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Ashland – 32 hotels and places to stay

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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.

The room was large and provided ample and useful furnishings. The bed was very comfortable. The housekeeping staff provided ample towels.
Scored 7.9
7.9
Rated good
Good
426 reviews
Price from
£66.21
per night
Ashland Hills Hotel & Suites, hotel in Ashland

Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1.6 km from Southern Oregon University.

on site restaurant, breakfast, location, adjoining rooms, facilities
Scored 8.4
8.4
Rated very good
Very good
460 reviews
Price from
£121.52
per night
Winchester Inn, hotel in Ashland

Winchester Inn is set in Ashland, only 300 metres from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included.

Breakfast was excellent! We loved the fresh pastries + choices available from the menu for second course. Centrally located. Very attentive staff. Cute interior.
Scored 9.4
9.4
Rated superb
Superb
388 reviews
Price from
£210.87
per night
The Peerless Hotel, hotel in Ashland

Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, 500 metres from Ashland Library.

The hotel is beautiful. The staff were very responsive and helpful going out of their way. Having access to the huge jacuzzi bath after long days walking was wonderful. The location is a 5 to 10 min walk to the main street through a pretty neighbourhood, I'm disabled and could manage it everyday multiple times. You have access to a common area which was empty most of the time. WiFi was fast. Check in was easy and when we had to contact to innkeeper, she responded within seconds. She let me use facilities that were not public and sent me restaurants that could cater to my allergies. She let us know about a local tour we might be interested in and was all round a legend of an innkeeper.
Scored 9.0
9.0
Rated superb
Superb
53 reviews
Price from
£174.20
per night
McCall House Boutique Hotel, hotel in Ashland

Situated in Ashland, 200 metres from Oregon Shakespeare Festival, McCall House Boutique Hotel features accommodation with a garden, free private parking and a shared lounge.

Staff and facilities were very. Nice.
Scored 9.8
9.8
Rated exceptional
Exceptional
21 reviews
Price from
£136.57
per night
Bayberry Inn B&B and Oregon Wellness Retreat, hotel in Ashland

Located in Ashland, 1.1 km from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodation with free bikes, free private parking, a garden and a shared lounge.

Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.
Scored 9.6
9.6
Rated exceptional
Exceptional
30 reviews
Price from
£246.58
per night
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.

Location. Cleanliness. Good restaurants within walking distance
Scored 8.4
8.4
Rated very good
Very good
1,481 reviews
Price from
£100.75
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 centre, and free WiFi access are featured here.

Perfect for what it is (pitstop on the way to California)
Scored 8.3
8.3
Rated very good
Very good
508 reviews
Price from
£113.34
per night
Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel, hotel in Ashland

Featuring an indoor pool and a fitness centre, Holiday Inn Express Hotel & Suites Ashland offers rooms with free Wi-Fi. Southern Oregon University is 2.2 km away.

Clean and cared for.
Scored 8.8
8.8
Rated fabulous
Fabulous
255 reviews
Price from
£102.43
per night
Ashland Springs Hotel, hotel in Ashland

Located less than 5 minutes’ walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining.

Beatiful and charming historical hotel
Scored 8.7
8.7
Rated fabulous
Fabulous
388 reviews
Price from
£123.67
per night
See all 22 hotels in Ashland

Most booked hotels in Ashland in the past month

Budget hotels in Ashland

  • Winchester Inn
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 388 reviews

    Winchester Inn is set in Ashland, only 300 metres from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included.

    Travis was wonderful. I love the breakfast and garden!

  • Bayberry Inn B&B and Oregon Wellness Retreat
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 30 reviews

    Located in Ashland, 1.1 km from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodation with free bikes, free private parking, a garden and a shared lounge.

    The hosts are wonderful. The property is beautiful and extremely comfortable.

  • Ashland Springs Hotel
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 388 reviews

    Located less than 5 minutes’ walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining.

    Our room was just enough…neat, tidy and comfortable.

  • Comfort Inn & Suites

    Set 4.2 km from Oregon Shakespeare Festival, Comfort Inn & Suites offers 2-star accommodation in Ashland and features a garden.

