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Ashland – 30 hotels and places to stay
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Stratford Inn

Hotel in Ashland

Stratford Inn is located in Ashland. Free Wi-Fi is provided in all rooms and a hot tub is available on site. Central Ashland is 5 minutes’ walk away. Did not have time to have breakfast there, but I was impressed with the fact that the pool was open from 6AM until 1AM!!

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8.3
Very Good
646 reviews
Price from
$105
per night

Ashland Hills Hotel & Suites

Hotel in Ashland

Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1 mi from Southern Oregon University. I love this hotel! Great price located right near town and very close to some awesome hikes. I also love that they have a year round hot tub!

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8.8
Excellent
841 reviews
Price from
$101.15
per night

Plaza Inn & Suites at Ashland Creek

Hotel in Ashland

Plaza Inn & Suites at Ashland Creek is set in downtown Ashland, 1969 feet from the Oregon Shakespeare Festival. We stay here regularly when we drive from Seattle to LA, a comfortable stay that has pet friendly rooms, staff was very friendly. Good location, walkable food/bars nearby.

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8.4
Very Good
605 reviews
Price from
$125.10
per night

Comfort Inn & Suites Ashland

Hotel in Ashland

Featuring a heated indoor swimming pool and hot tub, this Ashland, Oregon hotel is 15 minutes’ drive away from Rogue Valley International-Medford Airport. Free Wi-Fi is provided in all rooms. Loved breakfast very morning. Location off the 5 was amazing. Staff was friendly. Pool was awesome open 24 hours

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8.2
Very Good
424 reviews
Price from
$96.90
per night

Best Western Windsor Inn

Hotel in Ashland

Offering English Tudor-style architecture, Best Western Windsor Inn is located in Ashland, Oregon. An outdoor swimming pool, a fitness center, and free WiFi access are featured here. Location is convenient to I5, and restaurants. Hotel is very clean. Beds are comfortable. Good breakfast selections, and taste.

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8.6
Excellent
443 reviews
Price from
$116
per night

Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel

Hotel in Ashland

Featuring an indoor pool and a fitness center, Holiday Inn Express Hotel & Suites Ashland offers rooms with free Wi-Fi. Southern Oregon University is 1.4 mi away. We liked everything. Breakfast was great, the room was spacious and the staff was super courteous. Highly recommend the Hampton Inn & Suites in Ashland.

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8.9
Excellent
204 reviews
Price from
$118.68
per night

Ashland Springs Hotel

Hotel in Ashland

Located less than a 5 minute walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining. This is an amazing place to stay for several reasons. It is a historic hotel that has been beautifully remodeled. The rooms are comfortable and quiet. It is downtown next to theaters and great restaurants. Incredible value for your money. Can't think of a nicer staff. We loved it. One of the best places we've stayed and we travel a lot.

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8.8
Excellent
222 reviews
Price from
$139
per night

Winchester Inn

Hotel in Ashland

Winchester Inn is set in Ashland, only 984 feet from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included. Perfect location, just a minute away from downtown Ashland. I brought my daughter for a short getaway -- during these COVID days that can be scary. But it's a perfect place in general and felt safe and precautions taking for COVID.

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9.4
Awesome
253 reviews
Price from
$165.75
per night

Callahan's Lodge

Hotel in Ashland

Located in Ashland, 9.9 mi from Emigrant Lake, Callahan's Lodge features accommodations with a restaurant, free private parking, a bar and a shared lounge. The food! And the music. Very warm ambience. Super comfy bed.

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8.4
Very Good
111 reviews
Price from
$154.70
per night

Ashland Valley Inn

Hotel in Ashland

Set in Ashland, within 2.7 mi of Oregon Shakespeare Festival and 3.1 mi of Oregon Cabaret Theater, Ashland Valley Inn offers accommodations with a seasonal outdoor swimming pool and free WiFi... Clean and friendly independent motel. Owners are experienced and take excellent care. Breakfast has real silverware and china although only vegetarian choices. King bed had 5 pillows with a variety of firmnesses. I thoroughly enjoyed my stay. Room was $80 plus pet fee and tax.

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5.7
Review score
17 reviews

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FAQs about hotels in Ashland

  • For hotels in Ashland that serve highly-rated breakfasts, try Callahan's Lodge, Winchester Inn, and Best Western Windsor Inn.

  • The average price per night for a 3-star hotel in Ashland this weekend is $173 or, for a 4-star hotel, $240. Looking for something even fancier? 5-star hotels in Ashland for this weekend cost around $260 per night, on average (based on Booking.com prices).

  • Winchester Inn, Ashland Springs Hotel, and Ashland Hills Hotel & Suites are some of the popular hotels in Ashland.

  • These hotels in Ashland are highly rated by couples: Winchester Inn, Ashland Springs Hotel, and Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel.

  • On average, 3-star hotels in Ashland cost $159 per night, and 4-star hotels in Ashland are $206 per night. If you're looking for something really special, a 5-star hotel in Ashland can be found for $258 per night, on average (based on Booking.com prices).

  • Many families visiting Ashland loved staying at Winchester Inn, Ashland Hills Hotel & Suites, and Ashland Springs Hotel.

  • On average, it costs $137 per night to book a 3-star hotel in Ashland for tonight. You'll pay around $211 if you choose to stay in a 4-star hotel tonight, while a 5-star hotel in Ashland will cost around $244, on average (based on Booking.com prices).

  • Callahan's Lodge, Ashland Hills Hotel & Suites, and Ashland Springs Hotel got great room view-related reviews from travelers in Ashland.

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