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EVENTS

Events in Oregon’s Mt. Hood Territory offer year-round festivals and activities for the whole family in the greater Portland area. Winter’s event calendar is full of snowboarding and skiing events at Timberline Lodge & Ski Area and Mt. Hood Skibowl, plus holiday happenings at Christmas tree farms. Spring events burst upon the scene with blooming flowers and baby farm animals galore. Summertime is filled with an abundance of outdoor activities, festivals, music events, and Farmers' Markets. Celebrate the fall bounty as local communities provide family fun harvest festivals, corn mazes, pumpkin patches, and haunted trails. The Clackamas County Fairgrounds & Event Center offers a variety of events throughout the year, including the Clackamas County Fair and Rodeo. See below for upcoming events, or click the links in the text above for more information on some of our seasonal favorite activities.

Note: We strive to keep all event listings up-to-date, but please check event status with individual event hosts before planning your trip.

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Breakfast with Santa
Dave & Buster's

Time: 9am

Address: 11860 SE 82nd Ave, Happy Valley, OR 97086

Kick off the season with sparkle and cheer at this exclusive Breakfast with Santa event! Before doors open to the public, your family gets VIP early access to a wonderland of holiday fun: Feast on a festive breakfast banquet Play games exclusively in the arcade Snap a keepsake photo with Santa himself Write letters to Santa & decorate holiday crafts Enjoy a cozy, joy-filled atmosphere perfect for all ages! Bring your camera, your wish list, and your holiday spirit - this isn’t just breakfast, it’s a holiday memory in the making! Spots are limited - reserve your seat today and make this season unforgettable!

Christmas Tree Farms and Festivals
Throughout Clackamas County

Visit our list of area tree farms with winter season activities for all ages. Our handy map will make it easy to find the perfect tree farm or experience near you! Area tree farms offer U-cut, pre-cut and even trees delivered right to your door! A vast varieties for activities include wreath making classes, visits with Santa, hot cocoa, holiday treats, train rides, warming stations, petting zoos, hay wagon rides and so much more! Visit the list for full details.

Happy Valley Tree Lighting
Happy Valley City Hall

Time: 4 - 6pm

Address: 16000 SE Misty Drive, Happy Valley, OR 97086

Join Happy Valley for a family-friendly outdoor event filled with festive cheer. Enjoy live musical performances, seasonal treats, and kids’ activities. Santa will be on hand for photos and, of course, to lead the countdown as we light the tree together. Stroll through community booths, sip hot cocoa, and share the holiday spirit with friends and neighbors. Presented by Happy Valley Parks and Recreation, this annual tradition is the perfect way to celebrate the season.

Legally Blonde Jr - The Musical
Lakewood Center for the Arts

Time: Sun & Mon 7pm | Sat 2pm & 4pm

Address: 368 S State St, Lake Oswego, OR 97034

Legally Blonde JR. follows the transformation of Elle Woods as she tackles stereotypes, snobbery and scandal in pursuit of her dreams. When Elle’s boyfriend, Warner, dumps her and heads to Harvard, claiming she’s not “serious” enough, Elle takes matters into her own hands, crafting a showy song-and-dance personal essay and charming her way into law school. Befriending classmate, Emmett, and spunky hairdresser, Paulette, along the way, Elle finds that books and looks aren’t mutually exclusive. As Elle begins outsmarting her peers, she realizes that law may be her natural calling after all.

M.I.S. Minorities In Skate
Stronger Skatepark

Time: 7 - 9pm

Address: 6102 SE King Rd, Milwaukie , OR 97222

This session is inclusive to all the folks underrepresented in skate, including beginners, women, LGBTQ+ folks, BIPOC folks, and roller skaters and bladers. Everyone who feels like they are on the margins of the skate scene are welcome to come ride and meet other folks in the community.

