Historic Downtown District Travel Guide

Ashland
Historic Downtown District

Popular places to visit

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Oregon Shakespeare Festival

You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival
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Mount Ashland Ski Area

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.

Mount Ashland Ski Area
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Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.

Allen Elizabethan Theatre
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Oregon Cabaret Theatre

You can get tickets for a performance at Oregon Cabaret Theatre during your stay in Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret Theatre
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Angus Bowmer Theatre

You can make plans for a show at Angus Bowmer Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.

Angus Bowmer Theatre
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Thomas Theatre

You can get tickets for a performance at Thomas Theatre during your trip to Ashland. Experience the area's lively festivals and acclaimed theatre scene.

Thomas Theatre

Top hotels in Historic Downtown District

My Place Hotel-Medford OR
My Place Hotel-Medford OR
3 out of 5
580 Airport Rd, Medford, OR
The price is ₹8,192 per night from 22 May to 23 May
₹8,192
per night
22 May - 23 May
Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the convenient parking in their reviews.
9/10 Wonderful! (871 reviews)
"Despite staff constantly smoking withing the no-smoking zone right infront of the motel, it was nice. Be sure to reserve the right dates. I accidentally reserved wrong dates by one day and the mote charged me $100 & then said it was Expedia...which i know is not true being a long time Expedia account ..."

Reviewed on 14 May 2024

My Place Hotel-Medford OR
Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is ₹13,769 per night from 21 May to 22 May
₹13,769
per night
21 May - 22 May
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews.
9.2/10 Wonderful! (1,002 reviews)
"Lovely hotel right in the middle of town!"

Reviewed on 15 May 2024

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
Fully refundableReserve now, pay when you stay
The price is ₹12,527 per night from 20 May to 21 May
₹12,527
per night
20 May - 21 May
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews.
8.8/10 Excellent! (1,005 reviews)
"The property is old, and the comforters need updating, but the location, free breakfast and staff made it worth the stay. Sweetest people ever."

Reviewed on 12 May 2024

The Bard's Inn, BW Signature Collection by Best Western
McCall House Boutique Inn
McCall House Boutique Inn
4 out of 5
153 Oak St, Ashland, OR
Fully refundable
The price is ₹18,847 per night from 20 May to 21 May
₹18,847
per night
20 May - 21 May
Enjoy free breakfast, free Wi-Fi and free parking.
9.8/10 Exceptional! (230 reviews)
"McCall House is a beautiful, historic property in an excellent location close to the OSF plays and Ashland’s many top restaurants."

Reviewed on 31 Mar 2024

McCall House Boutique Inn
Winchester Inn
Winchester Inn
3.5 out of 5
35 S. 2nd St., Ashland, OR
The price is ₹17,197 per night from 20 May to 21 May
₹17,197
per night
20 May - 21 May
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews.
9.6/10 Exceptional! (202 reviews)
"The service was delightful"

Reviewed on 12 May 2024

Winchester Inn
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is ₹8,643 per night from 16 May to 17 May
₹8,643
per night
16 May - 17 May
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews.
8.6/10 Excellent! (1,119 reviews)
"Wonderful getaway spot with a friendly staff and great food. Hoping to check out the comedy club next time."

Reviewed on 14 May 2024

Rogue Regency Inn and Suites
See all 600 properties in Historic Downtown 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.

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 Angus Bowmer Theatre.

Skidmore Academy Historic District

Historic Downtown District Travel Guide