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By Emily Hunter | 11/15/2021 | Attractions, Family, Music, Outdoor Adventure, Performing Arts, Shopping, Ski & Snowboard, Things to Do, Wine

ROGUE VALLEY WINTER BUCKET LIST

Rogue Valley Winter Bucket List

When cool air is invited to the valley and the mountains become blanketed with snow, a world of possibilities are opened to locals and visitors alike.  Medford and its neighbors have a wealth of winter gems just waiting to be discovered and played in.

Southern Oregon and the Rogue Valley has your winter getaway ready and waiting! Whether you seek adventure in the mountains, fireside wine tasting or family friendly snow days,  Medford is your launchpad to checking off your winter bucket list. 

Conveniently located in the heart of the Rogue Valley, staying in Medford maximizes time away as everything in the valley is less than a 20 minute drive. 


Let’s get planning!


Mt. Ashland is the crown jewel of Southern Oregon, and you will feel like royalty as you cruise down the snow-clad slopes. With majestic views of the Siskiyou Mountain Range at every turn, become immersed in the valley’s natural beauty.

The mountain boasts 240 acres of skiing and riding terrain, in addition to four chair lifts which give access to 44 ski trails and open bowl skiing. If you don’t have your own equipment, Mt. Ashland features a full rental shop with ski and snowboard rentals, tuning and more so that you are fully prepared for your day.

The mountain provides terrain for skiers and riders of every ability. Learn the ropes at ski school or get some practice in on any of their green marked groomed runs. If you’re more advanced, explore steeper terrain in The Bowl or on any of their blue or black marked trails. If you would rather stay inside, Mt. Ashland has a Tudor-style lodge with food service, a bar and lounge. It’s the perfect place to relax after a day of skiing, or to sip a hot drink while you wait for the rest of your group to return from the mountain. Enjoy a hot meal, chat about the day’s adventures, and plan for tomorrow’s activities. Located just eight miles from I-5 near the Oregon-California border, leave your troubles behind and hit the slopes at Mt. Ashland!

You haven’t experienced a winter wonderland until you have seen Crater Lake. With an average of 42 feet of snow per year, the lake becomes a prime location for cross-country skiing and snowshoeing. The infamous Rim Drive that features a scenic look around the lake closes in the wintertime, and becomes a designated ski and snowshoe trail. Completing the entire circumnavigation of Crater Lake (31 miles) is an adventure for experienced winter adventurers and skiers, but does require more advanced knowledge and a backcountry permit. 

If you are looking for a less intense adventure, there are several beautiful trails to explore. One of the easiest and shortest ski trails in the park is the Mazama Loop, a 1.7-mile loop trail. The trail passes through the Mazama Campground and features views of the adjacent Annie Creek Canyon.

Whether you take the whole family out for some sledding, discover one of the trails, or trek Rim Drive, Crater Lake is the ultimate snow-filled paradise for winter family fun!

Downtown Medford Christmas

If you are looking for some good old family fun, this lights festival will overflow your holiday cup. This festively free event is held at Pear Blossom Park, with an array of booths and activities every member in your family will enjoy. 

Start the evening off watching a holiday tree lighting, and make your way over to the Lithia Lobby to compete in a coloring contest. After channeling your artistic abilities, it’s time for a fun photo with Santa himself! Find several other booths and activities to participate in around the park, including the infamous candy cane hunt, and enjoy live music performances throughout the evening.

The annual Providence Festival of Trees showcases stunning Christmas trees and displays decorated by local businesses, interior designers, florists and other talented people throughout the community. The festival has raised more than $11 million over the past 29 years to benefit the programs and services of Providence Medford Medical Center. 

This year, you are invited to tune in to the stunning displays virtually, while helping raise funds for critical programs that will support the community.

This modern family resort offers year-round service, but is most famous for it’s fabulous winter activities. Find all of the equipment you would need, from tubing to skiing and snowboarding, snowmobiling, and snowshoeing!

Your adventure begins on the ride up the hill, with their 470 foot “wonder carpet” conveyor lift that will take you to the top with ease. Tickets must be booked online, and will include unlimited rides within your three hour session, a tube, and 10% off if you purchase 4 or more tickets for your family. Enjoy multiple different lanes with fast tubes, glide more than 900 feet - the length of a football field - to the bottom, and take your family on a trip they’ll never forget!

Can’t get enough sledding? Neither can we! Table Mountain has a sweet sledding hill in the Cascade-Siskiyou National Monument. The hill is specifically designed for snow tubing and sledding, and offers a great spot for families to enjoy a day playing in the snow. The warming shelter is open during the winter months for you to relax and get dry between gliding down the hill, or enjoy a nice packed lunch with your family.

