Deals on vacations and trips to Historic Downtown District
Historic Downtown District flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Flagship Inn of Ashland
Price was $674, price is now $620 per person
$620
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to Medford (MFR)
A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Ashland Hills Hotel & Suites
Price was $800, price is now $707 per person
$707
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to Medford (MFR)
2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free hotel. There's a free ski shuttle, and ski passes and ski storage are available on site. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Ashland Springs Hotel
Historic Downtown District
Price was $982, price is now $872 per person
$872
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to Medford (MFR)
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.
Lithia Springs Resort
Price was $969, price is now $914 per person
$914
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to Medford (MFR)
This bed & breakfast features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Compass by Margaritaville in Medford
Price was $803, price is now $758 per person
$758
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to Medford (MFR)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
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
$299 nightly
The price is $333 total per night
$333 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
$120 nightly
The price is $135 total per night
$135 total
Aug 24 - Aug 25
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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See all available properties in Historic Downtown District
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
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
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.
Frequently asked questions
Photos of local treasures
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