Jacksonville Cottages - Nightly & Monthly Rentals in Jacksonville, Oregon

Y’Art Sale Art Donations Open in JULY and AUGUST
2026-06-22 12:00 - 17:00 (America/New_York) | Art Presence Art Center, 206 N 5th St, Jacksonville, OR, United States
Accepting Y’art Sale Donations: JULY AND AUGUST only
2nd Annual Y’art Sale! Our annual fundraising party for our children and community art programs
Downsizing? Art in your Attic?
Do you have some Pre-Loved art that needs a new home?
We have a solution for you!
On September 19th, Art Presence will be having a fundraising Y’art Sale.
We need your art donations now!
To have your donated art included in this sale, please bring the items to the Art Presence gallery (Wednesday thru Sunday Noon to 5pm) starting July 1st and ending on August 30th.
Or, email gallery @art-presence.org to arrange for pick up.
Your support is greatly appreciated!
Art Presence, Inc. is a non-profit 501(c)3 corporation with a Federal ID #93-0665588.
All donations are tax deductible

Live Music at Dancin Vineyards
2026-06-22 17:00 - 19:00, 2026-06-26 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Please check out our website for the list of performances: Dancin Vineyards Live Music

Britt to Honor Founder John Trudeau with Stage Dedication and Community Celebration
2026-06-23 17:30 - 18:30 (America/Los_Angeles) | Britt Festival Pavilion, 556 S 1st St, Jacksonville, OR, United States
Jacksonville, OR – Monday, April 27, 2026: This summer, Britt will host a special community event, Honoring Britt’s Founder: A Dedication and Picnic Celebration, recognizing the life and legacy of founder and longtime music director John Trudeau, whose vision helped establish Britt as a cultural cornerstone of Southern Oregon.
The celebratory evening will take place on Tuesday, June 23 at 5:30 PM the Britt hill, where community members, members of the Trudeau family, Britt alumni, and friends will gather to reflect on the lasting impact of John Trudeau and the important role he and his wife, Elizabeth “Betty” Trudeau, played in shaping the organization.
Through shared stories and time together on the grounds, guests will learn more about the Trudeau family’s legacy; from the Festival’s earliest days, to the creation of the Britt Pavilion, the growth of education programs, and the development of the internationally respected Britt Festival Orchestra. The evening will conclude with a picnic supper under the trees, and attendees are invited to remain on site for the Orchestra’s evening rehearsal at 8 PM.
As part of the celebration, the Britt Pavilion Stage will be formally dedicated as the S. John and Elizabeth Trudeau Stage, marking a meaningful milestone in Britt’s history. The dedication will also be recognized publicly during the Britt Festival Orchestra concert on June 27.
“Britt Festival is woven into the very fabric of the Trudeau family’s life and legacy. We are deeply touched that this commemoration will celebrate our father John Trudeau, its founder and 25-year music director, and our mother Elizabeth ‘Betty’ Trudeau, who shared his devotion to Britt and worked tirelessly at his side in service to music and community. Dedicating the Britt Pavilion Stage to honor them means the world to us.” said John and Elizabeth Trudeau’s children, George Trudeau, Jeannette Coil, Stephanie Hulcher, and Jennifer Graylands.
“John and Betty Trudeau helped build the foundation of what Britt is today,” said Abby McKee, President & CEO of Britt Music & Arts Festival. “Their dedication to artistic excellence, education, and community connection continues to shape our mission. It is a privilege to honor their legacy in a lasting and visible way.”
Tickets for the June 23 event and the full Britt Festival Orchestra season are available through Britt’s box office and website at britt.org.

Tuesday Tunes at The Wine Lounge at The Jacksonville Inn
2026-06-23 18:00 - 20:00 (America/New_York) | The Wine Lounge at the Jacksonville Inn, 175 E. California Street, Jacksonville, 97530, United States
Catch live music at The Wine Lounge at Jacksonville Inn every Tuesday night.

Catch live music at The Wine Lounge at Jacksonville Inn every Tuesday night. The Lounge offers a wide selection of local wines to try by the glass or bottle (No Corkage fee!), and a nice complimentary menu to nosh on. This is a great local hang.

