Holiday Events Roundup - Dec. 2019

There are many events happening this month that will get you into the holiday mood. Check out this month-long events roundup and share it with your friends.

Happy holidays from the staff at Curbside Press.


Festival of the Last Minute - Free!

December 19th to December 24th - 11 am to 5 pm (times vary)

Tom McCall Waterfront Park - 98 SW Naito Pkwy

One part Saturday Market and one part arts festival, this celebration of local musicians, artists and makers of all kinds is thrown together organically at the end of the year, hence the name. There will be hundreds of vendors, dozens of musicians and every other creative thing the people of Portland can muster (which is nothing to sneeze at!)

MagicFest Portland - $20+

Friday, Dec. 20th through Sunday, Dec. 22nd - All Day

Portland Convention Center - 777 NE Martin Luther King Jr. Blvd

Gatherers and cosplayers of all shapes, colors and sizes will join together for this celebration of all things Magic: The Gathering. Not only is there a two-day grand prix tournament, but the artists behind the beautiful card illustrations will also be on hand for talks and signings. You must be registered to get a ticket to the event.

Oregon Symphony - Cirque Nutcracker - $52+

Saturday, Dec. 21st - 7:30 pm

Arlene Schnitzer Concert Hall - 1037 SW Broadway

Not only is this ballet a holiday classic, it’s a sweeping allegory of love and war. The music will be performed by the artists at the Oregon Symphony, and tickets are running out fast.

The Ferenjis / New Dew / Family Mystic

Saturday, Dec. 21st - 9 pm

The Hawthorne Hideaway - 2221 SE Hawthorne Blvd.

A night of local music featuring headlining act The Ferenjis from Salem, this will be a night of smooth, jazzy rock ‘n roll.

Dream Wulf Album Release - $8

Saturday, Dec. 21st - 9 pm

Alberta Street Pub - 1036 NE Alberta St.

Psychedelic rockers Dream Wulf are releasing their EP All Things Unconsidered and this show is in celebration of that accomplishment. Dream Wulf will be joined by local artists Queen Chief and Fire Nuns.

Holidays in Portland

Christmas Festival of Lights

Every Weekend of the Month - 5 pm tp 10 pm

The Grotto - 8840 NE Skidmore St.

This annual festival is happening all month long, but there’s something especially magical about going on or around Christmas Day. In addition to the lights, there will be choirs, petting zoos and puppet shows.

Winter Solstice & Christmas Ships - Free!

Saturday, Dec. 21st - 4:20 pm to 7:30 pm

Milwaukie Bay Park - 11211 SE McLoughlin Blvd. - Milwaukie, OR

This annual event showcases the launching of many ships on the Willamette River, bedecked with lights and decorations to fit the season. The event will also have carolers, hot food, cocoa and coffee, and benefits will go toward the Lewelling Neighborhood Association.

A Slightly Darker New Wave Xmas Eve - Free!

Tuesday, Dec. 24th - 9 pm

Decadent ‘80s - 3416 N Lombard St.

This dance party will feature nothing but the sounds of 80’s New Wave, with local DJ’s spinning and tips being donated to area animal shelters. Costumes are welcome, so embrace your old-school emo spirit.


Paint Night at The Space - Frosty Mountain - $35

Thursday, Dec. 19th - 7 pm to 9 pm

The Space Concert Club - 1128 Edgewater St. NW

This is a step by step class on how to paint a frosty, mountainous scene. No experience needed! Ticket price includes one drink. This is hosted by Paint Along with Skye.

The Dead Band Acoustic

Friday, Dec. 20th - 9 pm to 11 pm

Taproot Lounge & Cafe - 356 State St.

Deadheads rejoice. Grateful Dead tribute band The Dead Band will be playing an acoustic set at the Taproot Lounge.

Gilbert House’s 30th Birthday Party - Free

Saturday, Dec. 21st - 10 am to 5 pm

Gilbert House Children’s Museum - 116 Marion St. NE

The Gilbert House is turning thirty this weekend! Come out for free entry, birthday-themed activities, treats and photo ops.

Holidays in Salem

Ho Ho Ho Santa Holiday Cheers Pub Crawl (21+)

Saturday, Dec. 21st - 7 pm to 11 pm

Starts at Venti’s Cafe + Basement Bar - 325 Court St. NE


Make Music Salem, in partnership with The Moxie Initiative, is presenting an adult only Santa-themed bar crawl event that should bring joy and merriment for all who attend. Dress up as your favorite holiday character for extra fun.

