Jacksonville Travel Guide

Tourist Guide

Jacksonville showing shopping as well as a small group of people
Jacksonville showing shopping as well as a small group of people
Jacksonville
A blonde horse grazes in a field at sunrise near Jacksonville Oregon
Jacksonville Oregon Downtown at Night | Light Trails

Where to stay in Jacksonville

Nice tidy little City Hall

Jacksonville Historic District

Historical sites, restaurants and shopping are some highlights of Jacksonville Historic District. Make a stop by Jacksonville Cemetery or Kharmic Creations while you're exploring.

Jacksonville Historic District
Wine Country Inn

Wine Country Inn

3 out of 5
830 N 5th St Jacksonville OR
The price is 2.784.814 ₫ per night from 6 Feb to 7 Feb
2.784.814 ₫
3.077.337 ₫ total
6 Feb - 7 Feb
includes taxes & fees
Stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,001 reviews)
The Wine Country Inn is a great place to stay. The staff were very friendly and helpful. Very dog friendly and a fenced yard for the dogs to exercise in. I will come back and stay again.

Reviewed on 29 Jan 2026

Wine Country Inn
The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
105 W Main St Jacksonville OR
Fully refundableReserve now, pay when you stay
The price is 3.744.288 ₫ per night from 5 Mar to 6 Mar
3.744.288 ₫
5.437.538 ₫ total
5 Mar - 6 Mar
includes taxes & fees
Stay at this inn in Jacksonville. Enjoy free Wi-Fi, free parking and an on-site winery. Popular attractions Kharmic Creations and Sarah Zigler Interpretive Trail ...
9.2/10 Wonderful! (22 reviews)
My husband and I spent the weekend at the Orth house. We had tickets to a night at the Brit and wanted to stay within walking distance. We loved this hideaway with its old world charm, lovely wine and even a ghost story. We were also able to walk all over town and didn’t need to drive for 2 days. ...

Reviewed on 8 Sept 2025

The Orth House Inn by Remotion
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (2,813 reviews)
Accommodating staff

Reviewed on 2 Feb 2026

Rogue Regency Inn and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Paschal Winery

Paschal Winery

4.5 out of 5
1122 Suncrest Rd Talent OR
Stay at this luxury cottage in Talent. Enjoy free Wi-Fi, free parking and an on-site winery. Popular attractions Paschal Winery and Talent Library are located ...
9.6/10 Exceptional! (15 reviews)
The cottage was really nice. It was clean and nicely decorated. It had so many amenities including a well stocked kitchen , comfortable beds and a great hot tub with an amazing view. The management was friendly and allowed us to check in early which was great.

Reviewed on 26 Nov 2025

Paschal Winery
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
159 N Main St Ashland OR
Stay at this business-friendly apartment in Ashland. Enjoy free Wi-Fi, free parking and an in-room coffee maker. Popular attractions Allen Elizabethan Theatre ...
9.6/10 Exceptional! (41 reviews)
Cowslip’s Belle Inn was like walking through a Lord of the Rings scene with all the vibrant colors and even a koi pond. The hosts were amazing! They guided me into the town, welcomed me to their area and gave recommendations for nearby wineries. I’ll be back for an extended stay.

Reviewed on 6 Nov 2025

A Cowslip's Belle Inn
The Rellik House and Winery

The Rellik House and Winery

3.5 out of 5
968 Old Stage Rd Central Point OR
Stay at this holiday home in Central Point. Enjoy free Wi-Fi, free parking and an on-site winery. Popular attractions Caprice Vineyards and Jacksonville Cemetery ...
Beautiful property on the winery. Nicely decorated room & large shower. Separate living, kitchenette & bedroom area. The only downside is the room we had had the parking area on one side & the winery tasting room on the other. So we kept our curtains closed. Also the hot tub was dirty. We were looking ...

Reviewed on 29 Dec 2024

The Rellik House and Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Cities near Jacksonville