Jacksonville Cottages - Nightly & Monthly Rentals in Jacksonville, Oregon

Live Music at The Bella Union Restaurant & Saloon
2026-06-06 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

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

Fashion Show at The Miners’ Bazaar
2026-06-07 08:00 - 17:00 (America/New_York) | The Miners’ Bazaar, 235 E. California Street, Jacksonville, OR, 97530, United States
For the Love of the Forest, a fashion call for entry:
Clothing designers, up/re-cyclers, hobby sewists and seamsters: we want to showcase your work in a fashion show! Skogsgård nursery is putting on a benefit runway show June 7th, at the charismatic Miner’s Bazaar in Jacksonville. To promote the tree nursery, the theme of the show is, “For the Love of the Forest.”
Each designer will need to provide three models wearing a minimum of one purchasable item each (jewelry styling will be provided by the artists at the Bazaar). We encourage diversity in size, shape, age and gender! Audience members can then purchase your items after the show during raffle drawings. Designers keep all the proceeds from item sales but must also donate one separate item to be raffled off for the audience and volunteers.
A $30 deposit secures your space in the show; first come first served. Space for this venue is limited so hurry and sign up now!
Entry deadline: April 30th
REGISTER by April 30th here: https://www.theminersbazaar.com/store/p/fashion-call-for-entry
~For more information or questions, please email Natalie at: skogsgardnursery@gmail.com

Brunch at Rellik Winery
2026-06-07 10:30 - 13:00 (America/New_York) | Rellik Winery, 970 Old Stage Rd, Central Point, OR, 97502
Come join us for our weekly Sunday brunch at Rellik Winery.

Beekman Bank Behind the Counter Tours
2026-06-07 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/

Experience how banking was conducted in the late 1800’s
2026-06-07 11:00 - 15:00 (America/New_York) | Beekman Bank, corner of California and North 3rd streets, Jacksonville, OR, 97530, United States
Donation

St.Mark’s Episcopal Church Treasure(Rummage) Sale
2026-06-07 12:00 - 16:00 (America/Los_Angeles) | 140 N Oakdale Ave, Medford, OR, United States
Treasure(Rummage) Sale at St.Mark’s Episcopal Church 140 N. Oakdale, Medford, OR

Saturday, June 6, 2026 9 am. -3 pm.
Sunday, June 7, 2026, Noon- 4:00 pm.

Live Music at Daisy Creek Vineyards
2026-06-07 14:00 - 16:00 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music every Sunday afternoon! Check our website for performances: Daisy Creek Calendar

Live Music at Daisy Creek Vineyards
2026-06-07 14:00 - 16:00 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music by Jeff Kloetzel
Live music every Sunday afternoon! Check our website for performances: Daisy Creek Calendar

Music Bingo
2026-06-07 15:00 - 17:00 (America/New_York) | Hummingbird Estate, OR, 97502, United States

Live Music at Rellik Winery
2026-06-07 16:00 - 18:00 (America/New_York) | Rellik Winery, 970 Old Stage Rd, Central Point, OR, 97502
Please check out our website for list of performances: Rellik’s Calendar

Live Music at Rellik Winery
2026-06-07 16:00 - 18:00 (America/New_York) | Rellik Winery, 970 Old Stage Rd, Central Point, OR, 97502
Live music by Cathy Bolton
Please check out our website for list of performances: Rellik’s Calendar

Rat Route 238 Paragliding & Hang Gliding Event
2026-06-08 - 2026-06-13 | Applegate Valley, 701 Oregon St, Central Point, OR, United States
Jacksonville Review – June 2026
WE KNOW SOUTHERN OREGON is a great place for wine, hiking, mountain biking, food and a vibrant cultural scene, but did you know that it’s home to one of the best free-flight sites in the country?
Free-flight is non-motorized aviation that relies on paragliding and hang gliding wings. Instead of gasoline, the wings are powered by thermals—which are rising pockets of hot air that release from the ground in the warmer months. The nearby Applegate has world-class thermals (The distance record is held by Hayden Glatte who flew 98.4 miles to Bly, Oregon!).
If you’d like to watch the sport and learn more, you can attend the spectator-friendly Rat Route 238 events which will take place June 8-13. The week’s venues include LongSword Vineyard, Valley View Winery, Apple Outlaw, Red Lily Vineyards, and Cowhorn Winery.
The venues will feature local live music, food and drinks, and a chance to meet the pilots. If conditions are favorable, you will see their colorful wings filling the sky—and you may even see them land.
If you’re feeling adventurous, consider taking a tandem flight with our local pilots, Brian Kerr and Sam Crocker! (www.airxpansion.com, www.sundogparagliding.com.)
The event is sponsored by the Rogue Valley Hang Gliding and Paragliding Club (RVHPA). The annual week-long event features non-competitive cross-country flying and is designed to support the Applegate’s community, economy, farms and small businesses.
Travel Southern Oregon and A Greater Applegate/Wander Applegate are among the event sponsors.
For a full schedule of activities, dates and times, visit the Rat Route 238 website at www.ratroute.com.

Y’Art Sale Art Donations Open in JULY and AUGUST
2026-06-08 12:00 - 17:00 (America/New_York) | Art Presence Art Center, 206 N. 5th Street, Jacksonville, OR, 97530, 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
2026-06-08 17:00 - 19:00, 2026-06-10 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

Dancing Cats Chicken Cordon Blue Dinner
2026-06-09 18:00 - 19:00 (America/New_York) | Hummingbird Estate, OR, 97502, United States
$25 Reservation

Tuesday Tunes at The Wine Lounge at The Jacksonville Inn
2026-06-09 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
2026-06-10 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
2026-06-10 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
2026-06-10 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Live music by Mercy Duo
Please check out our website for the list of performances: Dancin Vineyards Live Music

Planning Commission Meeting
2026-06-10 18:00 - 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
2026-06-10 18:30 - 20:30 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States
Live music by Jeff Kloetzel

Jacksonville Woodcarvers - Beginners Welcome!
2026-06-11 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
2026-06-11 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 Workshop at The Miners’ Bazaar
2026-06-11 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!

Art Club at The Miners’ Bazaar
2026-06-11 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

Live Music at Bella Union Restaurant & Saloon
2026-06-11 19:00 - 21:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Join us for live music, food and spirits every Thursday night!
Check our website for list of entertainment: Live Music at the Bella

Live Music at Bella Union Restaurant & Saloon
2026-06-11 19:00 - 21:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Live music by Mitchell Brothers
Join us for live music, food and spirits every Thursday night!
Check our website for list of entertainment: Live Music at the Bella
