By Travel Medford | 11/16/2025 | Dining, Featured Articles, Outdoor Adventure, Things to Do, Wine

THE BEST SOUVENIRS ARE MEMORIES.

ADVENTURE AWAITS | SIP, SAVOR & STAY COZY | CULTURE, COMFORT & CHEER | FAMILY FUN | EXPLORE UPCOMING EVENTS

In Medford, the most meaningful keepsakes can’t be packed in a suitcase — they live in the laughter of a crisp hike, the warmth of a shared meal, and the glow of a Rogue Valley sunset.

This winter, skip the souvenirs and collect memories instead. Discover why Medford truly is the Heart of the Rogue.

Nestled in the Rogue Valley, Medford is the perfect winter getaway: a place where the sun shines most of the time, adventure meets warmth, and every experience becomes a lasting memory.

Plan Your Winter Getaway

Best Time to Visit: December through March offers crisp air, fewer crowds, and a chance to see the Rogue Valley at its most peaceful.

Getting Here: Medford is easily accessible via Rogue Valley International-Medford Airport (MFR) or Interstate 5. Once you arrive, everything — from wine country to mountain trails — is within a short drive.

Where to Stay: Choose from cozy vacation rentals, or full-service hotels, all offering warm hospitality and proximity to Medford’s downtown and surrounding adventures.


Medford shines year-round, but Winter brings a special kind of magic. Fewer crowds mean more room to roam — whether you’re exploring Oregon’s only national park, cozying up in a local tasting room, or savoring winter comfort food. The city’s location makes it the ideal basecamp: close to Crater Lake National Park, Mt. Ashland Ski Area, and the region’s renowned Rogue Valley Wine Country.

Here, winter isn’t about slowing down — it’s about savoring every moment.

Bundle up and head outdoors — the Rogue Valley’s natural beauty doesn’t take a snow day. 

Crater Lake National Park: Just 90 minutes from Medford, this world-famous wonder transforms into a serene snow globe each winter.  Snowshoe or cross-country ski along the rim for breathtaking views of Oregon’s deepest blue.

Table Rocks Trails: On a clear day, hike to the top for sweeping views of snow-dusted valleys and distant peaks.

Rogue River Adventures: Southern Oregon’s Wild and Scenic river is not just for summer fun! Winter steelhead fishing draw those who crave something wilder — crisp air, quiet waters, and the rush of the river.

Mt Ashland Outdoor Recreation Area: Less than an hour away, this local favorite offers downhill skiing, snowboarding, and a friendly, small-mountain atmosphere.



When the temperature dips, Medford’s culinary scene heats up.

Rogue Creamery Blue Cheese pairs perfectly with a glass of local Syrah beside a crackling fire.

Harry & David’s Royal Riviera® Pears — a Medford original — make for the sweetest winter indulgence.

DANCIN Vineyards, Ravissant and EdenVale Winery offer cozy tasting rooms with stunning views of the valley’s rolling hills, glowing in winter light.

After dark, enjoy Medford’s restaurants, where local chefs craft hearty, seasonal dishes that celebrate the region’s bounty.


From orchard to glass, every flavor tells a Rogue Valley story.


Medford’s arts and community spirit thrive all winter long.

Catch a performance at the Craterian Theater, where music, dance, and Broadway shows light up the stage.

Explore the city’s public murals and galleries, each a burst of color against the winter sky.

Warm up with a stroll through the Rogue Valley Growers Winter Market Thursdays, December 4th through December 18th at Rogue X, full of friendly faces and festive charm.

And if you visit during the holidays, you’ll find lights twinkling across the valley with cozy markets, and events that celebrate the season.


Winter in Medford is made for memory-making.

The Children’s Museum of Southern Oregon offers over 10,000 square feet of indoor interactive exhibits, over an acre of outdoor hands-on exhibits designed to educate through play.

Families love day trips to ScienceWorks Hands-On Museum in nearby Ashland or scenic drives through orchard country.

End the day with hot cocoa, local cider, or a fireside movie night at your favorite Rogue Valley stay.

