Jacksonville Historic District

Jacksonville

Nice tidy little City Hall
Nice tidy little City Hall
Jacksonville
Old ivy and huge expansive lawns make this a lush little town
Downtown Jacksonville, Oregon. Check out my guide to this charming and historic Southern Oregon town http://goo.gl/8sz2Kb

Popular places to visit

Sunset Over Applegate Lake | Oregon

Applegate Lake

Commune with nature and explore the great outdoors at Applegate Lake during your travels in Jacksonville. Discover the restaurants and live music in this relaxing area.

Applegate Lake
A lush forest pathway is dominated by a large, moss-covered fallen tree arching over the Clatsop trail. Sunlight filters through the vibrant green canopy, creating a serene and enchanting atmosphere.

Enchanted Forest Trail

You can take time to visit Enchanted Forest Trail during your travels to Jacksonville. Discover the restaurants and live music in this relaxing area.

Enchanted Forest Trail
One of about a dozen wineries located here along the Applegate Wine Trail.

Red Lily Vineyards

You can enjoy a tasting or tour at Red Lily Vineyards during your travels to Jacksonville. Discover the cafes and festivals in this relaxing area.

Red Lily Vineyards

Jacksonville Cemetery

You can find out about the history of Jacksonville when you stop by Jacksonville Cemetery. While in this family-friendly area, you can savour the top-notch restaurants.

Jacksonville Cemetery

Beekman House

You can browse the exhibits at Beekman House, a museum with a storied past, during your travels to Jacksonville. While you're here, you can savour the top-notch restaurants.

Beekman House

Kharmic Creations

Enjoy an outing to Kharmic Creations during your stay in Jacksonville. Savour the cosy cafes and top-notch restaurants while in town.

Kharmic Creations

Things to do

An Audio Tour Through the Heart of Ashland, Oregon

The Cultural Heart of Ashland: A Self-Guided Audio Tour

S$13
per adult
The Cultural Heart of Ashland: A Self-Guided Audio Tour
See all activities in Jacksonville

Top hotels in Jacksonville Historic District

Magnolia Hotel

Magnolia Hotel

3 out of 5
245 North 5th Street Jacksonville OR
The price is S$215 per night from 28 Feb to 1 Mar
S$215
28 Feb - 1 Mar
includes taxes & fees
Stay at this B&B in Jacksonville. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Art Presence Art Center and Quady North are located ...
Magnolia Hotel
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! (2,854 reviews)
Clean room, pleasant staff. We needed parking for RV and they have a great lot for that. The breakfast is hit or miss. This time it was ok. The last time it was not. Some rooms have comfortable beds and others do not. We stay here only because of the RV parking

Reviewed on 25 Feb, 2026

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Rogue Regency Inn and Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.4/10 Exceptional! (1,696 reviews)
Great room, clean but more importantly great mattress!!

Reviewed on 25 Feb, 2026

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Stratford Inn
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is S$154 per night from 3 Mar to 4 Mar
S$154
3 Mar - 4 Mar
includes taxes & fees
Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,000 reviews)
Pros—-staff was incredibly kind Great food available for room service through Larks Cons—room was uncomfortably small.. luckily it was only one person but 2 people could not move around comfortably in this room and the bedding MUST be updated. We truly aren’t ones to complain but it might’ve been ...

Reviewed on 23 Feb, 2026

Ashland Springs Hotel
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
The price is S$206 per night from 1 Mar to 2 Mar
S$206
1 Mar - 2 Mar
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the breakfast and the pool in their reviews. ...
9.6/10 Exceptional! (1,000 reviews)
We always enjoy staying at this location.

Reviewed on 26 Feb, 2026

Compass by Margaritaville in Medford
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,462 reviews)
Convenient location, Rooms clean, courteous staff. We always stay here on our way through from Portland to San Frasncisco. We have never been disappointed.

Reviewed on 27 Feb, 2026

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Ashland Hills Hotel & Suites
See all 705 properties in Jacksonville Historic District
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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Jacksonville Historic District

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