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Ashland – 28 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. Large rooms, pet friendly, very clean, short walking distance to downtown, very friendly staff, easy parking. This is an old-fashioned motel with keys (!) instead of keycards, but the service, cleanliness, and room size are also old-fashioned and wonderful. Indoor pool downstairs and large breakfast room.

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8.3
Very Good
1,204 reviews
Price from
$105
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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7.8
Good
724 reviews
Price from
$99
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. Very professional and efficient and location was excellent. The beds were very nice and clean and breakfast was great. Everything was in working order. Plenty of space for the dogs to walk.

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7.8
Good
427 reviews
Price from
$90.54
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.

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8.2
Very Good
454 reviews
Price from
$103.70
per night

Callahan's Lodge

Hotel in Ashland

Located in Ashland, 9.4 miles from Oak Knoll Golf Course, Callahan's Lodge has accommodations with a fitness center, free private parking, a garden and a shared lounge. The staff were so friendly and welcoming and made it feel like home. The Lodge itself is in a lovely setting, surrounded by mountains and forest. We were lucky to go whilst it was snowing, so it looked even more beautiful. Breakfast is continental and tasty. They have a self service pancake making machine too. The room was very clean and a perfect temperature for our arrival. The jacuzzi bath was delightful and the bed was extremely comfortable, with great pillows too. There are facilities to make tea and coffee and a decent sized fridge in the room. Lots of sockets to charge your electricals

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8.3
Very Good
311 reviews
Price from
$106.25
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. neat,clean, warm, staff was nice

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8.8
Excellent
248 reviews
Price from
$116.10
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. Breakfast was exceptional. There were many options to fit others likings for breakfast. The Cafe was delicious. The staff was more than helpful and gave me great advice. I would and will definitely be staying here again.

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8.4
Very Good
584 reviews
Price from
$119
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. Great breakfast. Location very central. Excellent

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8.6
Excellent
244 reviews
Price from
$103.55
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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9.3
Wonderful
280 reviews
Price from
$95.76
per night

Ashland Valley Inn

Hotel in Ashland

Featuring 3-star accommodations, Ashland Valley Inn is located in Ashland, 2.7 miles from Oregon Shakespeare Festival and 2.8 miles from Oregon Cabaret Theatre. I thought the reception was amazing and very responsive to our needs. The room was lovely, very very nice. A few cobwebs here and there and the AC didn't seem to work very well at first (it eventually catches up!) But other than that, it was lovely.

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4.4
Review score
7 reviews

Most-booked hotels in Ashland in the past month

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FAQs about hotels in Ashland

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

  • On average, it costs $118 per night to book a 3-star hotel in Ashland for tonight. You'll pay around $127 if you choose to stay in a 4-star hotel tonight, while a 5-star hotel in Ashland will cost around $185, on average (based on Booking.com prices).

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

  • For hotels in Ashland that serve highly-rated breakfasts, try Winchester Inn, Stratford Inn, and Ashland Springs Hotel.

  • Winchester Inn, Bayberry Inn B&B, and Stratford Inn are some of the popular hotels in Ashland.

  • On average, 3-star hotels in Ashland cost $0 per night, and 4-star hotels in Ashland are $2 per night. If you're looking for something really special, a 5-star hotel in Ashland can be found for $0 per night, on average (based on Booking.com prices).

  • The average price per night for a 3-star hotel in Ashland this weekend is $129 or, for a 4-star hotel, $173. Looking for something even fancier? 5-star hotels in Ashland for this weekend cost around $219 per night, on average (based on Booking.com prices).

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What Guests Said About Ashland:

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