MARCH
20
Medford Third Friday
Join us throughout downtown Medford and experience our local talent and businesses. Every Third Friday, 4-8pm
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MARCH
20
So. Oregon Home & Garden Show
This year’s show will feature over 175 exhibitors-from builders and contractors to landscapers, garden experts, and home improvement specialists. Whether…
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MARCH
21
Medford Metro Reptile Expo
This captive bred event features the Northwest finest breeders with lots of different species of reptiles, amphibians ,bugs ,feeders, and…
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MARCH
21
Shamrock Run
COURSE: Start and Finish on Crater High School Track. Run out and back on the Bear Creek Greenway. To…
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MARCH
21
Tuff Trucks, SXS & Thrill Cars @ SO Speedway
Pitts open at 10am, gates open at noon and racing starts at 1pm
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MARCH
28
2nd Annual Bear Creek Wine Trail Festival
Get ready to sip, swirl, and savor at the 2nd Annual Bear Creek Wine Trail Festival at Belle Fiore Winery!…
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MARCH
28
Eggquatic Egg Hunt
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MARCH
29
Easter Eggstravaganza
Games, prizes & petting zoo!
APRIL
4
Animal Encounters: BUGS-R-US
Join us for a fascinating Animal Encounters experience featuring the Bug Zoo from Bugs-R-Us! Children and families will explore the amazing…
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APRIL
4
Easter Treat Stroll at The Village Medford Center
It's sure starting to smell like spring and we are getting so excited for our Easter Candy Stroll! Saturday, April…
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APRIL
10
Pear Blossom Festival
Through it’s 71 year history associated events have been added, including the Scholarship Pageant, Run, and Street Fair. In recent…
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APRIL
10
Pear-a-Fare
The fertile Rogue Valley produces a palette of exceptional flavors for the table. The Pear A Fare events celebrate the…
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APRIL
11
Card Show @ The Expo
Sports Cards - TCG - and More! Buy, sell, or trade! Entry Fee: $5
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APRIL
11
King of the Track
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APRIL
11
Pear Blossom Run
The Pear Blossom Run is back — and it’s our 50th Anniversary! 🎉🏃‍♂️🌸 Whether you’re chasing a PR or just…
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APRIL
12
Medford Railroad Park Sunday Run Day
The park, at Table Rock Road and Berrydale Avenue in Medford, will be open from 11 a.m. to 3 p.m.…
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APRIL
18
49th Annual Medford Rod and Custom Show
The 49th Annual, Medford Rod & Custom Show will be another fantastic, 2 day show featuring over 300 vehicles! You won’t…
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APRIL
25
Oregon Cheese Festival
Taste and buy cheese, drinks, and accompaniments from artisan and specialty producers from Oregon and beyond. Treat yourself to beverages…
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MAY
1
Barnstormer's Spring Market
Come and shop All. The. Things!! Vintage, handmade, boutique, beauty, and garden too, Woo Hoo!! Friday Night Pre-View 4pm-8pm Saturday 9am-5pm Sunday 10am-3:00pm Friday…
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MAY
2
A Taste of Ireland: The Irish Music & Dance Sensation
After premiering Off-Broadway last season, A Taste of Ireland: The Irish Music & Dance Sensation returns to stages across the…
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MAY
2
OYSA President's Cup Finals
Presidents Cup is designed for those teams seeking additional challenges to play against teams of similar abilities for a national…
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MAY
2
Roam the Rogue
All wineries will be pouring award-winning wines and ticket holders will get to enjoy special pricing for wine purchases at…
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MAY
3
Jacksonville Wine Cruise
Recently highlighted by Forbes as “the charming, wine-soaked cousin of the big cities,” join the Jacksonville Wine Cruise on…
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MAY
9
Art In Bloom Festival
Art In Bloom is a wonderful festival held yearly downtown Medford at Pear Blossom Park and surrounding streets. This year…
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MAY
9
Made in Southern Oregon
Southern Oregon’s beloved Made in Southern Oregon event returns this Mother’s Day weekend, bringing the heart of our town to…
