Hotels in Ashland, OR

51 available hotel offers

2 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Ashland, OR hotels
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

51 Cheap hotels in Ashland, OR

Best Ashland, OR hotels for families

Winchester Inn - Ashland, OR
9.5 722 reviews
Ashland, OR
08/08 – 10/08
SG$950/nighttotal: SG$1900 (2 )

Winchester Inn

2 4
hotel , Ashland
The Winchester Inn is located in Ashland, just 0.3 kilometres from the Oregon Shakespeare Festival and a short drive from Southern Oregon University. This 5-star hotel has received excellent user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of features and amenities, including a restaurant, bar, spa, tennis court, and garden. Guests can enjoy a complimentary gourmet breakfast, luxurious bedding, and private bathrooms with high-quality amenities.

Best Ashland, OR hotels with a pool

Among the 51 accommodations in Ashland, OR, here are the 1 best hotels with a pool

Best Western Windsor Inn - Ashland, OR
8.8 2332 reviews
Ashland, OR
19/07 – 14/08
SG$217/nighttotal: SG$5642 (26 )

Best Western Windsor Inn

1 1
hotel , Ashland
The Best Western Windsor Inn is located in Ashland, Oregon, just 10 kilometres from the Oregon Shakespeare Festival and 26 kilometres from Medford. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of modern rooms with comfortable amenities, including cable TV, refrigerators, and private bathrooms. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or stay active in the fitness centre.

Frequently asked questions about hotels in Ashland, OR

  • What are the top landmarks to see in and around Ashland, OR?

    Ashland is famous for its theatre scene, so the Oregon Shakespeare Festival is a must-see. You can also visit the Lithia Park, a beautiful green space in the heart of the city. For a scenic drive, head to the nearby Rogue River, known for its stunning views.
  • What are the best hotels with a swimming pool in Ashland, OR?

    Lithia Springs Resort, Holiday Inn Express Hotel & Suites Ashland By Ihg and Stratford Inn are among the best hotels with a swimming pool in Ashland, OR.

  • What are the most affordable attractions in and around Ashland, OR?

    You can enjoy a free performance at the Oregon Shakespeare Festival's outdoor stage, take a walk along the Bear Creek Greenway, or visit the Ashland Railroad Museum, which is very reasonably priced. The Lithia Park is also free to enter.
  • What are the most popular 2, 3 and 4-star hotels in Ashland, OR?

    Among 2, 3 and 4-star hotels in Ashland, OR, Holiday Inn Express Hotel & Suites Ashland By Ihg, Ashland Hills Hotel & Suites and Best Western Windsor Inn are the most popular ones.

  • How can travelers relax during a week in and arond Ashland, OR?

    Ashland is a great place to unwind. You can go for a hike in the Siskiyou Mountains, have a picnic by the Rogue River, or enjoy a relaxing massage at one of the many spas in town. The Ashland Farmers Market is a great place to get fresh local produce and enjoy the atmosphere.
  • What are the best luxury hotels in Ashland, OR?

    Ashland Springs Hotel, Plaza Inn & Suites At Ashland Creek and The Peerless Hotel are among the best luxury hotels in Ashland, OR.

  • What amenities can travelers expect in hotel rooms in Ashland, OR?

    Most hotels in Ashland offer standard amenities like free Wi-Fi, air conditioning, and a TV. Some hotels also have swimming pools, fitness centres, and complimentary breakfast. You can find a variety of accommodation options, from budget-friendly motels to luxurious boutique hotels.
  • What are the best family friendly hotels in Ashland, OR?

    The best family friendly hotels in Ashland, OR are Lithia Springs Resort, Ashland Springs Hotel and Stratford Inn.

  • When is the best time to book a hotel in Ashland, OR?

    The best time to book a hotel in Ashland is during the off-season, which is typically from September to May. Hotel prices are generally lower during this time, and you'll have fewer crowds.
  • What are the best pet friendly hotels in Ashland, OR?

    The best pet friendly hotels in Ashland, OR are Ashland Springs Hotel, Holiday Inn Express Hotel & Suites Ashland By Ihg and Stratford Inn.

  • What are some pet-friendly activities in and around Ashland, OR?

    You can take your furry friend for a walk along the Bear Creek Greenway, which is dog-friendly. The Lithia Park is also a great place to let your dog run around. There are also several restaurants and cafes in Ashland that welcome dogs.
  • What are the best hotels with jacuzzi in Ashland, OR?

    Lithia Springs Resort, Holiday Inn Express Hotel & Suites Ashland By Ihg and Stratford Inn are the best hotels with a jacuzzi in Ashland, OR.

  • Which towns or cities worth a visit near Ashland, OR?

    Just a short drive from Ashland, you can visit the charming town of Jacksonville, known for its historic buildings and gold rush history. For a bigger city experience, you can head to Medford, which has a wider variety of shops, restaurants, and attractions.

