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(133 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
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,668 reviews)
Great location and easily walkable to anything and everything downtown!
Reviewed on Feb 1, 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ￥10,808 per night from Feb 5 to Feb 6
￥10,808
￥14,389 total
Feb 5 - Feb 6
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
We upgraded and that was not wise. The rooms are extremely small. The upgrade was not worth the $ as we viewed 3 rooms before choosing one. The Hotel is a classic, historical center of quaint Ashland. Good staffstaff
Reviewed on Jan 27, 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundable
The price is ￥13,421 per night from Feb 5 to Feb 6
￥13,421
￥16,523 total
Feb 5 - Feb 6
includes taxes & fees
8.8/10 Excellent! (1,481 reviews)
Front desk staff were very helpful and gave us a nice room with direct access to the lawn for our four-legged companion. Room was clean though the light over the round coffee table gave everything a greenish hue. I suggest you change that to a better modern one.
Reviewed on Jan 29, 2026
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
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.
What to do in Ashland
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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.