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MAY
9
Mud Factor Medford
Giant Cargo Climbs • Mud Pits • Water Slides • KIDZ Run Too! Mud Factor is the premiere family "FUN" 5K…
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MAY
13
Palate to Palette @ The Village
Wander through the Village Medford Center and immerse yourself in a lively celebration of art, wine, live music and delicious…
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MAY
14
Wild Rogue Pro Rodeo
The Expo proudly hosts the Central Point Wild Rogue Pro Rodeo May 14th-16th, 2026. With PRCA competitors and NFR-qualified stock,…
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MAY
16
Spring Uncorked Wine Tour
Come celebrate growing season with a self-guided tour of the Applegate Valley Wine Country. Spring is the perfect time to…
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MAY
23
Rogue Memorial Challenge (Soccer)
The Rogue Valley Timbers invite teams from across the region and beyond to compete in the 2026 Rogue Memorial Challenge…
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MAY
30
Concert at the Rocks - Highway 99
Jet boat to Rogue Discovery Park for a concert on the Rogue River! Enjoy a thrilling round-trip ride, lake activities,…
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JUNE
2
I'm With Her @ The Holly Theatre
I’m With Her — the Grammy-winning trio of Sarah Jarosz, Aoife O’Donovan, and Sara Watkins — brings luminous harmony, masterful…
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JUNE
3
Medford Rogues Rowdy Ball
The Medford Rogues are taking on the Rogue Valley All-Stars in a brand-new, one-night-only baseball experience inspired by the wild…
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JUNE
3
Rowdy Ball with the Rogue Valley All Stars
THIS IS A SPECIAL ROGUES VALLEY BASEBALL GAME … AND IT WILL BE ALL CHAOS! The Medford Rogues are taking on…
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JUNE
5
Southern Oregon Classic
Golf tournament, Culinary Feast and Auction and live Music -- the best way to kick off summer!
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JUNE
6
Brews, Bluegrass & BBQ
Each year, Rogue Valley Food System Network partners with vendors of delicious barbecue, locally brewed beers and ciders and popular…
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JUNE
13
Concert at the Rocks @ Discovery Park
et boat to Rogue Discovery Park for a concert on the Rogue River! Enjoy a thrilling round-trip ride, lake activities,…
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JUNE
19
Southern Oregon Lavender Trail Festival Weekend!
Each summer, the 6 farms of the Southern Oregon Lavender Trail open their gates for two memorable weekends celebrating lavender…
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JUNE
20
Juneteenth 2026 @ Pear Blossom Park
Juneteenth is more than a celebration — it’s a powerful reminder of freedom, resilience, and the ongoing work of building…
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JULY
14
2026 Jackson County Fair
Entertainment all day! Carnival rides, concerts, carnival food, exhibits, 4H animals and more!
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JULY
15
Ian Munsick @ The Jackson County Fair
With his signature Wyoming grit, soaring vocals, and hits that blend country roots with modern edge, Ian brings a show…
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JULY
16
Chris Young @ The Jackson County Fair
Get ready for a night packed with hit songs, powerhouse vocals, and all the summer fair vibes. Grab your boots…
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JULY
17
Sir Mix-a-Lot @ The Jackson County Fair
Two legends of hip-hop are bringing the party to the 2026 Jackson County Fair: 🎵 Sir Mix-A-Lot 🎵 C&C Music Factory Get ready…
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JULY
18
La Original Banda el Limon @ The Jackson County Fair
This iconic group has helped shape Regional Mexican music for generations - and now they’re bringing their award-winning sound and…
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SEPTEMBER
10
Gala 2026: Britt Under the Stars
Be the star that makes Britt shine! Join us September 10, 2026 for an unforgettable night of dining and revelry…
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SEPTEMBER
26
Ride the Rogue
Join us on Saturday, September 26, 2026, for a spectacular day of cycling through the beautiful Rogue River Valley. Whether…
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OCTOBER
31
Halloween Spooktacular
Come to The Village Medford Center for our Halloween Spooktacular! This is a FREE event for the whole family! We'll have Candy,…
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CLICK HERE TO SEE ALL EVENTS

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