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
$190 nightly
The price is $212 total per night from Nov 1 to Nov 2
$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, ...
Location was very convenient to walking everywhere. Breakfast was fresh and delicious.

Reviewed on Oct 12, 2025

Opens in a new windowMcCall House Boutique Inn
Winchester Inn

Winchester Inn

3.5 out of 5
35 S. 2nd St., Ashland, OR
$152 nightly
The price is $170 total per night from Oct 27 to Oct 28
$170 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 ...
Lovely room

Reviewed on Oct 15, 2025

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
$111 nightly
The price is $124 total per night from Nov 3 to Nov 4
$124 total
Nov 3 - Nov 4
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 ...
Lovely music & coffee on the mezzanine in a.m. Beautiful decor. Comfortable bedding. Tea & cookies on the mezzanine in the afternoon. An orientation to amenities on arrival would have been helpful.

Reviewed on Oct 4, 2025

Opens in a new windowAshland Springs Hotel
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 Nov 6 to Nov 7
$99 total
Nov 6 - Nov 7
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 ...
We came for a softball tournament. Just needed a place to sleep and relax and this did the job. It was about 14 minutes from the fields and even though we were right next to the airport it was pretty quiet. It has a full size fridge which was really nice! The ice machine took forever to make ice. ...

Reviewed on Oct 17, 2025

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
$108 nightly
The price is $122 total per night from Oct 24 to Oct 25
$122 total
Oct 24 - Oct 25
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 ...
We arrived late from the airport. Very easy check in with a real person. The room was very clean and comfortable. Sinks were outside the toilet and shower. Sheets clean and crisp. Towels white and fluffy. Bed was a little hard. Pillows were large and fluffy. Very nice place to stay.

Reviewed on Oct 18, 2025

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
$138 nightly
The price is $154 total per night from Oct 26 to Oct 27
$154 total
Oct 26 - Oct 27
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 ...
The front desk staff was exceptionally nice. Parking lot and self parking great. Property was clean. This is definitely a VINTAGE hotel. Design from the 1968-1975 timeframe. I believe rather than remodel things, they designed the hotel around this 1970s vintage theme. For example our bathroom had ...

Reviewed on Oct 18, 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
$99 nightly
The price is $110 total per night from Nov 15 to Nov 16
$110 total
Nov 15 - Nov 16
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 ...
Great location and nice room

Reviewed on Oct 18, 2025

Opens in a new windowThe Bard's Inn, BW Signature Collection by Best Western
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $69 total per night from Nov 12 to Nov 13
$69 total
Nov 12 - Nov 13
Total with taxes and fees
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 ...
Easy check-in and check out, room was clean and comfortable, and breakfast was surprisingly good for such a small property.

Reviewed on Oct 17, 2025

Opens in a new windowFlagship Inn of Ashland
Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2 out of 5
2400 Biddle Rd, Medford, OR
Fully refundable
$45 nightly
The price is $51 total per night from Oct 27 to Oct 28
$51 total
Oct 27 - Oct 28
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 ...
Cool

Reviewed on Oct 13, 2025

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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