Destinations nearby

Best Ashland, OR hotels with breakfast

Among the 51 accommodations in Ashland, OR, here are the 4 best hotels with breakfast

Plaza Inn & Suites At Ashland Creek - Ashland, OR
8.6 2180 reviews
Ashland, OR
18/09 – 20/09
SG$320/nighttotal: SG$640 (2 )

Plaza Inn & Suites At Ashland Creek

1 2
hotel , Ashland
The Plaza Inn & Suites At Ashland Creek is located in downtown Ashland, just under 600 metres from the Oregon Shakespeare Festival. This 4-star hotel has received very good user ratings for its cleanliness and overall experience.
The accommodation offers a range of modern amenities, including a fitness centre, a hot tub, and a Tesla charging station. Guests can enjoy free Wi-Fi, private parking, a hot breakfast buffet, and evening snacks.
Bayberry Inn B&b And Oregon Wellness Retreat - Ashland, OR
10 12 reviews
Ashland, OR
08/08 – 10/08
SG$880/nighttotal: SG$1760 (2 )

Bayberry Inn B&b And Oregon Wellness Retreat

2 4
hotel , Ashland
The Bayberry Inn B&B and Oregon Wellness Retreat is located in Ashland, just 1.6km from the Oregon Shakespeare Festival and 1.9km from the Oregon Cabaret Theatre, making it a convenient base for exploring this vibrant town. The inn has received excellent ratings for location, cleanliness, and overall experience, reflecting its high standards.
The inn offers a range of rooms, each with its own unique charm. Amenities include a shared kitchen, a restaurant serving American and Mexican cuisine, and a spa for those seeking relaxation. Guests can also enjoy the garden, terrace, and free bicycles to explore the surrounding area.
Best Western Windsor Inn - Ashland, OR
8.8 2332 reviews
Ashland, OR
19/07 – 14/08
SG$217/nighttotal: SG$5642 (26 )

Best Western Windsor Inn

1 1
hotel , Ashland
The Best Western Windsor Inn is located in Ashland, Oregon, just 10 kilometres from the Oregon Shakespeare Festival and 26 kilometres from Medford. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of modern rooms with comfortable amenities, including cable TV, refrigerators, and private bathrooms. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or stay active in the fitness centre.
Stratford Inn - Ashland, OR
9.1 4780 reviews
Ashland, OR
08/08 – 10/08
SG$279/nighttotal: SG$558 (2 )

Stratford Inn

1 4
hotel , Ashland
The Stratford Inn is situated in Ashland, just 0.9 kilometres from the Oregon Shakespeare Festival and 16 kilometres from Southern Oregon University, making it a convenient base for exploring the town and surrounding area. It's a 3-star hotel that has received very good user ratings for its cleanliness and overall experience.
The Stratford Inn offers a range of amenities and activities, including a fitness centre, hot tub, BBQ facilities, and guest laundry. The hotel also provides comfortable rooms with air conditioning, cable TV, a microwave, a refrigerator, and a coffee machine, and select rooms include kitchenettes or spa baths.

Best Ashland, OR hotels with parking

Plaza Inn & Suites At Ashland Creek - Ashland, OR
8.6 2180 reviews
Ashland, OR
18/09 – 20/09
SG$320/nighttotal: SG$640 (2 )

Plaza Inn & Suites At Ashland Creek

1 2
hotel , Ashland
The Plaza Inn & Suites At Ashland Creek is located in downtown Ashland, just under 600 metres from the Oregon Shakespeare Festival. This 4-star hotel has received very good user ratings for its cleanliness and overall experience.
The accommodation offers a range of modern amenities, including a fitness centre, a hot tub, and a Tesla charging station. Guests can enjoy free Wi-Fi, private parking, a hot breakfast buffet, and evening snacks.
Stratford Inn - Ashland, OR
9.1 4780 reviews
Ashland, OR
08/08 – 10/08
SG$279/nighttotal: SG$558 (2 )

Stratford Inn

1 4
hotel , Ashland
The Stratford Inn is situated in Ashland, just 0.9 kilometres from the Oregon Shakespeare Festival and 16 kilometres from Southern Oregon University, making it a convenient base for exploring the town and surrounding area. It's a 3-star hotel that has received very good user ratings for its cleanliness and overall experience.
The Stratford Inn offers a range of amenities and activities, including a fitness centre, hot tub, BBQ facilities, and guest laundry. The hotel also provides comfortable rooms with air conditioning, cable TV, a microwave, a refrigerator, and a coffee machine, and select rooms include kitchenettes or spa baths.
The Peerless Hotel - Ashland, OR
9.3 227 reviews
Ashland, OR
08/08 – 10/08
SG$882/nighttotal: SG$1764 (2 )

The Peerless Hotel

2 4
hotel , Ashland
The Peerless Hotel is situated in Ashland, just a short walk from the Ashland Library, Southern Oregon University, and Lithia Park, making it an ideal base for exploring the city. This 4-star hotel has consistently received excellent user ratings, highlighting its quality and service.
The hotel offers 1-bedroom apartments with a capacity of 2 guests, providing a comfortable and spacious stay. Guests can enjoy a range of amenities, including a shared lounge, terrace, garden, spa, restaurant, and room service, ensuring a relaxing and enjoyable experience.
Flagship Inn Of Ashland - Ashland, OR
Ashland, OR
07/10 – 12/10
SG$505/nighttotal: SG$2525 (5 )

Flagship Inn Of Ashland

2 4
hotel , Ashland
The Flagship Inn of Ashland offers the Flagship Inn Of Ashland package, a 2.5-star hotel conveniently situated within Ashland, providing easy access to local attractions and amenities.
This family-friendly establishment features 1 bathroom and amenities including air conditioning, Wi-Fi, a swimming pool, garden, concierge, on-site restaurant, and parking, with designated smoking areas available.
©2026 cozycozy.com