Miracle on 34th Street - Stage Play
Lakewood Center for the Arts

Time: Wed-Sat 7:30pm, Sun 2pm

Address: 368 S State St, Lake Oswego, OR 97034

Kris Kringle, an older man living in a retirement home, takes a job as Santa at Macy's. He spreads waves of goodwill by directing parents to other stores to find exactly the toy their child desires. Viewed as delusional by Macy's vocational counselor, Kris finds himself in a court competency hearing. The belief of one little girl in Santa is particularly at risk. This is a story where love, decency, and generosity of spirit are their own rewards.

Peppermint Bear Asks Witch Way To Christmas?
Lakewood Center for the Arts

Address: 368 S State St, Lake Oswego, OR 97034

The Peppermint Bear show is a classic at Lakewood Theatre Company and it’s perfect for families and full of holiday cheer. Each year a new 45-minute episode is presented. A light continental breakfast with rolls, muffins, donuts, fruit etc and juice, and coffee is provided. It’s a show that is perfect for ages 3-103.

Sandy Winterfest
Meinig Memorial Park

Address: 17670 Meinig Ave, Sandy, OR 97055

Stroll through Meinig Park and take in all the lights and decorations. Lights will be on nightly. There will be vendors selling items on the following nights: December 6th, 13th, 21st, & 22nd.

Winter Market
Tumwater Vineyard

Time: 12 - 5pm

Address: 375 SW Barrel House Way, West Linn, OR 97068
Phone: 503454020

Join us for a festive holiday weekend filled with local charm. Shop from local vendors and enjoy a selection of wine, beer, mulled wine, and seasonal foods available for purchase.

Wood-Fired Sauna Pop-Up
SaunaGlo

Time: 2 - 8pm

Address: 1915 SE Jefferson St, Milwaukie, OR 97222
Phone: (503) 445-7495

Come experience the magic of a traditional wood-fired sauna at SaunaGlo! For a limited time only, this pop-up features a beautiful mobile sauna open for reservations on Friday, Saturday and Sundays from 2-8pm. Includes cold plunge and botanical lounge!

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Showing results 1 to 10 of 214

Breakfast with Santa at Dave & Busters Infographic
Breakfast with Santa
Sunday, Dec 7, 2025
9am
Admission: $29+
Dave & Buster's
11860 SE 82nd Ave, Happy Valley, OR 97086
Kick off the season with sparkle and cheer at this exclusive Breakfast with Santa event! Before doors open to the public, your family gets VIP early access to a wonderland...Read More
Lighted decorated Christmas Tree in Field
Christmas Tree Farms and Festivals
Sunday, Dec 7, 2025
Throughout Clackamas County
Occurs: Every day until December 24, 2025
Visit our list of area tree farms with winter season activities for all ages. Our handy map will make it easy to find the perfect tree farm or experience near...Read More
Happy Valley Tree Lighting
Happy Valley Tree Lighting
Sunday, Dec 7, 2025
4 - 6pm
Admission: Free
Happy Valley City Hall
16000 SE Misty Drive, Happy Valley, OR 97086
Join Happy Valley for a family-friendly outdoor event filled with festive cheer. Enjoy live musical performances, seasonal treats, and kids’ activities. Santa will be on hand for photos and, of...Read More
Legally Blonde Jr The Musical Lakewood Theatre
Legally Blonde Jr - The Musical
Sunday, Dec 7, 2025
Sun & Mon 7pm | Sat 2pm & 4pm
Admission: $30+
Lakewood Center for the Arts
368 S State St, Lake Oswego, OR 97034
Occurs: Every week on Sunday Monday, Saturday, until December 13, 2025
Legally Blonde JR. follows the transformation of Elle Woods as she tackles stereotypes, snobbery and scandal in pursuit of her dreams. When Elle’s boyfriend, Warner, dumps her and heads to...Read More
A kid rides on a bike at Stronger Skatepark
M.I.S. Minorities In Skate
Sunday, Dec 7, 2025
7 - 9pm
Stronger Skatepark
6102 SE King Rd, Milwaukie , OR 97222
This session is inclusive to all the folks underrepresented in skate, including beginners, women, LGBTQ+ folks, BIPOC folks, and roller skaters and bladers. Everyone who feels like they are on the...Read More
Miracle on 34th Street - lakewood theatre
Miracle on 34th Street - Stage Play
Sunday, Dec 7, 2025
Wed-Sat 7:30pm, Sun 2pm
Admission: $30+
Lakewood Center for the Arts
368 S State St, Lake Oswego, OR 97034
Occurs: Every week on Sunday Thursday, Friday, Saturday, until December 14, 2025
Kris Kringle, an older man living in a retirement home, takes a job as Santa at Macy's. He spreads waves of goodwill by directing parents to other stores to find...Read More
Peppermint Bear Asks Witch Way To Christmas
Peppermint Bear Asks Witch Way To Christmas?
Sunday, Dec 7, 2025
Admission: $17+
Lakewood Center for the Arts
368 S State St, Lake Oswego, OR 97034
Occurs: Every week on Sunday Saturday, until December 21, 2025
The Peppermint Bear show is a classic at Lakewood Theatre Company and it’s perfect for families and full of holiday cheer. Each year a new 45-minute episode is presented. A...Read More
Sandy Winterfest
Sandy Winterfest
Sunday, Dec 7, 2025
Admission: Free
Meinig Memorial Park
17670 Meinig Ave, Sandy, OR 97055
Occurs: Every day until January 04, 2026
Stroll through Meinig Park and take in all the lights and decorations. Lights will be on nightly. There will be vendors selling items on the following nights: December 6th, 13th,...Read More
Winter Market Tumwater Vineyard
Winter Market
Sunday, Dec 7, 2025
12 - 5pm
Admission: $34
Tumwater Vineyard
375 SW Barrel House Way, West Linn, OR 97068
Occurs: Every day until December 07, 2025
Join us for a festive holiday weekend filled with local charm. Shop from local vendors and enjoy a selection of wine, beer, mulled wine, and seasonal foods available for purchase....Read More
Wood-Fired Sauna Pop-Up
Sunday, Dec 7, 2025
2 - 8pm
Admission: $49
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
Occurs: Every week on Sunday Friday, Saturday, until December 21, 2025
Come experience the magic of a traditional wood-fired sauna at SaunaGlo! For a limited time only, this pop-up features a beautiful mobile sauna open for reservations on Friday, Saturday and...Read More
A person holds a large wreath in one hand and a small white Wire Fox terrier in the other hand. Behind them is a sign that reads 'Wreaths'
