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.
Hummingbird Estate Wine & Suites
Price was $381, price is now $306 per person
$306
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Ashland Commons Hostel
Price was $432, price is now $340 per person
$340
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
This hostal doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and laundry facilities are also on offer.
McCall House Boutique Inn
Historic Downtown District
Price was $911, price is now $742 per person
$742
per person
Apr 21 - Apr 24
found 21 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Medford (MFR)
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.
Top Historic Downtown District hotels deals
Ashland Springs Hotel
212 E Main St Ashland OR
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Mar 16 - Mar 17
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.
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $122 total per night
$122 total
Mar 16 - Mar 17
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.
Winchester Inn
35 S. 2nd St. Ashland OR
$201 nightly
The price is $224 total per night
$224 total
Mar 16 - Mar 17
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
$208 nightly
The price is $232 total per night
$232 total
Mar 16 - Mar 17
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
Spacious 2 bedroom historic home with two king beds and kitchenette.
Ashland OR
$369 nightly
The price is $397 total per night
$397 total
Mar 16 - Mar 17
Total with taxes and fees
Stay at this apartment in Ashland. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby.
Air conditioning
Outdoor Space
Stratford Inn
555 Siskiyou Blvd Ashland OR
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $112 total per night
$112 total
Mar 16 - Mar 17
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a terrace, and a library are also on offer.
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
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.
Thomas Theatre
4.5/5(81 reviews)
You can get tickets for a performance at Thomas Theatre on your trip to Ashland. Experience the area's lively festivals and entertainment choices.
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