Find a Hotel in Historic Downtown District

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Top hotels in Historic Downtown District

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St Ashland OR
$132 nightly
The price is $147 total per night from Feb 18 to Feb 19
$147 total
Feb 18 - Feb 19
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, ...
Great place, quite and very helpful and friendly staff

Reviewed on Feb 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
$241 nightly
The price is $268 total per night from Feb 9 to Feb 10
$268 total
Feb 9 - Feb 10
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 ...
The room is fantastic!! Highly recommend!

Reviewed on Jan 15, 2026

Opens in a new windowWinchester Inn
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $183 total per night from Feb 9 to Feb 10
$183 total
Feb 9 - Feb 10
Total with taxes and fees
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 ...
Room, staff, location, amenities. Polite professional staff is ALWAYS a good thing. Can never have too much of that. Your staff has been incredible every visit. KUDOS! Thank you for caring.

Reviewed on Feb 8, 2026

Opens in a new windowCompass by Margaritaville in Medford
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Feb 10 to Feb 11
$101 total
Feb 10 - Feb 11
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 ...
Really nice vintage decor/room, good shower.

Reviewed on Feb 3, 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
$90 nightly
The price is $100 total per night from Feb 9 to Feb 10
$100 total
Feb 9 - Feb 10
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, ...
Great location for the price

Reviewed on Feb 5, 2026

Opens in a new windowStratford Inn
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
$94 nightly
The price is $106 total per night from Feb 9 to Feb 10
$106 total
Feb 9 - Feb 10
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 ...
Great employees very helpful and also the shuttle to and from airport is extremely helpful 👍

Reviewed on Feb 4, 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
$106 nightly
The price is $118 total per night from Feb 15 to Feb 16
$118 total
Feb 15 - Feb 16
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 ...
Front desk staff were very helpful and gave us a nice room with direct access to the lawn for our four-legged companion. Room was clean though the light over the round coffee table gave everything a greenish hue. I suggest you change that to a better modern one.

Reviewed on Jan 29, 2026

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 Feb 10 to Feb 11
$117 total
Feb 10 - Feb 11
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 ...
Clean, great location

Reviewed on Jan 12, 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
$41 nightly
The price is $46 total per night from Feb 18 to Feb 19
$46 total
Feb 18 - Feb 19
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 ...
Room clean, front desk host was efficient and polite. Been here before, why I came back.

Reviewed on Jan 27, 2026

Opens in a new windowMotel 6 Medford, OR - North
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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

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