Jacksonville Cottages - Nightly & Monthly Rentals in Jacksonville, Oregon

Live Music at South Stage
2026-05-16 17:30 - 19:30 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States
Live music by Left
$20 Reservation

Live Music at The Wine Lounge at The Jacksonville Inn
2026-05-16 18:00 - 20:00 (America/New_York) | The Wine Lounge at the Jacksonville Inn, 175 E. California Street, Jacksonville, 97530, United States
Live music every Saturday Night! Check the website for details: The Wine Lounge Events

Live Music at The Bella Union Restaurant & Saloon
2026-05-16 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 & Saloon
2026-05-16 19:00 - 22:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Live music by Shabby Guys

Dos Mariposas
2026-05-17 | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States

Live Music at Dos Mariposas Vineyards
2026-05-17 08:00 - 17:00 (America/New_York) | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States

Brunch at Rellik Winery
2026-05-17 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.

Live Music at Daisy Creek Vineyards
2026-05-17 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 Vineyard
2026-05-17 14:00 - 16:00 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music by Jen Ambrose & The Mystic Trio

Live Music at Dos Mariposas Vineyards
2026-05-17 15:00 - 17:00 (America/New_York) | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States
Live music by 33 String Drive

Live Music at Rellik Winery
2026-05-17 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
2026-05-17 16:00 - 18:00 (America/New_York) | Rellik Winery, 970 Old Stage Rd, Central Point, OR, 97502
Live music by David Pinsky & Phil Newton

Live Music at Dancin Vineyards
2026-05-18 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Live music by Shae & Jenni

City Council Work Session
2026-05-19 12:00 - 14:00 (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, May 5, 6pmPLANNING COMMISSION MEETING: Wednesday, May 13, 6pmCITY COUNCIL WORK SESSION: Tuesday, May 19, noonBUDGET COMMITTEE MEETING: Thursday, May 21, 4pmHISTORIC & ARCHITECTURAL REVIEW COMMISSION (HARC): Wednesday, May 27, 5pm

CITIZENS FOR A SAFER JACKSONVILLE: TOWN HALL MEETING
2026-05-19 17:30 - 18:30 (America/Los_Angeles) | Jacksonville Library, 340 W. C Street, Jacksonville, OR, 97530, United States
Jacksonville Review – May 2026

THERE WILL BE A TOWN HALL on Tuesday, May 19, from 5:30-6:30pm, in the Naversen Meeting Room at the Public Library, at 340 W. C Street.
Organizers expect a good turnout with our new Police Chief, Matt Hannum, who will be on hand to answer any questions about the new changes to the JPD, including some you may have already seen! As many know, there is a new, weekly post on the JPD Facebook page, which includes many of the calls the department has recently responded to. Thanks to increased presence, the number of speeding incidents is being reported. Additionally, we expect City Councilors, Andrea Thompson and Talon Reed, will be attending.
The main purpose of the meeting is to provide residents with an opportunity to get their questions and concerns heard and addressed. We are kindly asking the public to listen to one another and be respectful during the Q & A session. Public discourse is critical to resolving misinformation and solving issues. We expect a lively and healthy discussion!
Also, printed signs which say NO NEED FOR SPEED, will be available for sale for $7. Signs are intended to be placed on private property as a gentle reminder to all citizens to respect residents/seniors, pets, and the abundance of wildlife we all enjoy.
The Citizens for a Safer Jacksonville looks forward to hosting this event. For more information, please contact Cindy Rasmussen at Jvillesafety@gmail.com.

Jacksonville Review – April 2026
GREETINGS TO ALL OUR NEIGHBORS! We are looking forward to welcoming Spring to our town, and it seems an appropriate time to provide everyone with an update of our 2026 goals and objectives, plans, and new ideas! With our new Police Chief, Matt Hannum, and a full staff of Police Officers, we are anticipating many new, creative ideas for increased collaboration and transparency in the coming months and years. Safety, AS ALWAYS, is in the forefront for the Police Department and our entire citizenry. Our mission is to work with our town leadership and the police to enhance pedestrian, biker and pet safety, as we build a place where we all care for and help our neighbors.
I hope you saw the column in the March Review from 15-year-old contributor Cora Campanella, who was in a very scary automobile accident recently, and who wrote about it in her article, ‘’SAFE DRIVING … PLEASE!” To quote her, “In a small town like Jacksonville, the roads don’t just belong to cars. They also belong to residents, families, and tourists exploring our historical town. The speed limit through Jacksonville has been a source of debate. However, slowing down gives you the extra seconds you may need to notice a child riding their bike, or another driver being reckless.”
I couldn’t have said it any better. This is why our work is so important.
Thank You, Cora, for reminding us of what is at stake when we are in a hurry, and we may not be paying attention.
Please Mark Your Calendars for a TOWN HALL MEETING on Tuesday, May 19, at the Jacksonville Library Naversen Room, from 5:30-6:30pm, to hear from YOU about concerns, suggestions, and about our plans to keep improving safety in town. Please join us for a productive discussion.
For more about Citizens for a Safer Jacksonville, contact Cindy Rasmussen at Jvillesafety@gmail.com, or 510-406-3954.

Tuesday Tunes at The Wine Lounge at The Jacksonville Inn
2026-05-19 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.

Live Music at Jacksonville Community Center
2026-05-20 08:00 - 17:00 (America/New_York) | Jacksonville Community Center, 160 E. Main St, Jacksonville, OR, 97530, United States

Preschool Music & Movement – Weekly on Wednesdays 11am-Noon
2026-05-20 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.

Experimentation Station: Volcanoes at Jacksonville Community Center
2026-05-20 14:00 - 15:00 (America/New_York) | Jacksonville Community Center, 160 E. Main St, Jacksonville, OR, 97530, United States
Experimentation Station: Volcanoes
Age 6+
$5 event cost

Pinot & Pages at Hummingbird Estate
2026-05-20 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
2026-05-20 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States

Live Music at Dancin Vineyards
2026-05-20 17:00 - 19:00 (America/New_York) | DANCIN Vineyards, 4477 South Stage Road, Medford, OR, 97501, United States
Live music by Danielle Kelly & Paul Turnipseed

Live Music at South Stage
2026-05-20 18:00 - 20:00 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States

Wine & Dine at South Stage
2026-05-20 18:00 - 20:00 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States
Wine & dine with music by Just A Duo
$18 Reservation

Live Music at Jacksonville Wine Lounge
2026-05-21 08:00 - 17:00 (America/New_York) | The Wine Lounge at the Jacksonville Inn, 175 E. California Street, Jacksonville, 97530, United States

The Placing of Flags for Our Veterans at Jacksonville Cemetery
2026-05-21 09:00 (America/New_York) | Jacksonville Cemetery, Jacksonville, OR, United States

Jacksonville Woodcarvers - Beginners Welcome!
2026-05-21 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.

Jacksonville Cemetery: Memorial Day - Flags for our Veterans
2026-05-21 09:00 - 12:00 (America/Los_Angeles) | Jacksonville Cemetery, Jacksonville, OR, United States
Memorial Day – Flags for our Veterans, Thursday, May 21, 9am—Volunteers ensure that each veteran in the cemetery is honored for their service by placing a flag on their gravesite. Flags are maintained until removed following Veterans Day in November. Please check our website at friendsjvillecemetery.org for future events and programs.

Art Presence Art Center: Spring After School Art Club
2026-05-21 15:00 - 16:00 (America/Los_Angeles) | Art Presence Art Center, 206 N 5th St, Jacksonville, OR, 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

Happy Hour at Dos Mariposas Vineyards
2026-05-21 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
