Jacksonville Cottages - Nightly & Monthly Rentals in Jacksonville, Oregon

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

Beekman Bank Behind the Counter Tours
2026-06-07 11:00 - 15:00, 2026-06-13 11:00 - 15:00, 2026-06-14 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/

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

Live Music at Dancin Vineyards
2026-06-08 17:00 - 19:00, 2026-06-10 17:00 - 19:00, 2026-06-12 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

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.

Jacksonville Woodcarvers - Beginners Welcome!
2026-06-11 09:00 - 11:00 (America/Los_Angeles) | Jacksonville Library, 220 W C St, Jacksonville, OR, 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

Jacksonville ART RUSH Weekend
2026-06-12 - 2026-06-14 | downtown jacksonville, oregon
Jacksonville Chamber of Commerce Events:

2nd Friday Art Rush, at participating businesses in town.

https://jacksonvilleoregon.org/events/

Complimentary Wine Tastings at The Wine Lounge at The Jacksonville Inn
2026-06-12 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.

Savor Southern Oregon: VIP TASTING
2026-06-12 16:00 - 20:00 (America/Los_Angeles) | Bigham Knoll Campus, 399 Bigham Dr, Central Point, OR, United States
Friday & Saturday, June 12 & 13: Savor Southern Oregon. Bigham Knoll.
VIP TASTING
An exclusive evening showcasing reserve wines, rare and limited-edition vintages, and perfectly paired bites in an intimate setting with local winemakers and industry insiders. VIP Guests receive admission to the VIP Tasting plus early admission to Saturday’s Grand Tasting.
VIEW EVENT
FRIDAY, JUNE 12th
4 to 8 PM
$95.00

GRAND TASTING
The festival’s main event, where guests can explore a vibrant open-air tasting experience featuring wines from across the Rogue Valley, opportunities to meet the winemakers, and the chance to discover new favorites.
VIEW EVENT
SATURDAY, JUNE 13th
12 to 5 PM
$55.00

https://www.savorsouthernoregon.com/tickets

Savor Southern Oregon 2 Day Wine Festival
2026-06-12 16:00 - 20:00 (America/New_York) | Bigham Knoll Campus, 399 Bigham Dr, Central Point, OR, United States
SAVOR SOUTHERN OREGON
The region’s premier annual wine festival, Savor Southern Oregon offers guests an immersive journey into the Rogue Valley’s award-winning wine culture. With 50+ local wineries expected to participate, the festival will highlight the very best of the region through curated events designed to educate, engage, and inspire.
VIP Experience – Friday, June 12th, 4pm-8pm
Indulge in an unparalleled evening of sophistication and sensory delight at the VIP Tasting, an exclusive event designed for discerning wine lovers. Guests will be welcomed into an intimate setting where winemakers and proprietors personally pour a hand-selected collection of reserve wines, including rare and limited-production vintages not available at the Grand Tasting.

Live Music at Daisy Creek Vineyards
2026-06-12 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

Friday Nights Live Music at Hummingbird Estate
2026-06-12 18:30 - 20:30 (Asia/Dubai) | Hummingbird Estate, OR, 97502, United States
Join us for an evening of music from 6:30-8:30pm on our side lawn, now featuring a brand new stage platform! Enjoy delicious eats from Pizza Mia and relax in the Hummingbird atmosphere. Bring a lawn chair for comfortable seating. Food truck starts at 6:00pm. Come early, grab a bite, and settle in for a great night.

Live Music at The Bella Union Restaurant & Saloon
2026-06-12 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

Food Project Jacksonville Pickup Day
2026-06-13
Medford Food Project – Jacksonville Pickup Day
(Always the 2nd Saturday of even-numbered months.)
Please contact Jerrine Rowley at 541-702-2223 or Faye Haynes at 541-324-1298 if you have any questions or wish to become involved with the Food Project in Jacksonville!