This sno-park is located near the summit of Mt. Ashland, and is the access point to the Mt. Ashland Southside (Grouse Gap) Nordic Trail System. This park is a great starting place for snowshoers and cross country skiers alike, offering a beginner system to get the hang of things before heading up the mountain for the more advanced trails. With quick access to the parking lot, and all of Mt. Ashland Ski Area’s rental equipment, dip your toes in the water this winter season to the joy of snowshoeing and skiing!

During the winter, one of the most notable wineries to visit is Kriselle Cellars. Enjoy one of their hand crafted, premium wines by their outdoor or indoor fire pits. Their expansive patio is a relaxing place to cozy up and spend an afternoon, or you might find that their tasting room overlooking the vineyard and ranch is more your fancy. Situated on a hill, find views of the valley and surrounding mountains no matter where you choose to indulge.

Southern Oregon snowmobile

The Lake of the Woods / Siskiyou Summit holds several different sno-parks just waiting for you to explore them. Each park offers different sets of activities for their specific landscape, such as cross country skiing, snowshoeing, and especially snowmobiling. 

One of the most notable places to snowmobile is Great Meadow Sno-Park, just 35 miles west of Klamath Falls. In the winter, you'll find over 165 miles of groomed trails for snowmobiling, cross-country skiing, and snowshoeing. Snowmobilers can cruise from Great Meadows to Diamond Lake and connect with a network of trails that crisscross Southern Oregon.

The snowmobile trails around Great Meadows are well-maintained. In a typical winter, 150-250 miles of trails are groomed every week. Douglas, Red Shasta, White firs and lodgepole pines shadow the trails around the meadow, with a sprinkling of aspen trees on the west end. This park is perfect for advanced and beginner riders alike, with large open spaces for learning and trails for the more experienced.

After a busy day of adventuring around the park, food and lodging are available at Lake of the Woods and Fish Lake resorts. Fill your hearts desire full of winter fun, and explore the endless possibilities of trails at Great Meadow Sno-Park!

Situated in the heart of downtown Ashland, this ice skating park is a family favorite. Equipped with all of the rentals you need, enjoy the crisp, outdoor air while skating and an array of concessions during your session. Neighboring Lithia Park and a tasty selection of restaurants nearby, you can enjoy an afternoon or evening of skating and dining in Ashland.

The park additionally offers hockey events, including stick and puck- a free play hockey session for all ages, private skating lessons and frozen tots for kiddos.

Located east of Medford and Grants Pass on Highway 140 (the route to Klamath Falls), this popular trout reservoir is an excellent place for ice fishing. January is often the best month to ice fish, when the lake is at 4,600 feet and has ice around 6-24 inches thick. Besides book trout, Fish Lake also has rainbow fish, land-locked Chinook salmon and a hybrid species known as a tiger trout.

The latter species was planted strictly to reduce the numbers of nuisance fish found here, and they must be released while the other species are available for harvest.

Start your visit near the resort, which is typically open Friday through Sunday during the winter season, and rent an ice auger to drill your hole. When you are finished with a successful trip of fishing, the resort also serves hot food and drinks to warm you up before your trip back home.

Whether you ride a Polaris, Arctic Cat, Yamaha, or Ski-Doo, Union Creek Resort is your one-stop for outdoor winter snowmobile adventure. The resort is your headquarters for 150 miles of well-groomed, uncluttered snowmobile trails packed with snow-laden trees, open meadows, deep snow and pristine vistas.

The magnificent scenery of this winter wonderland provides for a truly awesome experience. With plenty of room to get out and ride, this remote snowy region creates a perfect winter getaway for visitors and locals alike.

Craterian Theater

Located in the heart of downtown Medford, The Craterian Theater at the Collier Center for Performing Arts is the perfect place to cozy up and enjoy a performance you will never forget. The state-of-the-art theater hosts several different performances and plays, listed and updated on our event calendar. Enjoy a showing of Jake Shimabukuro’s Christmas in Hawaii, The Christmas Messiah, or a Celtic Christmas to celebrate the holidays. After the performance, grab a bite to eat at one of the eateries downtown, and end the night with a full stomach and heart, marveling at the lights and trees.

Medford Brews


After your showing at the Craterian Theater, you can also try out one of the many incredible breweries nestled in downtown Medford. Just a block down the road lives Portal Brewing Company, an intimate, brick-lined brewpub serving inventive house-label ales & eclectic comfort food. Grab a drink and a snack or two, and stay cozy inside this homey pub.

