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 $618, price is now $495 per person
$495
per person
Nov 10 - Nov 17
found 11 hours ago
Roundtrip non-stop flight included
Orange County (SNA) 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.
Compass by Margaritaville in Medford
Price was $955, price is now $716 per person
$716
per person
Nov 10 - Nov 17
found 11 hours ago
Roundtrip non-stop flight included
Orange County (SNA) 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.
A Cowslip's Belle Inn
Price was $1,194, price is now $969 per person
$969
per person
Nov 10 - Nov 17
found 11 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to Medford (MFR)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out.
My Place Hotel-Medford OR
Price was $690, price is now $587 per person
$587
per person
Nov 10 - Nov 17
found 11 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to Medford (MFR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A snack bar/deli, a picnic area, and a computer station are also on offer.
Rosewood Studio by WanderLodges
Price was $852, price is now $728 per person
$728
per person
Nov 10 - Nov 17
found 11 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to Medford (MFR)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
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
$109 nightly
The price is $122 total per night
$122 total
Nov 1 - Nov 2
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
$189 nightly
The price is $211 total per night
$211 total
Oct 19 - Oct 20
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
McCall House Boutique Inn
153 Oak St, Ashland, OR
$190 nightly
The price is $212 total per night
$212 total
Nov 1 - Nov 2
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
Winchester Inn
35 S. 2nd St., Ashland, OR
$193 nightly
The price is $216 total per night
$216 total
Oct 27 - Oct 28
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
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
Oct 8 - Oct 9
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
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $154 total per night
$154 total
Oct 12 - Oct 13
Total with taxes and fees
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.
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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