History Saturday in the Cemetery: “All About the Independent and Improved Order of Red Men”
2026-06-13 10:00 - 11:30 (America/Los_Angeles) | Jacksonville Cemetery, Jacksonville, OR, United States
History Saturday in the Cemetery, Saturday, June 13, 10-11:30am, “All About the Independent and Improved Order of Red Men”—No advance registration is required. May not be suitable for the very young. Please dress for the weather and wear comfortable walking shoes. There is no fee for the tour, however donations supporting our programs are greatly appreciated. All Events: Meet at the Sexton’s Tool House, top of Cemetery Road. Parking within the cemetery. Please check our website at friendsjvillecemetery.org for future events and programs.

Savor Southern Oregon: GRAND TASTING
2026-06-13 12:00 - 17:00 (America/Los_Angeles) | Bigham Knoll Campus, 399 Bigham Dr, Central Point, OR, United States

Live Music with Aaron Reed at Red Lily Vineyards
2026-06-13 15:00 - 17:00 (America/Los_Angeles) | Red Lily Vineyards, Jacksonville, OR, United States
Saturday, June 13th, 3-5p.m. Live Music with Aaron Reed at Red Lily Vineyards
Saturday, June 20th, 3-5p.m. Live Music with The Mitchell Brothers at Red Lily Vineyards
Saturday, June 27th, 3-5p.m. Live Music with The 12 Bars Deep band at Red Lily Vineyards https://redlilyvineyards.com/

Rogue Valley Farm to School’s Annual Benefit Concert: "Turnip the Beet '26!"
2026-06-14 16:00 - 20:00 (America/Los_Angeles) | Fry Family Farm Store, 2184 Ross Ln, Medford, OR, United States
Rogue Valley Farm to School’s annual benefit concert, “Turnip the Beet,” is right around the corner! Join us at Fry Family Farm on June 14th, 2026, from 4pm to 8pm for a family-friendly evening of live music, local food, and free kids’ activities. This year, we are welcoming the bands Los Mapaches and Simple Dreams to the stage!
Come dance, nosh on local food, and celebrate the start of summer with us!
What to Know Before You Go:

Tiered ticket pricing is available for the first time this year — $15 tickets are limited, so grab them while you can!

Kids 18 and under are free with a ticketed adult

Tickets are available at the gate for $30 until we reach capacity

Free parking on site

Bring sun protection, chairs, and blankets

Please leave pets at home

No outside food or beverages permitted

Turnip the Beet has always been a celebration, but this year it carries extra meaning. One of our partner districts lost a key source of funding, and the ripple effect reaches every student we serve, leaving the hands-on farm and food education that has shaped how a generation of Southern Oregon kids thinks about food at risk. This year, your ticket is more than an unforgettable evening of cumbia, dancing, and good food under the summer sky. It’s a direct investment in keeping this work alive. One hundred percent of proceeds go directly to Rogue Valley Farm to School’s Digging Deeper School Partnership, and right now every dollar matters.
Digging Deeper serves more than 5,200 students, and the stakes of losing it go far beyond the classroom. For many kids, especially those who struggle in traditional learning environments, the garden is where something *clicks*. Our educators build real, lasting relationships with students who need them most. In districts where 20 to 25 percent of elementary-aged students are chronically absent, having a trusted adult and a place they genuinely want to be can change the trajectory of a child’s future. Add to that the nutrition education that sets kids up for improved long-term health and the sense of community and wonder that comes from learning outside four walls, and you begin to understand what is really at stake.
This partnership also matters deeply to the fabric of our local food system. By connecting school cafeterias across Jackson and Josephine Counties with more than 23 local farmers and ranchers, it is helping build a steady, reliable market that local food producers can count on. That is good for kids, good for farmers, and good for a community that is stronger when its food comes from close to home.
Turnip the Beet is one of the most fun ways to be part of this community and support the work we do together. But if you can’t make it or want to do even more, there are other ways to get involved:

Make a direct donation to Rogue Valley Farm to School

Sponsor Turnip the Beet or a school garden in your community

Register for our online auction — you don’t need to attend the event to bid (starts in May!)

Talk to your school’s PTO about inviting our educators to bring students on a farm field trip or to host a Tastebuds Trekkers event at your school

Spread the word by sharing this page with someone who cares about kids, food, and this community

However you choose to show up, know that it matters more than you might realize. This work has flourished for two decades because of people like you, and we are deeply grateful to have this community in our corner

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