Just a bit farther of a walk you’ll find 4 Daughters Irish Pub. This large 2-story bar & restaurant comes equipped with old-world decor, live music, Irish & American pub grub and fantastic brews. Head on up the stairs to sit in their lounge area, and make yourself at home at this local brewery.


Kick off the winter lights festival with the annual candy cane hunt! After you complete your search around the park, make your way over to the Lithia Lobby to compete in a coloring contest. You can also take a photo with Santa, and discover several other booths and activities to participate in around the park. You won’t want to miss the live music performances throughout the evening, and the fireworks show at the end!

Come enjoy the beauty of kites freely filling the sky at the Winter Kite Festival at Lake of the Woods! Held this year February 12-14, the kites begin flying at the beginning of the weekend, and continue all day Saturday and Sunday until the early afternoon.

After taking in the sights, enjoy some pizza to-go from the Marina, or order some delicious food from the Lodge Restaurant.

A fabulous staple of the region, RoxyAnn Peak has one of the best views of the Rogue Valley. The beautiful landscape of the mountain grows golden grasses and scrub oaks, better known as mistletoe.

Take a leisurely hike around the peak, with trails for beginners, intermediate and advanced hiking and biking. Pick mistletoe for decorations, or admire it along the trails, and celebrate the holiday season with the crisp outdoor air and panoramic views!

The Village at Medford Center, downtown shopping, things to do in medford, holiday lights, christmas lights

Prep for the holidays and shop at some of the best local boutiques, gift shops and marketplaces in the Heart of the Rogue Valley. Shop for your dearest green-thumb at Bumble & Wren, a host to a hand-picked selection of plants, quality garden tools, wonderful gifts, and boutique home and outdoor accessories.

For your favorite antique lover, consider The RetroWormhole. Filled with posters, records, figurines and more, find a fun stocking stuffer or dream gift for your loved ones!

From the Village at the Medford Center, to the several boutiques nearby, checking off your gift list will not be difficult when you shop in downtown Medford!

Board a traditional 1920’s style trolley for a guided tour of Medford, and see the dazzling holiday lights around town! Begin with a cup of delicious hot chocolate at the iconic Harry and David Country Village, and take in the sights from the comfort of your seat and while heading towards East Medford.

Marvel at all the holiday lights that decorate the town and its landmarks, including Candy Cane Lane and Cherry Lane, and stretch your legs with a stroll around Greystone Court. Snap photos along the way of the gorgeous holiday displays, and enjoy a festively fabulous time singing carols as you fill up on holiday cheer with your loved ones.

What better way to kick off the holiday season than to marvel at gingerbread creations made by locals around the valley? Support the Craterian Theater at one of the Rogue Valley’s most unique benefit auctions and favorite holiday celebrations. Walk through the theater and marvel at the many tall, complex and probably delicious creations. 

Proceeds from the multi-day event make it possible for the Craterian to bring national and international performing artists to the community and to provide our stage as a one-of-a-kind resource for countless organizations and individuals.

Southern Oregon’s largest holiday, artisan and craft fair is held annually right at the Jackson County Expo. Only a 15 minute drive from Medford, you can browse hand-made and direct sales crafts from all around the region- a perfect place to find a lovely gift on your friends or family’s wish lists.

With more than 170 artisan and craft vendors, you are sure to find a one-of-a-kind handmade gift or delectable treat to take home with you!

Just 15 minutes from downtown Medford, explore the quaint and historic town of Jacksonville. Their annual Victorian Christmas parade brings the entire community together to celebrate the season. With several floats, Christmas carols, and special guest Santa Claus, you are sure to enjoy ringing in the holiday at this parade.

After the parade, enjoy a warm meal at one of their many eateries, or shop for a gift at one of their downtown shops.




From hitting the slopes to drinking cocoa on a trolley, Medford is a grand host to an abundance of different activities. Fill your heart this holiday season with festive winter events, and explore what the Heart of the Rogue has to offer you this season!

