Find a Hotel in Historic Downtown District

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top hotels in Historic Downtown District

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St Ashland OR
$130 nightly
The price is $145 total per night from Feb 1 to Feb 2
$145 total
Feb 1 - Feb 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, ...
Limited iptions for breafast

Reviewed on Jan 4, 2026

Opens in a new windowMcCall House Boutique Inn
Winchester Inn

Winchester Inn

3.5 out of 5
35 S. 2nd St. Ashland OR
$160 nightly
The price is $179 total per night from Jan 7 to Jan 8
$179 total
Jan 7 - Jan 8
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 ...
Property was beautiful. Room was large, clean and nicely appointed. The only disappointment was not getting to sample the highly rated breakfast as we learned after we made our booking that the kitchen and restaurant were shut down for a yearly deep clean.

Reviewed on Jan 4, 2026

Opens in a new windowWinchester Inn
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Jan 11 to Jan 12
$123 total
Jan 11 - Jan 12
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 ...
Loved everything however we are allergic to cats and our room on the 5th floor had some pet allergies that set off an allergic reaction we didn't expect. We had understood pets were only allowed on the 3rd floor. Additionally the room across the hall had several dogs that barked...not a huge issue ...

Reviewed on Jan 5, 2026

Opens in a new windowAshland Springs Hotel
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Jan 24 to Jan 25
$90 total
Jan 24 - Jan 25
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, ...
Rooms clwan and quier

Reviewed on Dec 31, 2025

Opens in a new windowStratford Inn
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd Medford OR
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Jan 26 to Jan 27
$99 total
Jan 26 - Jan 27
Total with taxes and fees
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 ...
Beds are really soft and space is clean and newer. No breakfast and nothing much around the area.

Reviewed on Jan 2, 2026

Opens in a new windowMy Place Hotel-Medford OR
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Jan 7 to Jan 8
$98 total
Jan 7 - Jan 8
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 ...
The rooms are fine, but the bed and pillows are not as comfortable as hoped.

Reviewed on Jan 1, 2026

Opens in a new windowRogue Regency Inn and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Jan 11 to Jan 12
$122 total
Jan 11 - Jan 12
Total with taxes and fees
This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free ...
Nice, clean room. Super dog-friendly. There’s even a dog park! The staff was great.

Reviewed on Dec 28, 2025

Opens in a new windowAshland Hills Hotel & Suites
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street Ashland OR
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Jan 11 to Jan 12
$117 total
Jan 11 - Jan 12
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 ...
Thus is our go to hotel every time we visit Ashland. It is quiet and extremely close to downtown.

Reviewed on Jan 2, 2026

Opens in a new windowThe Bard's Inn, BW Signature Collection by Best Western
Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2 out of 5
2400 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
$33 nightly
The price is $37 total per night from Jan 15 to Jan 16
$37 total
Jan 15 - Jan 16
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...
The staff was quick and very kind when we checked in late at night making us feel welcome

Reviewed on Jan 3, 2026

Opens in a new windowMotel 6 Medford, OR - North
Don't see what you're looking for?
See all available properties in Historic Downtown District
View all properties
Lowest 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 Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Historic Downtown District area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Historic Downtown District to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Historic Downtown District are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Historic Downtown District hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity