Jacksonville Cottages - Nightly & Monthly Rentals in Jacksonville, Oregon

Happy Hour at Dos Mariposas Vineyards
2026-05-14 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
2026-05-14 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
2026-05-14 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!

Live Music at Bella Union Restaurant & Saloon
2026-05-14 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

The Southern Oregon True Crime Summit
2026-05-15 - 2026-05-16 | Bigham Knoll, 525 Bigham Knoll, Jacksonville, OR, 97530, United States
The Southern Oregon True Crime Summit provides a unique , in-person environment to discuss favorite cases, show support for victims’ families and survivors of crimes, helping to keep cold cases in the spotlight and advocating for justice. Turning an often solitary interest into a shared experience.

Southern Oregon True Crime Summit
2026-05-15, 2026-05-16 | Bigham Knoll Campus, 399 Bigham Dr, Central Point, OR, United States
ON MAY 15 & 16, the public is invited to attend the Southern Oregon True Crime Summit at the Bigham Knoll Campus, founded and produced by local Melynda Cordes. The event features professionals and experienced voices in forensic science, investigative journalism, law enforcement, victim advocacy, and ethical true crime media. This 2-day informational summit will focus on forensic investigation, missing persons cases, cold cases, victim advocacy, and responsible storytelling. Cordes notes, “The event includes expert-led panels, keynote talks, and immersive experiences, including a podcast listening party and a True Crime Lecture, designed for the general public, professionals, students, and true crime audience, not just academics.”
The main event features a book signing by Lindsay Wade in the ballroom at Bigham Knoll, (525 Bigham Knoll Drive). A Macabre Podcast listening party and True Crime Trivia, Malice in the Mist, will be hosted at Remotion Wine Tasting Room, 105 W. Main Street in Jacksonville.
The summit was created to encourage thoughtful discussion, public awareness, and community connection around real cases and real people, while offering approachable insight into how investigations, advocacy, and the media intersect in the real world. Cordes expects guests to attend from Washington, Oregon, Idaho, California, Nevada, and the broader Pacific Northwest. The event is structured to be accessible and engaging for a wide audience, including true crime listeners, community members, students, and professionals alike.
A portion of the proceeds will be donated to local and regional organizations, including Jackson County SART, Crescent City PD Search and Rescue K9 Unit/Cadaver Dogs and the Oregon Cold Case Collective. Please find all the event details, speaker announcements, and registration information at https://southernoregontruecrime.com/.

Cheddar Together - Wine & Cheese Happy Hour at Pioneer Village
2026-05-15 15:00 - 16:00 (America/Los_Angeles) | Pioneer Village, 805 N 5th St, Jacksonville, OR, United States
Wine down and brie social at Pioneer Village’s Wine & Cheese Happy Hour! Sip, savor, and sway to live music while enjoying a tasty spread of cheeses, crackers, and good company while grooving to live music by guitarist Gary Richards. Join us:Friday, May 153 PM to 4 PMat 805 N. 5th St. | Jacksonville, OR RSVP: to Molly at 541-702-1112 or email mlucas@pioneervillageoregon.com.
See less

Art Presence Art Center: Spring After School Art Club
2026-05-15 15:00 - 16:00 (America/Los_Angeles) | Art Presence Art Center, 206 N. 5th Street, Jacksonville, OR, 97530, United States
Event Title: Art Presence Art Center: Spring After School Art Club
Event Date: April 2nd- May 29th
Event Start Time: 3:00PM
Event End Time: 4:00PM
Description of Event:
Come make art with us after school! If you are a 1st-5th grader and you love making art, come join us at Art Presence every Thursday or Friday from 3:00-4:00.
We currently accepting registrations for Spring 2026.
Register now, as enrollment is limited to 15 students per unit. We are pleased to offer a low enrollment fee of $10 per unit and you can register online. See you after school!
*Winter After School Art Club is possible thanks to the generous support for our local community through our ‘Y’art Sale’ fundraising event.
*Spring After School Art Club is possible thanks to generous funding from the Carpenter foundation and is supported in part by a grant from the Jackson County Cultural Coalition funded by the Oregon Cultural Trust, investing in Oregon’s arts, humanities and heritage

Complimentary Wine Tastings at The Wine Lounge at The Jacksonville Inn
2026-05-15 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.

