Ashland Vacations
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Where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Historic Downtown District
4 out of top 10 points of interest in this area
5/5(137 area reviews)
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Find the Best Ashland Vacation Packages
Ashland Hotel Deals
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is NT$3,381 per night from May 7 to May 8
NT$3,381
NT$4,085 total
May 7 - May 8
includes taxes & fees
8.8/10 Excellent! (1,458 reviews)
Very nice property! Very spacious room. Onsite restaurant was nicely decorated and food was good. Only disappointment was the Hot Tub was down for maintenance or something.
Reviewed on 2026/4/29
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
Fully refundableReserve now, pay when you stay
The price is NT$3,193 per night from May 3 to May 4
NT$3,193
NT$3,560 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
We brought our dog and got a pet friendly room. It wasnt stinky or anything which is a plus. Very nice location.
Reviewed on 2026/4/28
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is NT$3,512 per night from May 4 to May 5
NT$3,512
NT$3,916 total
May 4 - May 5
includes taxes & fees
9.4/10 Exceptional! (1,749 reviews)
The Inn is quite close to downtown - a short drive and easy to get to. The room was very nice - clean and comfortable. There was an indoor pool, although we did not use it. One highlight - unusual for a hotel- was the breakfast and breakfast area. The breakfast was up on the second floor and surrounded ...
Reviewed on 2026/4/29
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.
Discover the most popular places to visit in Ashland
Oregon Shakespeare Festival
4.5/5(268 reviews)
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.
Mount Ashland Ski Area
4/5(71 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.
Southern Oregon University
4.5/5(147 reviews)
Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's lively festivals and entertainment choices.
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- Children's Museum
- Tashi Choling Buddhist Center
- Grants Pass and Josephine County Chamber of Commerce
- Medford City Hall
- Lost Creek Park
- Alba Park
- Visit Skidmore Academy Historic District
- Cole M. Rivers Hatchery
- Rogue Valley Country Club
- Angus Bowmer Theatre
- Centennial Golf Club
- Oregon Shakespeare Festival
- The RRRink
- Fiasco Winery
- Stewart Meadows Golf Course
- The Glass Forge
- Visit Ashland
- Howard Prairie Lake
- Visit Medford
- Eagle Point Vacations
- Grants Pass Golf Club
- Rogue Valley Mall
- Grants Pass Welcome Center
- Quail Point Golf Course
- Scienceworks Hands-On Museum
- Schmidt Family Vineyards
- Visit Talent
- Mount Ashland Ski Area
- Southern Oregon University
- Palmerton Park
- Fichtner-Mainwaring Park
- Barnstormers Theater
- Allen Elizabethan Theatre
- Rogue River Vacations
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