NOVEMBER
29
SOU Percussion Ensembles Concert
The SOU Percussion Ensembles present their Fall Concert, directed by Bryan Jeffs. Free livestream here: https://youtu.be/rDKPGX2RVHs Tickets are $10 each/ $5…
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NOVEMBER
29
Punkadelic with-Mike Dillon, Nikki Glaspie, Brian Haas
How many artists have been praised a “punk rock provocateur,” “jazz vibraphone visionary,” and “percussion virtuoso” in the same sentence?…
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NOVEMBER
29
Schneider Museum of Art Fall Exhibitions: 'Mel Prest: The Golden Hour' and 'Sensate Objects'
Southern Oregon University’s Schneider Museum of Art (SMA) proudly presents two new exhibitions featuring contemporary abstract art titled, Mel Prest:…
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NOVEMBER
29
Technique Climbing & Ropes Course
Hoping to break through to the next level or build great habits to start? Our hour long technique classes are…
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NOVEMBER
29
Tee Time - Golfing the Rogue
Located in Medford, Oregon, in the heart of the Rogue Valley, Centennial Golf Club features a spectacular layout designed by…
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NOVEMBER
29
Wine Tasting at 2Hawk Vineyard & Winery
Voted one of the best places to visit in the Rogue Valley, 2Hawk’s elegantly rustic Tasting Room offers sumptuous wine…
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NOVEMBER
30
A Christmas Carol
One of the most beloved stories ever told, Charles Dickens’ A Christmas Carol is the beautiful, haunting tale of that…
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NOVEMBER
30
Axe Throwing
Looking for a fun date night, a corporate event, or just want to see what axe throwing is all about?…
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NOVEMBER
30
Basic Ropes Course
Our Basic Ropes Coursewill teach you the essential skills needed to climb at the Rogue Rock Gym. Taught by a…
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NOVEMBER
30
Daily Harvest Host Tasting
Taste beautiful wine while enjoying the lovely landscape of the Rogue Valley. In addition to acclaimed varietals, Valley View now…
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NOVEMBER
30
Find Fall Foliage from the Table Rocks
Fall foliage abounds throughout the towering Table Rocks, and can be seen all across the valley from the top and…
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NOVEMBER
30
Flights and Platters at EdenVale Winery
Relax and enjoy a glass of wine with good company on EdenVale Winery's gorgeous patios, or tour the beautiful historic…
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NOVEMBER
30
Open Mic at the Phoenix Clubhouse
Every Wednesday 7-10pm, all ages and talents are welcome to join in on the fun at open mic night! Drums,…
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NOVEMBER
30
Providence Festival of Trees Gala Dinner and Auction
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NOVEMBER
30
Throw Axes at Cascadia!
Looking for a fun date night, a corporate event, or just want to see what axe throwing is all about?…
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DECEMBER
1
Little Women
Come watch this infamous, beautiful tragedy about greed and ambition by the Collaborative Theater Project, right in the Heart of…
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DECEMBER
1
Naumes Suncrest Winery Varietals
Located in a timeless farmhouse that has been in the Naumes family for generations, the Naumes Suncrest Winery features a…
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DECEMBER
1
Providence Festival of Trees Evening of Giving
We are so excited to be celebrating another year of Festival of Trees. Together we have grown an annual event…
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DECEMBER
1
SOU Chamber Choir Concert: Between the Light
The SOU Chamber Choir will perform their fall concert: "Between the Light." Themes of stillness, darkness, and sleep as we…
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DECEMBER
1
Wine Tasting at DANCIN Vineyards
Taste beautiful wine at DANCIN's beautiful winery and tasting room. Set magnificently on the forested foothills of Southern Oregon overlooking…
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DECEMBER
2
First Friday Art Walk
Ashland First Friday is an eclectic mix of visual delights, interesting conversations, intimate music, and tasty treats. The collage of…
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DECEMBER
2
Talent Tree Lighting Ceremony
Schedule of planned activities: 5:00 PM – Local Goods Market at Town Hall & Ornament Decoration Workshop at Talent Maker City 6:00…
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DECEMBER
2
The Urban Cork Live Music Fridays
Join us at The Urban Cork for live music every Friday. Enjoy a rotating flight each week with an incredible…
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DECEMBER
3
Central Point Community Christmas Challenge
The Challenge leads kids 12 and under and their parents through downtown Central Point, collecting stamps on their passports and…
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DECEMBER
3
Christmas At The FFArm
"Then the Grinch thought of something he hadn't before! 'Maybe Christmas,' he thought, 'doesn't come from a store.' 'Maybe Christmas... perhaps... means…
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DECEMBER
3
Community Christmas Celebration
Join the City of Central Point for our annual Community Christmas on Saturday December 3th. The parade will start…
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DECEMBER
3
Glitz & Glamour Event
Get ready for Christmas at this amazing event! Name brand clothing, designer purses, jewelry, and more! The dollars…