Complimentary Wine Tasting at Jacksonville Inn Wine Lounge
2026-05-15 16:00 - 18:00 (America/New_York) | The Wine Lounge at the Jacksonville Inn, 175 E. California Street, Jacksonville, 97530, United States
Complimentary Wine Tasting

Live Music at Daisy Creek Vineyards
2026-05-15 16:30 - 18:30, 2026-05-15 17:00 - 19:00 (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

Tapas Night
2026-05-15 17:00 - 18:30 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States
$8 Reservation

Live Music at Dancin Vineyards
2026-05-15 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Live music by Giantess

Live music at Rellik Winery
2026-05-15 17:00 - 19:00 (America/New_York) | Rellik Winery, 970 Old Stage Rd, Central Point, OR, 97502
Live music by Cathy Bolton

Live music at Daisy Creek Vineyard
2026-05-15 17:00 - 19:00 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music by Bryan Oliver

Live Music at Dancin Vineyards
2026-05-15 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Live music by The Giantess

Live Music at Dos Mariposas
2026-05-15 17:30 - 19:30 (America/New_York) | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States
Live music by Allison Scull & Victor Martin

Friday Nights Live Music at Hummingbird Estate
2026-05-15 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
2026-05-15 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 Bella Union Restaurant and Saloon
2026-05-15 19:00 - 22:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Live music by Sonido Alegre

Cemetery Marker Cleaning Workshop
2026-05-16 09:00 - 12:00 (America/Los_Angeles) | Jacksonville Cemetery, Jacksonville, OR, 97530, United States
Marker Cleaning Workshop, Saturday, May 16, 9am-noon—Come learn the latest techniques to safely clean and preserve the grave markers in our cemetery. This is a hands-on workshop, so dress accordingly. Bring a stool to sit on, plus sunscreen and a hat. Please check our website at friendsjvillecemetery.org for future events and programs.

Marker Cleaning Workshop at Jacksonville Cemetery
2026-05-16 09:00 - 12:00 (America/New_York) | Jacksonville Cemetery, Jacksonville, OR, 97530, United States
Marker Cleaning Workshop

Uncorked Barrel Wine Tour in Applegate Valley Wine Country
2026-05-16 11:00 - 16:00 (America/New_York) | Applegate Valley Wine, PO Box 1215, Jacksonville, OR, 97530, United States
Come celebrate growing season with a self-guided tour of the Applegate Valley Wine Country. Fall is the perfect time to visit our 16 tasting rooms. The winegrapes have been picked, pressed, and barreled, and the winemakers have time to chat.
Pick your starting location, and let yourself be lured from one winery to the next. Each will offer an appetizer and wine for tasting. You’ll even get to meet some of the latest releases! Uncorked is a great opportunity to stock up on wine for upcoming gifts, or parties.
Tickets are $59 and include a commemorative Wine Trail wine glass.
Bonus: Designated drivers tickets are FREE and they may sample the food.

Applegate Valley Wineries Uncorked Wine Barrel Tour
2026-05-16 11:00 - 16:00 (America/Los_Angeles) | Applegate Valley, Oregon
Saturday, May 16, 11am-4pm: Applegate Valley Wineries Uncorked Wine Barrel Tour.

Special Wine Tastings & Food Pairings at 16 Applegate Wineries.

Tickets $59 each – includes a wine glass.

Tickets and more info at applegatevalley.wine

Beekman House Tours: Daily Life Then and Now
2026-05-16 12:00 - 15:00 (America/Los_Angeles) | Beekman House, 470 E. California Street, Jacksonville, OR, 97530, United States
An old song notes “What a difference a day makes!” Well, think about what a difference 125 years can make!
Daily Life Then and Now
1870s C.C. Beekman House, is located at 470 E. California Street in Jacksonville, Oregon.
Join Historic Jacksonville, Inc. on Saturday, May 16, 2026, for “Daily Life Then and Now” tours—a 1900 vs. 2026 comparison of a family’s daily lifestyle. Visit the difference in communication, fashion, etiquette, entertainment, chores, household “amenities,” and much more – things we take for granted like electricity, running water, and…bathrooms!

45 minute tours every half hour between noon and 3pm.
Tour admission is $8 (cash or check at the door).
All proceeds go towards maintenance of Jacksonville’s historic buildings and the programs and events that bring them to life and make them relevant for people today.

https://historicjacksonville.org/then-and-now/

Tours of Daily Life Then & Now 1900 vs 2026 at Beekman House
2026-05-16 12:00 - 15:00 (America/New_York) | Beekman House, 470 E. California Street, Jacksonville, OR, 97530, United States
Tours of Daily Life Then & Now 1900 vs 2026
$8 cash or check at door