  • Ashland Valley Inn

    Ashland Valley Inn is set in Ashland, within 4.4 km of Oregon Shakespeare Festival and 4.5 km of Oregon Cabaret Theatre.

FAQs about hotels in Ashland

What guests said about Ashland:

  • Scored 10
    10

    We've been coming to Ashland yearly for the past 30+ years.

    We've been coming to Ashland yearly for the past 30+ years. The OSF (Oregon Shakespeare Festival) has a superb reputation and great theatre with a combination of Shakespeare and non-Shakespeare, modern and traditional plays. Something for everyone. Apart from the stellar theatre company, Ashland has superb restaurants, Lithia Park, a great book store, and nature all around.
    joan
    United States
  • Scored 10
    10

    Ashland is home to Southern Oregon University and OSF,...

    Ashland is home to Southern Oregon University and OSF, giving a small college town ambience. Many tasty restaurants scattered around town of various price ranges. Multiple shops carrying many different kinds of merchandise; most shop keepers are exceedingly welcoming to their stores. We always return home with more than we brought with us.
    Laurence
    United States
  • Scored 10
    10

    Visiting friends and the small town vibe for sure.

    Visiting friends and the small town vibe for sure. Plenty of lovely people with great attitudes. Ashland is very small (I like quaint) I would love to visit again. I did not have a chance to visit the nearby parks but I will when I return.
    Bear
    United States
  • Scored 10
    10

    Ashland is beautiful.

    Ashland is beautiful. A leisurely walk down Siskiyou Avenue is a pleasure. Parking is tricky, but once you find a space, keep it for as long as you can. We found a free spot & stayed for hours near the theaters. Restaurants, art galleries, casual & upscale shopping are all in walking distance of the theaters at the OSF. The proprietors of the stores are nice to tourists and are happy to give advice if you need some. They also have a great Goodwill store for my fellow thrifters!
    Mary
    United States
  • Scored 10
    10

    We were in Ashland for the Shakespeare festival, which was...

    We were in Ashland for the Shakespeare festival, which was terrific We easily found great restaurants and beautiful nature trails and found Ashland easy to navigate As an electric car driver I was so happy to find the free charging stations- I’m grateful
    Ange
    United States
  • Scored 8.0
    8.0

    What ruined our stay in Ashland was where we stayed.

    What ruined our stay in Ashland was where we stayed. We made reservations through Booking.com at Stratford Inn. We were given a ADA room even though I specifically chose a non-ADA room. I explained to them I did not make reservations for an ADA room and requested to be moved. I was told the hotel was full and that is what Booking.com showed for our reservation. She also explained that when using Booking.com there is no guarantee of the room you’re going to get. She suggested that next time I should call the hotel directly. I already did a review a few weeks ago of the hotel stay through Booking.com. Booking.com must have contacted the hotel because the hotel wrote to me saying I could have asked to be moved (which I did ask, but had been told the hotel was full!). So I guess I won’t be using Booking.com anymore!
    A
    Anonymous

Explore guest reviews of hotels in Ashland

  • From £117.54 per night
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 1,481 reviews
    Great location in town (in walking distance to the city center and most restaurants). The whole hotel is Shakespeare-themed which gives it a unique touch. Friendly staff, clean and comfortable rooms. Recommended!
    FloB
    Austria
  • Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 388 reviews
    Unless you recognize the name, you wont know that this property is an iconic Ashland institution. I'm happy we decided on the place, and even happier that the property is now doing well.
    Oliver
    United States
  • From £129.96 per night
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 460 reviews
    I did like overall of the the hotel amenities but more or I will said longer time for family restaurant available
    SILVIA
    United States
  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 4 reviews
    Quiet and beautiful area of Ashland. About 20min drive to downtown. A rental car is needed but so worth it.
    Jennie
    Taiwan
  • From £159.52 per night
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 839 reviews
    The staff were friendly and the hotel is extremely central.
    Dorothy
    United Kingdom
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