Festivus For the Rest of Us

Monday, Dec. 23rd - 4 pm to 11:55 pm

F/Stop Fitzgerald's Public House - 335 Grove St. NE

Festivus is an alternative to the heavily commercialized Christmas season. Join Fitzgerald's for a holiday alternative that will include a Festivus pole, airing of grievances, and "feats of strength".

War On Christmas Punk Show

Saturday, Dec. 28th - 8 pm

Victory Club - 155 Liberty St. NE

Not a fan of Christmas? Well join the War on Christmas and listen to some great punk music at the same time. Denim Patch, Slam Piece, Songs for Alice, and Doug Furys are here to get you out of the holiday spirit!

Roaring 20's Themed New Year's Eve Party -No Cover Charge

Tuesday, Dec. 31st - 4 pm to 1 am

Archive Coffee & Bar - 102 Liberty St. NE

Celebrate the end of 2019 with a roaring 20's themed party! Come dressed in your finest 20's attire and party the year away.


The Critical Shakes, StBTtLCO, Muscle Beach Petting Zoo - $5

Friday, Dec. 20th - 10 pm to 11:59 pm

Luckey’s Club - 933 Olive St.

This line-up is solid. The Critical Shakes, Shake the Baby Til the Love Comes Out, and Muscle Beach Petting Zoo will be rocking out for the night.

Lofi Legs, Bag of Vagabonds - $5

Sunday, Dec. 22nd - 9 pm to 12 am

Old Nick’s Pub - 211 Washington St.

San Francisco-based band Lofi Legs is playing with Eugene’s Bag of Vagabonds. This will be a night of great indie music that you shouldn’t miss.

Bleeping Funny: Kiss 2019 Goodbye

Saturday, Dec. 28th - 5 pm to 7 pm

Sam Bond’s Garage - 407 Blair Blvd.

Let’s say goodbye to a wild year with some laughs. Come down to see some of Eugene’s funniest people and celebrate the end of 2019.

Holidays in Eugene

Holiday Twerkshop - $25

Saturday, Dec. 21st - 6 pm to 7:30 pm

Float Om Healing Center & Tranquility Tanks - 111 E 16th Ave.

When you think of the holiday season, doesn’t twerking immediately come to mind? Learn the basics of twerking this holiday and surprise your family and loved ones with your new moves.

Winter “Soulstice” Celebration W/ The Almond Butters Band - $7

Saturday, Dec. 21st - 8 pm to 11 pm

The Ciderhouse at Wildcraft Cider Works - 232 Lincoln St.


Winter Solstice is a wonderful holiday, and one that is definitely worthy of a great celebration. The Almond Butters Band is bringing the celebration to life, and Wildcraft Cider Works is bringing the drinks. Let’s celebrate the coming of winter the right way.

New Year’s Eve with Sol Seed, Sweet N’ Juicy, Solovox & More - $18

Tuesday, Dec. 31st - 10 pm to 2:30 am

Sessions Music Hall - 44 E 7th Ave.

Celebrate the final end of 2019 with some funky fresh music that will have you bumping and rocking into the first hours of the new year. Bands include Sweet N’ Juicy, Solovox, Glitterfox, Sagecrow, Rortron, M5, and Sol Seed.


Winter Break Snow Castle Sculptures - $67

Monday, Dec. 23 - 9 am to 3:30 pm

Skyliner Lodge - 16125 Skyliner’s Rd.

This day-long camp allows kids age 5-10 to learn how to make their own personal ice castles and igloos. Not only is it a chance to channel some creativity, but with a science and mathematic focus, kids will also learn a thing or two about engineering.

Ai WeiWei: Yours Truly

Tuesday, Dec. 17 - Multiple Showings

Old St. Francis School McMenamins - 700 NW Bond St.

This documentary about the story of world-renowned artist and activist Ai Weiwei explores his story of how he went from imprisonment to creating some of the biggest, most acclaimed art exhibits in the world.

New Year M&J’s - Free!

Tuesday, Dec. 31 - 9 pm

M&J Tavern - 102 NW Greenwood Ave.

Ring in the new year with some local music at this show that includes solo loop artist One Mad Man and country rockers Loose Platoon.

Holidays in Bend

Winter Solstice Celebration - $6

Friday, Dec. 20th - 5:30 pm to 8:30 pm

The Pavilion - 1001 SW Bradbury Way

This party at the local ice skating rink will feature treats, prizes and performances by the Bend Ice Figure Skating Club. Those who bring a non-perishable food item will enjoy a $6 admission price, including a free skate rental.

Carolers in the Old Mill District - Free!

Saturday, Dec. 21st - 7 pm to 8 pm

Old Mill District - 450 SW Powerhouse Rd.

This event is happening every weekend leading up to Christmas, and this date represents a last chance to get in on the action. The Old Mill District in downtown Bend is transformed into a winter wonderland, and local caroling groups will be highlighted at this event for all ages.