Preschool Music & Movement – Weekly on Wednesdays 11am-Noon
2026-06-24 11:00 - 12:00 (Asia/Dubai) | Jacksonville Community Center, 160 E. Main St, Jacksonville, OR, 97530, United States
At Jacksonville Community Center every Wednesday 11am – Noon, discover the joy of music in this engaging class designed for children 2-5 and their caregivers. This class combines singing, rhythm, movement and sign language. Get ready to sing beloved songs from around the world, and make music together in this weekly class! Sponsored by Jackson Care Connect. ADULTS ARE FREE attending with child(ren). $5 per child. Walk-ins ALWAYS welcome.
Instructor Bios: Laurie Finear has been a music teacher in the Rogue Valley for over 15 years as a certified Music Together teacher. She now creates and teaches her own music classes for children and their caregivers in Ashland and Jacksonville. She is passionate about sharing the joy of music with children and families.

Pinot & Pages at Hummingbird Estate
2026-06-24 17:00 - 19:00 (America/New_York) | Hummingbird Estate, OR, 97502, United States
Attention all writers! Join us every Wednesday from 5-7pm. Grab a glass of wine & let the words flow!
Bring your journal or laptop and join a table of fellow writers for focused, quiet writing time. It’s not a workshop or a class-just a chill space to show up, sip and let the words flow. RSVP not required.

Live Music at Dancin Vineyards
2026-06-24 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Live music by Allison & Victor.
Please check out our website for the list of performances: Dancin Vineyards Live Music

HARC Meeting
2026-06-24 17:00 - 20:00 (America/Los_Angeles) | Jacksonville City Hall, 206 N 5th St, Jacksonville, OR, United States
All meeting held at New City Hall Assembly Room (NCHAR) – Citizens Welcome! CITY COUNCIL MEETING: Tuesday, June 2, 6pmPLANNING COMMISSION MEETING: Wednesday, June 10, 6pmCITY COUNCIL WORK SESSION: Tuesday, June 16, noonHISTORIC & ARCHITECTURAL REVIEW COMMISSION (HARC): Wednesday, June 24, 5pm

Live Music at South Stage
2026-06-24 18:00 - 20:00 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States
Live music by Jeff Kloetzel.

Jacksonville Woodcarvers - Beginners Welcome!
2026-06-25 09:00 - 11:00 (America/Los_Angeles) | Jacksonville Library, 340 W. C Street, Jacksonville, OR, 97530, United States
Thursdays 9-11am: JacksonvilleWoodcarvers. Jacksonville Library,Naversen Room (use librarian parking lot entrance).

All are welcome – we encourage and have support for beginning carvers – please join us!
The library is closed when we meet – please use side door to Naversen Room in the librarian parking lot.

Happy Hour at Dos Mariposas Vineyards
2026-06-25 15:00 - 19:00 (America/New_York) | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States
Happy Hour Specials

$3 tacos
$2 off a glass of wine or beer with any food purchase
Free chips & salsa with bottle purchase

Art Club at The Miners’ Bazaar
2026-06-25 17:00 - 20:00 (America/New_York) | The Miners’ Bazaar, 235 E. California Street, Jacksonville, OR, 97530, United States
Join us every Thursday to dive into creative adventures with other makers! No medium restrictions or sketchbooks necessary. This “Club” is created to bring us Makers and Creatives into a space to connect and make together. Bring your own mediums of choice, a sketchbook or any surface or project to play with. There will be weekly prompts, various mediums available to dive into and play with (Project Fees may apply), demos and monthly Giggle Water Specials! Cost: Free!
Unless otherwise noted, all workshops can be reserved here: https://www.theminersbazaar.com/store

Art Club Workshop at The Miners’ Bazaar
2026-06-25 17:00 - 20:00 (America/New_York) | The Miners’ Bazaar, 235 E. California Street, Jacksonville, OR, 97530, United States
Join us every Thursday to dive into creative adventures with other makers! No medium restrictions or sketchbooks necessary. This “Club” is created to bring us Makers and Creatives into a space to connect and make together. Bring your own mediums of choice, a sketchbook or any surface or project to play with. There will be weekly prompts, various mediums available to dive into and play with (Project Fees may apply), demos and monthly Giggle Water Specials! Cost: Free!