Wreath Making Class
Sunday, Dec 7, 2025
Admission: $55
Laurel Hedge Garden
28500 SE Currin Rd, Estacada, OR 97023
Occurs: Every week on Sunday Friday, Saturday, until December 12, 2025
Schedule a fun holiday event with friends and family. Wreath-making classes are a yearly tradition at Laurel Hedge Gardens! All greens, materials, and instructions are provided to make a beautiful...Read More
A modern building with a tiled roof features a spacious terrace adorned with red umbrellas, set against a clear blue sky.
Yoga at the Winery
Sunday, Dec 7, 2025
9:00, 10:30
Admission: $20
Festive Hill Winery
20100 SW Johnson Rd, West Linn, OR, USA, OR 97068
Produced By: Festive Hill Winery
Occurs: Every week on Sunday until March 01, 2026
connect mind and body while surrounded by the natural beauty and inviting atmosphere of the vineyard. Through thoughtfully guided classes, we will weave in themes of nature, equanimity, and joyful connection. The...Read More
ArtSpace Gallery Holiday Market
Holiday Artists Marketplace
Tuesday, Dec 9, 2025
Tu - Fri 10am-5pm, Sat 10am-2pm
Admission: Free
ARTspace Gallery
380 A Street, Lake Oswego, OR 97068
Occurs: Every week on Tuesday Wednesday, Thursday, Friday, Saturday, until December 24, 2025
Celebrate the Art of Giving with Lake Oswego traditional Holiday Marketplace, curated & hosted by the Arts Council! Arts Council of Lake Oswego celebrates the Art of Giving with local favorite...Read More
Child smiles in a kayak in an indoor pool
Indoor Pool Kayak Classes
Tuesday, Dec 9, 2025
5pm
Admission: $30 - $50
North Clackamas Aquatic Park
7300 SE Harmony Rd, Milwaukie, OR 97222
Produced By: eNRG Kayaking
Occurs: Every week on Tuesday until December 09, 2025
These indoor wave pool classes are the perfect place to hone your watersport skills in a safe, controlled environment. Whether you're a beginner finding your water legs or an experienced paddler...Read More
Open Mic Night at Ale & Cider House
Open Mic Night
Thursday, Dec 11, 2025
5:30 - 9:30pm
Admission: Free
Ale & Cider House
1720 Willamette Falls Drive, West Linn, OR 97068
Occurs: Every week on Thursday until January 29, 2026
Join the Ale & Cider House for weekly open mic nights. Sign-ups at the bar begin at 5:30pm and performances begin at 6:30pm. Once your name is on the list,...Read More
The Look Back Lecture series: Oregon City's Chinese Expulsion
Thursday, Dec 11, 2025
7 - 8pm
Admission: $0 - 20
Museum of the Oregon Territory
211 Tumwater Dr., Clackamas County Historical Society, OR 97045
Produced By: Clackamas County Historical Society
The Look Back Lecture series presents 'Oregon City's Chinese Expulsion.' During the late 1800s, anti-Chinese discrimination was on the rise in Oregon. This was fueled by the Chinese Exclusion Act...Read More
Carolers gather and sing around a decorated tree.
Timberline Tree Lighting
Thursday, Dec 11, 2025
5:45pm
Admission: Free
Timberline Lodge
27500 E Timberline Rd, Government Camp, OR 97028
Join the historic Timberline Lodge at they officially light up Timberline's Christmas tree in the Main Headhouse. Afterwards, continue the fun and help decorate the tree and carol the night...Read More
Santa in Sandy
Santa in Sandy
Friday, Dec 12, 2025
6 - 7:30pm
Admission: Free
Meinig Memorial Park
17670 Meinig Ave, Sandy, OR 97055
Come and get pictures with Santa! There will also be live music and refreshments. ...Read More
Volcano Harley-Davidson Breakfast and Photos with Santa
Breakfast and Photos with Santa
Saturday, Dec 13, 2025
10am
Admission: Free
Volcano Harley-Davidson
Join Volcano Harley-Davidson for a Festive Breakfast with Santa! Get ready to kickstart your holiday season with a Breakfast with Santa event that's sure to delight the whole family. Come...Read More
cedar benches, lounge chairs and house plants are lit up by sun in the front room of Sauna Glo.
Family Nite Out
Saturday, Dec 13, 2025
5:30 - 9:00 PM
Admission: Adult $39, Kids Free
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
It’s a sauna social for the whole family! Join on the 2nd Saturday of the month for your kids’ best-day-ever. Parents love to connect while the kids play and plunge. Bring...Read More
