Deals on vacations and trips to Historic Downtown District
Top Historic Downtown District hotels deals
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street, Ashland, OR
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $177 total per night
$177 total
Aug 24 - Aug 25
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A 24-hour business center, a garden, and luggage storage are also on offer.
Pool
Breakfast included
Ashland Springs Hotel
212 E Main St, Ashland, OR
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $195 total per night
$195 total
Aug 24 - Aug 25
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.
Spa
Pet friendly
Winchester Inn
35 S. 2nd St., Ashland, OR
$210 nightly
The price is $234 total per night
$234 total
Aug 25 - Aug 26
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and dry cleaning are also on offer.
Breakfast included
Parking included
McCall House Boutique Inn
153 Oak St, Ashland, OR
$304 nightly
The price is $339 total per night
$339 total
Aug 25 - Aug 26
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, a garden, and a lobby fireplace are also on offer.
Breakfast included
Parking included
Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $122 total per night
$122 total
Aug 22 - Aug 23
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and free continental breakfast each morning.
Pool
Hot Tub
Quality Inn & Suites Medford Airport
1950 Biddle Rd, Medford, OR
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $91 total per night
$91 total
Sep 18 - Sep 19
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.
Pool
Hot Tub
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View all propertiesLowest 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
4.5/5(265 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.
Oregon Cabaret Theatre
4.5/5(47 reviews)
You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
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