Ashland Travel Guide

Tourist Guide

Ashland
Photo by Lily S
Photo by Lily S
Photo by Jacqueline Sawatzky
Photo by Jacqueline Sawatzky
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts

Where to stay in Ashland

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Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Historic Downtown 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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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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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
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is NZ$245 per night from 1 Sept to 2 Sept
NZ$245
1 Sept - 2 Sept
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,456 reviews)
Cute, kitchy
"Pool is great, if not a little small for the size of the hotel. Food In the cafe was good - they were very under staffed though. The hotel is cute, could use a little updating and the refillable bottles in the shower instead of those tiny bottles that aren’t big enough for anyone’s head with hair. ..."

Reviewed on 13 Aug. 2025

Ashland Hills Hotel & Suites
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is NZ$149 per night from 18 Aug to 19 Aug
NZ$149
18 Aug - 19 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,004 reviews)
"Friendly and helpful staff. Excellent value for comfortable stay!"

Reviewed on 15 Aug. 2025

Flagship Inn of Ashland
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is NZ$186 per night from 14 Sept to 15 Sept
NZ$186
14 Sept - 15 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,011 reviews)
"Very nice."

Reviewed on 11 Aug. 2025

Comfort Inn & Suites Ashland
See all 743 properties in Ashland
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.
Hyatt Lake Mountain Retreat

Hyatt Lake Mountain Retreat

Ashland
Stay at this cabin in Ashland. Enjoy free WiFi, a garden, and patios. Popular attractions Hyatt Reservoir and Howard Prairie Lake are located nearby.
9.8/10 Exceptional! (80 reviews)
Relaxing cabin
"Fun to relax by the fire and unplug with some friends."

Reviewed on 20 Jul. 2025

Hyatt Lake Mountain Retreat
Ashland Lodge w/ Lake Views & Game Room Loft

Ashland Lodge w/ Lake Views & Game Room Loft

Ashland
Book a stay at this family-friendly vacation home in Ashland. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Howard Prairie ...
9.8/10 Exceptional! (53 reviews)
Excellent Everything
"We invited our children and grandchildren to stay with us. The house was perfect; the setting extraordinary; the amenities abundant! We would like to return. We saw twin fawns, bald eagles, white pelicans,… The bats were fun to watch."

Reviewed on 30 Jun. 2025

Ashland Lodge w/ Lake Views & Game Room Loft
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
159 N Main St, Ashland, OR
Stay at this 3-star business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Allen Elizabethan ...
9.6/10 Exceptional! (35 reviews)
"What a wonderful place to stay! The owners were very cordial and offered suggestion about places to go. We particularly loved to Koi pond right off our deck."

Reviewed on 28 Jul. 2025

A Cowslip's Belle Inn
See all properties in Ashland
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.

Popular places to visit

Oregon Shakespeare Festival

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
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

Southern Oregon University

Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's acclaimed theatre scene and lively festivals.

Southern Oregon University

Lithia Park

5/5(2 reviews)

Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Lithia Park

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

Howard Prairie Lake

Commune with nature and explore the great outdoors at Howard Prairie Lake during your travels in Ashland. While in this family-friendly area, you can savour the top-notch restaurants.

Howard Prairie Lake

Activities

Salem Puzzling Adventure

Ashland Puzzling Adventure

NZ$58
per traveller
Ashland Puzzling Adventure
See all activities in Ashland

Cities near Ashland

Medford

Medford

Klamath Falls

Klamath Falls

Klamath River

Klamath River