Chanukah Celebration

Sunday, Dec. 22nd - 4:30 pm to 7:00 pm

Old Mill District - 450 SW Powerhouse Rd.

In the second holiday event featured in the Old Mill District, this one is less Christian-centric. Everyone is invited to come celebrate the start of Chanukah, with live music, hot drinks and potato latkes.


Open Mic Night

Wednesday, Dec. 20th - 6 pm to 9 pm

Bad Ass Coffee Company - 143 S. Riverside Ave.

Join the Bad Ass Coffee Company for an open mic night. This event is open to all ages. Sign up will begin at 5:45 pm.

Sunday Board Games and Mead

Sunday, Dec. 22nd & 29th- 4 pm to 8 pm

Steamworks Meadery - 4149 S Pacific Hwy. Suite #545

Come down to Steamworks Meadery for board games and mead. Feel free to bring your own games! There will be a range of games suited for all skill levels. This is a weekly event.

Ring of Trees at Grape Street

Friday, Dec. 27th - 8 pm to 12 am

Grape Street Bar and Grill - 31 S. Grape St.

Ring of Trees, a rock band from Southern Oregon, is playing on the 27th at the Grape Street Bar and Grill. Come out to celebrate the end of the year with some rockin’ fun.

Holidays in Medford

Slay Ride! A Holiday Haunted House - $10

Friday, Dec. 20th & 21st- 7 pm to 10 pm

10 E 3rd St.

If you missed the many haunted houses that happened during October, or you simply didn’t get enough of them, come down to Slay Ride. This is a holiday-themed haunted house that should be able to scare you into being on Santa’s good list.

No kids 10 or under will be admitted.

Christmas Cookie Decorating Class - $30

Sunday, Dec. 22nd - 3 pm to 6 pm

Visions of Wonderland - 632 Crater Lake Ave.

Nothing says “Christmas” like the fresh and inviting smell of cookies. Queen of Tarts is hosting a cookie decorating class in which you can enjoy an afternoon of cookie-decorating fun.

Medford Menorah Lighting

Monday, Dec. 23rd - 5:30 pm to 6:30 pm

Vogel Plaza - 200 E. Main St.

Join Medford and their mayor Gary Wheeler for a Menorah lighting celebration. There will be a 10 foot Menorah and live Klezmer music. There will also be a chocolate gelt drop.

New Year’s Eve Masquerade Ball - $10

Tuesday, Dec. 31st - 8 pm to 2 am

Rogue Regency Inn & Suites - 2300 Biddle Rd.

Let's say hello to 2020 with a fabulous masquerade ball. Enjoy music provided by DJ Veach, dancing, and of course a countdown to the new year.

Oregon Coast

Holiday Party

Monday, Dec. 16th - 5 pm to 8 pm

The Taphouse at Nye Creek - 515 NW Coast St.

This multi-denominational, inclusive party is a chance to exchange gifts (under $20) and listen to music with people in the community. Everyone who comes with a gift leaves with a gift and there will be entertainment of all kinds.

Cheap Whiskey and Dirty Jokes - Free! (21+)

Saturday, Dec. 20th - 8 pm

Astoria Labor Temple Bar and Diner - 934 Duane St. - Astoria, OR

A comedy show featuring local favorite Suzie Q Town and a ton of other Pacific Northwest comedians, including headliner Calvin Eggleston. This night you can get intoxicated on laughter, not just the dirt cheap well drinks.

Brunchy Canvas - $40

Sunday, Dec. 22nd - 11 am to 2 pm

Josie’s Art Lab - 1964 Sherman Ave. - North Bend, OR

Brunch alone is a common enough Sunday activity, but add a step-by-step painting lesson and the day becomes something truly special. This week’s lesson features a landscape of Face Rock State Scenic Area in Bandon.

Holidays on the Coast

Candy Cane Express in Garibaldi - $18+

Sunday, Dec. 22nd - Noon to 4 pm

Oregon Coast Scenic Railway - 402 American Ave. - Garibaldi, OR

These guided rides aboard an actual steam-powered locomotive feature hot cocoa, a visit from Santa, and the scenic views of the beautiful Northern Oregon Coast. What’s not to love?

The Christmas Show - $15+

Saturday, Dec. 21st - 7 pm

Red Octopus Theatre Company - 777 W Olive St.

This live show, hosted by the comedy duo The Tequila Mockingbirds, features a ton of different arts on display. besides comedy, there will be live music and theatrical performances, plus handmade cookies and hot chocolate! Plus, the event doubles as a food drive for the Food Share of Lincoln County.

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