Historic Downtown District

Ashland

Historic Downtown District
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts

Popular places to visit

Things to do


Top hotels in Historic Downtown District

Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is S$300 per night from 2 Jun to 3 Jun
S$300
includes taxes & fees
2 Jun - 3 Jun
Stay at this 3-star spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,001 reviews)
"Nice and quiet"

Reviewed on 28 May, 2025

Ashland Springs Hotel
The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best Western
2.5 out of 5
132 N Main Street, Ashland, OR
The price is S$214 per night from 3 Jun to 4 Jun
S$214
includes taxes & fees
3 Jun - 4 Jun
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,000 reviews)
"The rooms are good with usual amenities. Two comfortable armchairs, good lighting, Easy parking and walkable to OSF, restaurants and shops. And free EV charger."

Reviewed on 30 May, 2025

The Bard's Inn, BW Signature Collection by Best Western
Winchester Inn
Winchester Inn
3.5 out of 5
35 S. 2nd St., Ashland, OR
The price is S$338 per night from 2 Jun to 3 Jun
S$338
includes taxes & fees
2 Jun - 3 Jun
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (245 reviews)
"quaint room. Fantastic restaurant. Excellent staff. Grounds need some sttention."

Reviewed on 16 May, 2025

Winchester Inn
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 15 Jun to 16 Jun
S$157
includes taxes & fees
15 Jun - 16 Jun
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,979 reviews)
"Very good service really enjoyed 0lour stay"

Reviewed on 29 May, 2025

Rogue Regency Inn and Suites
Motel 6 Medford, OR - North
Motel 6 Medford, OR - North
2 out of 5
2400 Biddle Rd, Medford, OR
The price is S$83 per night from 16 Jun to 17 Jun
S$83
includes taxes & fees
16 Jun - 17 Jun
Stay at this motel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,015 reviews)
"Staff was accomodating"

Reviewed on 29 May, 2025

Motel 6 Medford, OR - North
Quality Inn & Suites Medford Airport
Quality Inn & Suites Medford Airport
2.5 out of 5
1950 Biddle Rd, Medford, OR
The price is S$128 per night from 4 Jun to 5 Jun
S$128
includes taxes & fees
4 Jun - 5 Jun
Book a stay at this spa hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,000 reviews)
"It was nice, quiet and right next to the airport, which was super convenient for my early morning flight. The room smelled a little weird though. Like they had just painted it or something."

Reviewed on 27 May, 2025

Quality Inn & Suites Medford Airport
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.

Other neighbourhoods around Historic Downtown District

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Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.

Historic Railroad District
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Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.

Siskiyou-Hargadine Historic District
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Skidmore Academy Historic District

While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Skidmore Academy Historic District


Historic Downtown District