenger Hunt & Pet Photos! Photo Packaging Pricing varies Santa Photo Hours Dec 4 – December 23 Sunday – Thursday 11:00am – 7:00pm (Break 3:00pm – 4:00pm) Friday – Saturday 11:00am – …

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George Balanchine’s THE NUTCRACKER

Keller Auditorium 222 SW Clay St, Portland, OR

Join Marie and her Prince as the Sugar Plum Fairy leads them on an unforgettable journey through the Land of Sweets. Brave toy soldiers battle mischievous mice, snowflakes dance, candy canes leap, and flowers waltz, all to Tchaikovsky's. The irresistible holiday tradition of George Balanchine’s The Nutcracker®  awaits. Don your holiday finest and come make …

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$25

Cinderella Portland Opera To Go

The Hampton Opera Center 211 SE Caruthers St., Portland, OR

This fall, Portland Opera will present a new 50-minute adaptation of Rossini's La Cenerentola for the 2023 Portland Opera to Go tour. This lively staging tells the story of Angelina (Cinderella) who longs for friendship and love and finds it in the most unexpected of places—a prince who is disguised as a servant. Her bumbling stepfather and …

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$5 – $35
Event Series Frozen Jr

Frozen Jr

Milwaukie High School 2301 SE Willard St., Milwaukie, OR, United States

Imagine Theatre is proud to present Disney's Frozen Jr.! Come see this outstanding performance that includes 50+ youth performers ages 7-18 years old. This is a well loved story, with outstanding music. It's a "...story of true love and acceptance between sisters, Frozen JR. expands upon the emotional relationship and journey between Princesses Anna and Elsa. …

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$13 – $15

Ludlow Ladd: The Poor Little Orphan Boy

Bridgetown Conservatory of Musical Theatre 711 SW 14th Avenue, Portland, OR

Synopsis: A prequel to CHARLOTTE SWEET. Part Dickens, part Gilbert and Sullivan, part Fractured Fairy Tale, this family operetta evolves through mock-Christmas carols. It centers on Ludlow Ladd, a poor young orphan in Victorian Liverpool. It’s Christmas night and his birthday, as Ludlow wanders the streets, searching for a home. The eccentric Grimbles take him …

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$32
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