Line Dancing at Dos Mariposas Vineyards
2026-06-25 17:30 - 19:00 (America/New_York) | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States

Live Music at Bella Union Restaurant & Saloon
2026-06-25 19:00 - 21:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Live music by Bim Jeam & The Sadness.
Check our website for list of entertainment: Live Music at the Bella

Holst: The Planets at The Britt Festival Pavilion
2026-06-25 20:00 - 22:00 (America/New_York) | The Britt Pavilion, 350 S. 1st Street, Jacksonville, OR, 97530, United States
The expansive star-lit sky behind Britt Pavilion is the perfect backdrop for Gustav Holst’s The Planets, seven mesmerizing portraits of the astrological gods and goddesses associated with our solar system, and be the first to hear a new work from Gabriela Lena Frank in a world-premiere performance from Music Director Norman Huynh and the BFO.
Learn more about the music and the artists by coming early for our 30-minute Pre-Concert Talk (excludes concerts with film and/or non-classical events).

Complimentary Wine Tastings at The Wine Lounge at The Jacksonville Inn
2026-06-26 16:00 - 18:00 (America/New_York) | The Wine Lounge at the Jacksonville Inn, 175 E. California Street, Jacksonville, 97530, United States
The Wine Lounge at Jacksonville Inn offers complimentary tastings every Friday from 4-6PM.
Come hungry, they have a great little menu as well.

Live Music at Daisy Creek Vineyards
2026-06-26 16:30 - 18:30 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music every Friday! Check our calendar for performances: Daisy Creek Calendar

Live Music at The Bella Union Restaurant & Saloon
2026-06-26 19:00 - 22:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Join us for live music, great food and spirits every Friday & Saturday
Check our website for list of entertainment: Live Music at the Bella

Jacksonville “Walk Through History” Tour
2026-06-27 10:00 - 11:00 (America/Los_Angeles) | Jacksonville City Hall, 206 N 5th St, Jacksonville, OR, United States
Walk through Jacksonville History!
JACKSONVILLE, OR—Jacksonville’s “Walk through History” tours are back! At 10 a.m. every Saturday from May 30th through September 5th, Historic Jacksonville, Inc. will be offering one-hour guided walks through Jacksonville’s National Historic Landmark District, the first on the West Coast! Participants will take a stroll through history, visiting government and commercial buildings, fraternal lodges, and homes that capture the stories of the people who transformed a gold rush town into Southern Oregon’s 19th Century social, governmental, and commercial hub. They’ll learn how gambling money built a church; how the Civil War ended a successful mercantile partnership; how a saloon housed the county’s first museum; how fire reshaped the town; and how a railroad both destroyed the town and preserved it.
Walking tours leave from Jacksonville’s New City Hall (the historic “Courthouse Square”) at 206 North 5th Street between West C and D streets and cover about one mile with multiple stops. Tours are FREE but donations are encouraged! All monies go towards the preservation and maintenance of Jacksonville’s historic buildings.
For individuals who prefer not to “stretch their legs,” Historic Jacksonville’s website (https://www.historicjacksonville.org) offers numerous ways to explore Jacksonville virtually. These include multiple blogs about the town and its settlers along with three video tours that introduce viewers to Jacksonville’s Historic Landmark District, its Historic Homes, and its Pioneer Cemetery.
Historic Jacksonville, Inc. invites you to forget the “names, dates, places, and battles” version of history you may have been taught in school. HJI’s live and virtual tours are about “real history”—people and their stories. They are about life!
Additional information on “Walk through History” and other Historic Jacksonville, Inc. tours is available at 541-245-3650; info@historicjacksonville.org; and www.historicjacksonville.org.

Beekman Bank Behind the Counter Tours
2026-06-27 11:00 - 15:00 (America/Los_Angeles) | Beekman Bank 1863, 400 W California St, Jacksonville, OR, United States
Step behind the counter of the historic Beekman Bank. Every weekend May 23 – September 6, 2026, 11am-3pm Oldest bank in the Pacific Northwest!Over $40 million in gold crossed its counters in the 1800s.(Equal to $1.5 billion+ today!) FREE – Donations welcomed! 110 W. California Street, Jacksonville, Oregon 97530 https://www.historicjacksonville.org/behind-the-counter-tours/

ive Music with The 12 Bars Deep Band at Red Lily Vineyards
2026-06-27 15:00 - 17:00 (America/Los_Angeles) | Red Lily Vineyards, Jacksonville, OR, United States
Saturday, June 27th, 3-5p.m. Live Music with The 12 Bars Deep band at Red Lily Vineyards

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Live Music at Rellik Winery
2026-06-27 16:00 - 18:00 (America/New_York) | Rellik Winery, 970 Old Stage Rd, Central Point, OR, 97502
Please check out our calendar for list of performances: Rellik Winery Calendar

2026-06-27 16:30 - 18:30 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music by Erica Rochel Duo
