Hotels in Historic Downtown District
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Tomorrow night
Check prices in Historic Downtown District for tomorrow night, May 18 - May 19Featured Hotels in Historic Downtown District

The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
Free Cancellation
Reserve now, pay when you stay
0.22 mi from Historic Downtown District
The price is $122 total per night
$122 total
per night
May 25 - May 26
Guests of The Bard's Inn, BW Signature Collection by Best Western enjoy access to free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include a garden, a vending machine, and a water dispenser.
Pool
Breakfast included

Ashland Springs Hotel
212 E Main St Ashland OR
0.08 mi from Historic Downtown District
The price is $145 total per night
$145 total
per night
May 25 - May 26
Guests staying at Ashland Springs Hotel enjoy access to a full-service spa, a gym, and a sauna. A stay here includes free parking. The front desk is staffed 24/7 to help with securing valuables, tours or tickets, and dry cleaning/laundry. Other amenities at this spa hotel include free WiFi in public areas, meeting rooms, and a conference center.
Spa
Pet friendly

Winchester Inn
35 S. 2nd St. Ashland OR
0.17 mi from Historic Downtown District
The price is $273 total per night
$273 total
per night
May 18 - May 19
Guests of Winchester Inn enjoy free WiFi in public areas, a meeting room, and free newspapers. If you plan to drive, free parking is available. Front-desk staff can assist with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include a terrace, a garden, and a gift shop.
Breakfast included
Parking included

McCall House Boutique Inn
153 Oak St Ashland OR
0.09 mi from Historic Downtown District
The price is $335 total per night
$335 total
per night
May 18 - May 19
McCall House Boutique Inn features free WiFi in public areas, a business center, and coffee in a common area. You can take advantage of free parking if you drive. The front desk has multilingual staff that can help with luggage storage and concierge services. Other amenities at this hot springs bed & breakfast include a microwave in a common area, a refrigerator in a common area, and a computer station.
Breakfast included
Parking included

Stratford Inn
555 Siskiyou Blvd Ashland OR
Free Cancellation
Reserve now, pay when you stay
0.39 mi from Historic Downtown District
The price is $139 total per night
$139 total
per night
May 18 - May 19
Guests of Stratford Inn have access to an indoor pool, a children's pool, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include a hot tub, a 24-hour business center, and a meeting room.
Pool
Hot Tub

Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
Free Cancellation
Reserve now, pay when you stay
1.17 mi from Historic Downtown District
The price is $65 total per night
$65 total
per night
May 25 - May 26
Guests of Prospero's Flagship Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a vending machine, a picnic area, and barbecue grills.
Pool
Breakfast included

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Free Cancellation
Reserve now, pay when you stay
2.67 mi from Historic Downtown District
The price is $149 total per night
$149 total
per night
May 18 - May 19
Guests staying at Ashland Hills Hotel & Suites enjoy an outdoor pool, a gym, and outdoor tennis courts. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables, tours or tickets, and luggage storage. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Free Cancellation
Reserve now, pay when you stay
10.13 mi from Historic Downtown District
The price is $193 total per night
$193 total
per night
May 18 - May 19
Guests of Compass by Margaritaville in Medford enjoy a casino, an outdoor pool, and a 24-hour gym. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Other amenities at this golf hotel include free WiFi in public areas, meeting rooms, and a 24-hour business center.
Pool
Breakfast included

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
Free Cancellation
Reserve now, pay when you stay
13.6 mi from Historic Downtown District
The price is $101 total per night
$101 total
per night
May 31 - Jun 1
At Rogue Regency Inn Medford Airport, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free airport shuttle (available 24 hours). The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
Don't see what you're looking for?
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.
Historic Downtown District hotels essential information
Accommodation | 711 hotels |
|---|---|
Lowest Price | $65 |
Highest Price | $335 |
Popular hotels | The Bard's Inn, BW Signature Collection by Best Western, Ashland Springs Hotel, Winchester Inn, McCall House Boutique Inn, Rogue Regency Inn Medford Airport, Prospero's Flagship Inn, Compass by Margaritaville in Medford, Ashland Hills Hotel & Suites, Stratford Inn |
Popular places to visit

Oregon Shakespeare Festival
4.5/5(268 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.
Recent Reviews

Rogue Regency Inn Medford Airport
4/5 Good
"Breakfast lacking"
A verified traveler stayed at Rogue Regency Inn Medford Airport
Posted 15 hours ago


