Historic Downtown District

Ashland
Historic Downtown District

Popular places to visit

Image for Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can make plans for a show 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
Image for Mount Ashland Ski Area

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
Image for Allen Elizabethan Theatre

Allen Elizabethan Theatre

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

Allen Elizabethan Theatre
Image for Oregon Cabaret Theatre

Oregon Cabaret Theatre

You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret Theatre
Image for Angus Bowmer Theatre

Angus Bowmer Theatre

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

Angus Bowmer Theatre
Image for Thomas Theatre

Thomas Theatre

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

Thomas Theatre

Things to do

Image for Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Ashland Team Trivia Hunt: New 2024 Mobile Game App!

P2,324
Per adult
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
Image for Ashland Puzzling Adventure

Ashland Puzzling Adventure

P1,934
Per adult
Ashland Puzzling Adventure
Image for Rogue River Gold Nugget All Day Rafting & Kayaking

Rogue River Gold Nugget All Day Rafting & Kayaking

P10,235
Per adult
Rogue River Gold Nugget All Day Rafting & Kayaking
See all activities in Ashland

Top hotels in Historic Downtown District

Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is P5,948 per night from 19 May to 20 May
P5,948
per night
19 May - 20 May
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,120 reviews)
"Wonderful getaway spot with a friendly staff and great food. Hoping to check out the comedy club next time."

Reviewed on May 14, 2024

Rogue Regency Inn and Suites
Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is P9,475 per night from 19 May to 20 May
P9,475
per night
19 May - 20 May
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,003 reviews)
"Ashland has great dining, cute shops, and live theater. The hotel is located right in the middle of everything. We never needed the car. The hotel is quaint and sweet, and very clean. But the room was too small. Hard to find place to put our stuff. The staff and service got the job done but were ..."

Reviewed on May 16, 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
The price is P8,620 per night from 19 May to 20 May
P8,620
per night
19 May - 20 May
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 ...
8.8/10 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 May 12, 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
The price is P12,969 per night from 19 May to 20 May
P12,969
per night
19 May - 20 May
Stay at this 4-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oregon Shakespeare Festival and Allen Elizabethan ...
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 Mar 31, 2024

McCall House Boutique Inn
Winchester Inn
Winchester Inn
3.5 out of 5
35 S. 2nd St., Ashland, OR
The price is P14,424 per night from 3 Jun to 4 Jun
P14,424
per night
3 Jun - 4 Jun
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (203 reviews)
"The service was delightful"

Reviewed on May 12, 2024

Winchester Inn
My Place Hotel-Medford OR
My Place Hotel-Medford OR
3 out of 5
580 Airport Rd, Medford, OR
The price is P6,551 per night from 19 May to 20 May
P6,551
per night
19 May - 20 May
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (872 reviews)
Great hotel but rough guests
"Hotel is really nice an updated. The rooms have a nice little kitchenette with a microwave, cooktop and full size refrigerator. Only bad thing about this place is no complimentary breakfast. The one bad thing that comes with the super cheap room rate is the quality of guests as well. Loud banging, ..."

Reviewed on May 14, 2024

My Place Hotel-Medford OR
See all 606 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

Road trip food!! I loved the burrito bowl

Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

Historic Railroad District
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Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Siskiyou-Hargadine Historic District
Walked across the street from the ER and imagine this was the view from a physician parking lot

Skidmore Academy Historic District

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Angus Bowmer Theatre are two attractions nearby that you can check out.

Skidmore Academy Historic District

Historic Downtown District