two red holiday cocktails in martini glasses
Holiday Cocktail Class
Saturday, Dec 13, 2025
6:30pm
Admission: $55
Trail Distilling
21553 S. Hwy 213, Oregon City, OR 97045
This winter holiday cocktail class is a festive and interactive experience where participants learn to craft seasonal cocktails perfect for holiday celebrations. Participants will explore the art of mixology, mastering...Read More
Hoodland Farmers Market Night Market
Night Market
Saturday, Dec 13, 2025
3 - 7pm
Admission: Free
Hoodland Farmers Market
68211 E Hwy 26, Welches , OR 97067
Visit Hoodland Farmer's Market special Night Market and shop products and goods from local vendors....Read More
Santa on The Farm
Saturday, Dec 13, 2025
10am - 2pm
Triskelee Farm
29700 SW Mountain Rd, West Linn, OR 97068
Occurs: Every week on Sunday Saturday, until December 21, 2025
Come join Triskelee for a jolly good time on the Farm! Santa will be spreading holiday cheer with his helping farm animals. Bring the whole family for a festive day...Read More
Mini Highland Cow dressed up in a Santa suit at TMK Creamery
Selfies with Santa Cow
Saturday, Dec 13, 2025
1 - 2pm
Admission: $10/Family
TMK Creamery
27221 S Dryland Rd, Canby, OR 97013
Occurs: Every week on Saturday until December 20, 2025
Visit Santa Cow! Bring your kids, your crew or just your Christmas cheer and snap a selfie with a TMK Santa #cowlebrity!...Read More
Winter in Willamette Holiday Market
Winter in Willamette Holiday Market
Saturday, Dec 13, 2025
10am - 5pm
Admission: Free
Historic Willamette Main Street
1785 Willamette Falls Dr., West Linn, OR 97068
Join Historic Willamette Main Street for a day of festivities and holiday shopping! Drop by and check out a variety of artisan vendors offering unique gifts just in time for...Read More
cedar benches, lounge chairs and house plants are lit up by sun in the front room of Sauna Glo.
LGBTQIA+ Sauna Social
Thursday, Dec 18, 2025
5 - 8pm
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
Occurs: The Third Thursday of every 1 month(s) until June 18, 2026
Come build community, and gather together with LGBTQIA+ identified folks during this intentional queer-only sauna social. Join SaunaGlo in a safe space to sweat, plunge and connect with a friend, or...Read More
Image of textured oil paints with Third Thursday written over it.
Third Thursday
Thursday, Dec 18, 2025
4 - 6pm
Admission: Free
Downtown Lake Oswego
Lake Oswego, OR 97034
Produced By: Lake Oswego Chamber of Commerce
Occurs: The Third Thursday of every 1 month(s) until December 18, 2025
Enjoy Lake Oswego's downtown from every Third Thursday for business specials, music, art demonstrations, appetizers and wine at select businesses. Experience the easy walkability and the availability of casual to...Read More
A modern white building with large windows overlooks lush green vineyards under a soft sunset sky, surrounded by tall trees.
Piano Men: Remastered
Friday, Dec 19, 2025
7 - 10pm
Admission: $25-75
Festive Hill Winery
20100 SW Johnson Rd, West Linn, OR 97223
Produced By: Festive Hill Winery
18 year old pianist/singer, Hansen Berrett was Festive Hill's debut diner show performer, and by all accounts (and the fact that it sold-out), the night was a success. Hansen will...Read More
Sea Glass Tree making class
Sea Glass Tree making class
Friday, Dec 19, 2025
2 - 3:30pm
Admission: $40
Red Chair Farm
27215 S Gribble Rd, Canby, OR 97013
Occurs: Every day until December 20, 2025
No crafty experience is necessary. Instructors will help you create this charming tree for your own home, showing you how to lay your glass to make it look like a...Read More
Shortest Day Walkway Sandy
Shortest Day Walkway
Friday, Dec 19, 2025
6 - 7:30pm
Admission: Free
Meinig Memorial Park
17670 Meinig Ave, Sandy, OR 97055
Join Sandy for a scavenger hunt through the lit up park. City Departments will be on site to share information, answer questions, and hand out goodies. ...Read More
5 Blue Herons sit in nests in a tree
Maddax Woods Monthly Restoration
