Jacksonville Cottages - Nightly & Monthly Rentals in Jacksonville, Oregon

Live Music at Bella Union Restaurant & Saloon
2026-06-04 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
2026-06-04 19:00 - 21:00 (America/New_York) | Bella Union Restaurant & Saloon, 170 W. California St, Jacksonville, OR, 97530, United States
Live music by Phil Reed
Check our website for list of entertainment: Live Music at the Bella

Pioneer Village Sip Into Summer Happy Hour Celebration
2026-06-05 15:00 - 16:00 (America/Los_Angeles) | Pioneer Village, 805 N 5th St, Jacksonville, OR, United States
Sip into Summer at Pioneer Village’s Happy Hour celebration! Relax, connect, and enjoy the simple pleasures of the season in our warm and welcoming community. Savor refreshing lemonade, delicious summer-inspired bites, and great company as we gather to celebrate the start of summer together.

Friday, June 5
3 PM to 4 PM
805 N. 5th St. | Jacksonville, OR

RSVP
(541) 702-1112
mlucas@pioneervillageoregon.com

Complimentary Wine Tastings at The Wine Lounge at The Jacksonville Inn
2026-06-05 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
2026-06-05 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 Dancin Vineyards
2026-06-05 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

Friday Nights Live Music at Hummingbird Estate
2026-06-05 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
2026-06-05 19:00 - 22:00, 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

St.Mark’s Episcopal Church Treasure(Rummage) Sale
2026-06-06 09:00 - 15:00 (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.

Jacksonville “Walk Through History” Tour
2026-06-06 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.

Guided History Walking Tour – about 1 mile
2026-06-06 10:00 - 11:00 (America/New_York) | Jacksonville City Hall, 206 N 5th St, Jacksonville, OR, United States
Donation

Paint & Lunch at the Jacksonville Community Center
2026-06-06 11:00 - 13:30 (America/New_York) | Jacksonville Community Center, 160 E. Main St, Jacksonville, OR, 97530, United States
While you learn easy and striking acrylic paint techniques to bring an amazing original negative space broken-color painting to life, also enjoy a full lunch array of delightful dishes. Heidi Elliott has been teaching painting for over a decade and brings a calm, reassuring style to the classroom so that everyone can succeed.
Bring friends, family or sweethearts for more fun! Ages 9 – Adult. (Youth aged 9+ must be accompanied by an adult.) All supplies and lunch included. This class usually sells out so pre-registration is recommended. Walk-ins as space allows.
Instructor Bio: Heidi Elliott is a free-lance mixed-media artist who has taught Paint & Lunch style classes for years and encourages everyone to find a creative path. She served as Jacksonville Garden Club’s First Vice President for three years. Heidi is a Certified Morning Altars Teacher and Practitioner. She loves life here in Jacksonville and is happy to call it home.

Beekman Bank Behind the Counter Tours
2026-06-06 11:00 - 15:00, 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
2026-06-06 11:00 - 15:00 (America/New_York) | Beekman Bank, corner of California and North 3rd streets, Jacksonville, OR, 97530, United States

Art Presence Art Center: June Art Reception at Art Presence
2026-06-06 13:00 - 16:00 (America/Los_Angeles) | Art Presence Art Center, 206 N. 5th Street, Jacksonville, OR, 97530, United States
Art Presence Art Center: June Art Reception at Art Presence
Event Date 6/6/26
Event Start Time 1:00PM
Event End Time 4:00PM

Description of Event:
Come enjoy our June art offerings this Saturday at our monthly art reception. Saturday June 6th, 1-4PM This June we invite you into the reflective, imaginative art of Darcie Sternenberg and Aurora May. Our guest artist, photographer Darcie Sternenberg, welcomes us into her reflective, foggy, imaginative world of morning lakeshore photography. Following on a theme, Member Artist of the Month, Aurora May, takes us on a journey through her imagination in her magical, dreamy, nature-themed acrylic paintings. Art Presence Art Center 206 N 5th St. Jacksonville Oregon

Paws to Read: Read with a dog
2026-06-06 14:00 - 15:00 (America/New_York) | Jacksonville Library, 340 W. C Street, Jacksonville, OR, 97530, United States

Live Music at Rellik Winery
2026-06-06 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

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

Live Music at Daisy Creek Vineyards
2026-06-06 16:00 - 18:00 (America/New_York) | Daisy Creek Vineyard, 675 Shafer Lane, Jacksonville, OR, 97530, United States
Live music by Jared Gutridge Duo

Live Music at The Wine Lounge at The Jacksonville Inn
2026-06-06 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 South Stage
2026-06-06 18:00 - 20:00 (America/New_York) | South Stage Cellars, 125 S. 3rd. St, Jacksonville, OR, 97530, United States
Live music by Vinyl Tap

Live Music at Dos Mariposas Vineyards
2026-06-06 18:00 - 20:00 (America/New_York) | Dos Mariposas Vineyards and Lavendar Farm, 3976 Bellinger Lane, Medford, OR, 97501, United States
Live music by Steely Dean
$18 Reservation

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.