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DECEMBER
3
Medford Cars and Coffee
A gathering EVERY Saturday morning (unless it's raining or snowing) of car enthusiasts. Room for over 125 cars. Starbucks on…
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DECEMBER
3
Providence Festival of Trees Public Viewing
We are so excited to be celebrating another year of Festival of Trees. Together we have grown an annual event…
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DECEMBER
3
Selfies with Santa
Join us for Free Selfies with Santa!
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DECEMBER
3
Spectrum Concert - A free concert showcasing Music at SOU
The Spectrum Concert will showcase a wide variety music - and is a sample of the many different ensembles at…
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DECEMBER
3
Victorian Christmas Parade
Our Christmas Parade is a very popular Jacksonville tradition! Enjoy the ambience and festive atmosphere of this small-town parade. Held along…
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DECEMBER
3
Winter Lights Festival
Join Medford Parks, Recreation and facilities staff for the Annual Winter Lights Festival in Pear Blossom Park. Bring the whole…
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DECEMBER
4
A Chorale Christmas
Please join the Chorale for our annual winter concert at the Craterian Theater on December 3rd at 7:30 pm and…
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DECEMBER
4
Honor Band Concert
The SOU Honor Band Concert is December 4th from 3-4:30pm and is free and open to the students, families, and…
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DECEMBER
5
Lead Climbing Course
Let our professional instructors help you transition from top roping to lead climbing. This eight hour class is spread over…
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DECEMBER
5
Oberon's Open Mic Night
Oberon's Open Mic taken to a whole new level! Music, beat poetry, stories, and occasional puppet show. Sign up is…
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DECEMBER
8
Alice Di Micele--Solo Acoustic Show
Alice Di Micele is an Americana/Folk Singer-Songwriter based in Southern Oregon. Her voice is rangy, sometimes soft and intimate, other…
DECEMBER
9
John Cragie
John Craigie is a folk singer/songwriter from Los Angeles. Craigie released his debut album, Montana Tale, in 2009 and since…
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DECEMBER
9
Rogue Valley Royals @ The RRRink!
Watch the Rogue Valley Royals take on teams from out of state - right here in the Heart of the…
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DECEMBER
9
Rogue Valley Royals vs. Rock Springs Prospectors
USPHL hockey featuring the Rogue Valley Royals and Rock Springs Prospectors.
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DECEMBER
9
Siskiyou Singers Holiday Concert
40th Anniversary Celebration featuring Mozart's Coronation Mass and Regina Coeli K.108 along with traditional Christmas Carols.
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DECEMBER
9
Talent's Annual Tree Lighting Celebration
Enjoy the city of Talent's Annual Tree Lighting Celebration this holiday season, just 10 minutes from the Heart of the…
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DECEMBER
9
The Nutcracker Ballet
Southern Oregon's beloved holiday tradition returns to the stage for 8 performances of Studio Roxander's full length Nutcracker Ballet. Tickets…
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DECEMBER
10
Dance Party with Smokey The Groove
“If we were a TV show we would be Sesame Street but if Sesame Street met the band from the…
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CLICK HERE TO SEE ALL EVENTS
Attractions, Museums & History, Outdoor Adventure, State Park
From the soil to the skies, the Heart of the Rogue overflows with diversity and deep cultural roots. Based on archeological evidence, researchers estimate that indigenious peoples and tribes have lived in the Rogue River and Illinois valleys for upwards of 15,000 years. There…  Read More
Attractions, National Park, Outdoor Activities, Outdoor Adventure, Things to Do
Crater Lake is known far and wide for its raw, sheer beauty, and renowned with countless accolades. Not only is it the deepest, clearest and bluest lake in the United States, it is also listed by the National Park Service’s Dark…  Read More
Favorite Trails, Outdoor Adventure, Sports, Things to Do, Trails
The air is crisp and it's finally cool enough to wear your favorite sweater - now where can you immerse yourself in the colors! Treat yourself to the best views the valley has to offer, all from one central location.…  Read More
Attractions, Museums & History, Outdoor Adventure, State Park
From the soil to the skies, the Heart of the Rogue overflows with diversity and deep cultural roots. Based on archeological evidence, researchers estimate that indigenious peoples and tribes have lived in the Rogue River and Illinois valleys for upwards of 15,000 years. There…  Read More
Attractions, National Park, Outdoor Activities, Outdoor Adventure, Things to Do
Crater Lake is known far and wide for its raw, sheer beauty, and renowned with countless accolades. Not only is it the deepest, clearest and bluest lake in the United States, it is also listed by the National Park Service’s Dark…  Read More
Favorite Trails, Outdoor Adventure, Sports, Things to Do, Trails
The air is crisp and it's finally cool enough to wear your favorite sweater - now where can you immerse yourself in the colors! Treat yourself to the best views the valley has to offer, all from one central location.…  Read More
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