Saturday, Dec 20, 2025
9am - 12pm
Admission: Free
Maddax Woods
5785 River St, West Linn, OR 97068
Produced By: Friends of Maddax Woods
Occurs: The Third Saturday of every 1 month(s) until December 20, 2025
Families are welcome to help the Friends of Maddax Woods clean the trails and garden areas in the park. Make this a monthly tradition! Feel free to join for a...Read More
Stocking Stroll through downtown Sandy
Stocking Stroll through downtown Sandy
Saturday, Dec 20, 2025
4 - 6pm
Admission: Free
Downtown Sandy
Downtown Businesses, Sandy,
Local downtown businesses will be participating. Stroll through downtown Sandy to get your stocking filled with treats and check out all the decorated businesses! ...Read More
Triskelee holiday Market
Triskelee Farm Holiday Market
Saturday, Dec 20, 2025
10am - 3pm
Admission: Free
Triskelee Farm
29700 SW Mountain Rd, West Linn, OR 97068
Join Triskelee Farm for their holiday market and enjoy tasty farm to table food, drinks, a local products! Walk the farm and see our ostrich, alpacas, and more! Free admission, kids...Read More
West Linn Santacon
West Linn Santacon
Saturday, Dec 20, 2025
5 - 8pm
Willamette Garage Pub + Food Carts
1590 Willamette Falls Drive , West Linn, OR 97068
West Linn’s jolliest night of the year is back! The Santa Pub Crawl kicks off at 5 PM December 20th. Gather your elves, fluff up those beards, and get ready...Read More
Stronger Stake Park LGBTQ+ Camp
Winter Break Skateboard & Roller Skate Camp
Monday, Dec 22, 2025
9am - 12:30pm
Stronger Skatepark
6102 SE King Rd, Milwaukie , OR 97222
Occurs: Every week on Monday Tuesday, Friday, until December 26, 2025
This 3 half-day Winter Break Skateboard & Roller Skate Camp is open to all ages of kids with all experience levels. Join Stronger Skatepark for fun, games and activities....Read More
overhead view of a decorated Christmas tree and fireplace at Timberline Lodge
Christmas Eve at Timberline
Wednesday, Dec 24, 2025
2 - 6pm
Admission: $55 - 110
Timberline Lodge
27500 E Timberline Rd, Government Camp, OR 97028
The lodge is decorated for the Christmas holidays with a 30’ tree, garland, and lights. Enjoy Christmas Eve dinner in the Cascade Dining Room or around the grand fireplace. Other...Read More
Last Thursday
Thursday, Dec 25, 2025
4 - 6pm
Admission: Free
Downtown Oregon City
Main Street, Oregon City, OR 97045
Occurs: The Last Thursday of every 1 month(s) until December 25, 2025
Oregon City's "Last Thursday" event series is an event designed to foster community engagement, support local businesses, and promote local activation. Participating retailers keep their doors open a bit later...Read More
A Despicable Christmas musical
A Despicable Christmas - Musical Theatre Camp
Monday, Dec 29, 2025
10am - 2pm
Admission: $200

716 Taylor Street, Oregon City, OR 97045
Produced By: Oregon City Children's Theatre
Occurs: Every day until January 02, 2026
Calling all young performers! Join for this one-week musical theatre camp where kids of all experience levels can dive into the world of stage performance. In just one week, instructors...Read More
Ramps and rails fill a large open space at Stronger Indoor Skatepark. A retro rainbow of blue, green, yellow & orange is painted along the wall.
Winter Break Camp - Skateboard
Monday, Dec 29, 2025
9am - 12:30pm
Stronger Skatepark
6102 SE King Rd, Milwaukie , OR 97222
Occurs: Every day until December 31, 2025
This 3 half-day Winter Break Skateboard Camp is open to all ages of kids with all experience levels. Join Stronger Skatepark for fun, games and activities....Read More
A bright red cherry statue sits in bushes of green
Bing in the New Year
Wednesday, Dec 31, 2025
6-9 pm
Admission: Free
Downtown Milwaukie - Main & Harrison streets
10723 SE Main St., Milwaukie, OR 97222
Produced By: Milwaukie Arts Committee
The third annual Bing in the New Year celebration, presented by 1847 Food Park, will take place in downtown Milwaukie: The birthplace of the Bing cherry. This free, family-friendly outdoor event...Read More
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