Pioneer Courthouse Square
- Nov. 29: 33rd Annual Tree Lighting Ceremony presented by SmartPark
- Dec. 1: The Portland Bazaar
- Dec. 6 & 7: Portland Holiday Brew Fest
- Dec. 13: The Great Figgy Pudding Caroling Competition
- Dec. 21: 33rd Annual Tuba Christmas Concert
- Dec. 25-Jan. 1: Portland’s Public Menorah Lighting
Theater Showings
- Nov. 29-Dec. 22: It’s A Wonderful Light
- Nov. 30-Dec. 29: Rudolph the Red-Nosed Reindeer
- Dec. 7-24: The Nutcracker
- Dec. 13-15: Merry Everything: Winter Songs From Around the World
- Dec. 14 & 15: Gospel Christmas – Celebrating 25 Years
Special Holiday Events
- Nov. 27-28: It’s A Christmas Party at Dixie Tavern
- Nov. 30-Dec. 27: Portland Spirit Cinnamon Bear Breakfast Cruise
- Dec. 5-22: Christmas Ships Parade
- Dec. 8: Dickens Carolers Concert & Nutcracker Meet & Greet at Director Park
- Dec. 19-21: Holiday Jewelry Trunk Show with Rene Escobar at Mercantile Portland
- Dec. 21: Dickens Carolers performance around downtown Portland from 1 p.m. to 2:30 p.m. at the holiday PDX Pop-Up Shops starting inside Morgan’s Alley
Unique Dining
- Nov. 29: Breakfast with Santa at The Ritz-Carlton
- Nov. 29-Dec. 29: Holiday Tea at Heathman Hotel
- Dec. 1-30: YuleTide Pop-Up at Kimpton RiverPlace
- Dec. 6-7: Teddy Bear Tea at The Ritz-Carlton
- Dec 18: Kristmas Karoloke – 7 p.m. at Mother’s Bistro & Bar. Sing holiday tunes with snacks & drinks!
- Dec. 21-22: Tea with Santa & Mrs. Clause at Hotel deLuxe
- Dec. 24: Christmas Eve Dinner- 5– 9 p.m. at Mother’s Bistro & Bar. Full menu + Prime Rib!
- Dec. 24-25: Christmas Eve and Christmas Day Grand Buffet at Hotel deLuxe
- Jan. 1: New Year’s Day Pajama Brunch – 9 a.m. –2 p.m. at Mother’s Bistro & Bar. Celebrate their 25th anniversary!
Our holiday booklet is sprinkled throughout downtown! Get your copy at Director Park, Pioneer Courthouse Square, Portland Winter Ice Rink, each PDX Pop-Up Shop, and more. Or you can download the digital booklet here.
From November 15 – December 31, explore eight unique shopping locations to get the gifts for all your family and friends this holiday season. From vintage and custom clothing, to locally made hot sauce, unique textiles and ceramics plus much more.
For 15 years, Downtown Portland Clean & Safe has been connecting local makers and small businesses with temporary retail space through the PDX Pop-Up Shops program. This program brings new life to vacant storefronts and gives entrepreneurs a chance to test out owning a brick-and-mortar location while enhancing the vibrancy of downtown Portland.
Throughout the holiday season, Director Park, will be alive with activity! Come drop a letter at Santa’s Mailbox, make a child’s holiday at the Giving Tree, experience snow falls three times a day and relax around a warm and cozy fire. Plus explore and experience the wonderful world of Mike Bennett by visiting his Holiday Gift Shop.
Bundle up and glide into the holiday spirit at the Portland Winter Ice Rink, across from Waterfront Park at the Morrison Bridge! Enjoy skating, cozy up with warm treats, and explore the festive Winter Village.
Tickets at $20 for adults, $10 for kids under 12.
(includes skate rentals)
Make a purchase at participating downtown retailers of $20 or more and receive a coupon for $5 off your ice rink admission.
