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Hotels near Oregon Shakespeare Festival Ashland

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Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

Where to stay near Oregon Shakespeare Festival?

Flagship Inn of Ashland
Desk, blackout drapes, iron/ironing board, WiFi

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1003)
$75 nightly
The price is $84
May 26 - May 27
Total includes taxes and fees
Flagship Inn of 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.

Other landmarks in Historic Downtown District

Thomas Theatre

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

See properties in Thomas Theatre
Thomas Theatre
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

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Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What are the best hotels near Oregon Shakespeare Festival?
  • Guests love staying at Winchester Inn, which is an inn near Oregon Shakespeare Festival.
  • Also highly rated is Ashland Springs Hotel, which is just steps away.
  • You’ll find 757 hotels, vacation rentals, and more to choose from in the area.
How much does it cost to stay in a hotel near Oregon Shakespeare Festival?
On Hotels.com, you can find a variety of room prices depending on when and where you plan to go. Simply sort by price on the search results and filter by your preferred criteria to find the best options for you and your budget.
  • Search for the lowest price per night $83 total
What cheap hotels are close to Oregon Shakespeare Festival?
Can I find hotels close to Oregon Shakespeare Festival that are fully refundable?
Yes, there are many hotels with refundable room rates, but be sure to check the cancellation deadline. Find refundable rates using the “Fully refundable” filter when you search for hotels.
What are the best romantic hotels near Oregon Shakespeare Festival?
  • If you are looking for a romantic stay, Ashland Springs Hotel offers a restaurant, a spa, and a bar/lounge. It’s steps from Oregon Shakespeare Festival.
  • Bayberry Inn and Retreat is another great choice, and it’s 15 minutes away on foot.
What are the best hotels close to Oregon Shakespeare Festival with free breakfast?
  • Begin your day with a free continental breakfast at Ashland Springs Hotel, which is steps from Oregon Shakespeare Festival.
  • Winchester Inn is also a recommended place to stay with a free cooked-to-order breakfast. It’s 3 minutes away on foot.
Which hotels near Oregon Shakespeare Festival have rooms with great views?
  • At Ashland Springs Hotel, there are rooms where you can take in the city view. The hotel is steps from Oregon Shakespeare Festival.
  • Also recommended is Winchester Inn, which offers rooms with views.
What are the best family hotels close to Oregon Shakespeare Festival?
What are the best luxury hotels near Oregon Shakespeare Festival?
  • Treat yourself when you stay at Hummingbird Estate Wine & Suites, which is a 29-minute drive from Oregon Shakespeare Festival and offers a bar/lounge, a terrace, and wedding services.
What are the best hotels near Oregon Shakespeare Festival with free parking?
  • Travelers looking to drive and park with ease should consider a stay at Ashland Springs Hotel, which offers free parking. You’ll be steps from Oregon Shakespeare Festival.
  • Another property that offers free parking is Winchester Inn, which is 3 minutes away on foot.
What are the best hotels near Oregon Shakespeare Festival with a pool?
What cheap motels can I book close to Oregon Shakespeare Festival?
  • To stay economically near Oregon Shakespeare Festival, you can book Ashland Motel - Oregon, which offers a seasonal outdoor pool and Egyptian cotton sheets.
  • Another affordable motel to consider is City Center Motel.
What are the best things to see and do around my hotel near Oregon Shakespeare Festival?
  • Sights like Lithia & Driveway Fields, Britt Pavilion, and Mount Ashland Ski Area are in the area near Oregon Shakespeare Festival.
  • Rogue Valley Country Club, Lithia Park, and Rogue Valley Mall are other places to visit in the area.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

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