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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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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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 acclaimed theatre scene.

Allen Elizabethan 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 entertainment choices.

Thomas Theatre

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 ₹9,390 per night from 4 Jun to 5 Jun
₹9,390
per night
4 Jun - 5 Jun
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,152 reviews)
"Wonderful experience in every aspect. Park and fly, with shuttle was so convenient"

Reviewed on 31 May 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 ₹19,462 per night from 4 Jun to 5 Jun
₹19,462
per night
4 Jun - 5 Jun
Stay at this 3-star spa hotel in Ashland. 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)
"It is an extremely lovely and exceptionally well maintained hotel. Our room was small, but we did get the most reasonably priced room! The room had a nice modern bathroom. Everything was perfectly clean. They have a secure parking garage."

Reviewed on 28 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
The price is ₹15,858 per night from 9 Jun to 10 Jun
₹15,858
per night
9 Jun - 10 Jun
Stay at this hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"We really loved staying here. It was a short walk to food and a play that we saw. When we come back we will stay here again."

Reviewed on 1 Jun 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 ₹15,822 per night from 4 Jun to 5 Jun
₹15,822
per night
4 Jun - 5 Jun
Stay at this 4-star B&B in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Oregon Shakespeare Festival and Allen Elizabethan ...
9.8/10 Exceptional! (233 reviews)
Good place to stay in Ashland.
"Nice place, well located, great staff, delightful breakfast. Like many older inns, room was pretty small and the electrical system would benefit from some modernizing to accommodate needs of 2020+ info tech. However, they did offer EV charging, which was a real plus."

Reviewed on 24 May 2024

McCall House Boutique Inn
Winchester Inn
Winchester Inn
3.5 out of 5
35 S. 2nd St., Ashland, OR
The price is ₹16,736 per night from 4 Jun to 5 Jun
₹16,736
per night
4 Jun - 5 Jun
Stay at this 3.5-star inn in Ashland. 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! (200 reviews)
"The service was delightful"

Reviewed on 12 May 2024

Winchester Inn
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is ₹10,433 per night from 9 Jun to 10 Jun
₹10,433
per night
9 Jun - 10 Jun
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool in their ...
9/10 Wonderful! (1,522 reviews)
"The Stratford Inn provided a convenient stay for our visit to Ashland. The hotel is a convenient walk to Lithia Park and downtown with plenty of options for dining close by. My family enjoyed are stay and look forward to visiting again"

Reviewed on 31 May 2024

Stratford Inn
See all 592 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 Oregon Shakespeare Festival.

Skidmore Academy Historic District

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