Places to stay in Ashland, OR

456 available accommodation offers

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

456 Best places to stay in Ashland, OR

Best family friendly Ashland, OR lodging

Among the 456 accommodations in Ashland, OR, here are the 4 best for families

Charming Lovely 1940s Bungalow - Ashland, OR
No reviews

Charming Lovely 1940s Bungalow

apartment, Ashland
This two-bedroom flat in Ashland, Southern Oregon, is located a short distance from the Oregon Shakespeare Festival and Emigrant Lake, providing easy access to mountain and forest hiking.
This 116 square metre property accommodates up to four guests and offers a well-equipped kitchen, a dedicated workspace, central air conditioning, a dishwasher, and a private fenced deck, with complimentary reserved parking.
1 Bedroom Apartment, Queen Casper Mattress, Full Kitchen, Roku Tv, Washer/dryer With Parking. - Ashland, OR
No reviews

1 Bedroom Apartment, Queen Casper Mattress, Full Kitchen, Roku Tv, Washer/dryer With Parking.

apartment, Medford
This vintage-style flat is located in downtown Medford, just a short walk from Bear Creek and close to the Asante and Providence Medical Centres. The neighbourhood is quiet, safe and predominantly occupied by young professionals.
The apartment is 79 square metres in size and has one bedroom, one bathroom and can accommodate two guests. It offers a range of amenities including a mini-kitchen, cable Roku TV, WiFi, mini-split heat/AC, coffee, tea, Public Goods toiletries, parking and a self check-in system.
Penthouse Suite, Easy Walk To Downtown. - Ashland, OR
10 135 reviews

Penthouse Suite, Easy Walk To Downtown.

bungalow, Ashland
This charming bungalow is situated in a prime location just a 1.6km walk from the heart of Ashland, placing you within easy reach of the Oregon Shakespeare Festival, Lithia Park, and the Lithia Artisans Market. The property consistently receives excellent ratings for its cleanliness, location, and user experience, making it a popular choice for travellers.
The bungalow comfortably accommodates up to eight guests across three bedrooms and two bathrooms. It boasts a fully equipped kitchen, a spacious living area with a gas fireplace, a large deck with a gas grill, and a level 2 car charger for electric vehicles.
Holly House ~ Organic, Dog-friendly Garden Cottage - Ashland, OR
9.6 37 reviews

Holly House ~ Organic, Dog-friendly Garden Cottage

cottage, Medford
This Medford city centre cottage, less than 1 km from Alba Park and Medford City Hall, offers convenient access to Medford Carnegie and Central Libraries within a 1.5 km radius.
The two-bedroom, two-bathroom property sleeps four, boasting a fully equipped kitchen, Jacuzzi, private patio, free Wi-Fi, and on-site barbecue facilities; nearby attractions include Alba Park.

Best Ashland, OR lodgings with a pool

Among the 456 accommodations in Ashland, OR, here are the 4 best ones with a pool

Lithia Springs Resort - Ashland, OR
No reviews

Lithia Springs Resort

resort, Ashland
Lithia Springs Resort is located in Ashland, Oregon, 4 kilometres from the city centre, offering convenient access to Ashland's attractions.
This hotel boasts a spa, indoor and outdoor swimming pools, a fitness centre, and various business facilities including a conference hall, alongside a bar, library, and picnic area, ensuring a comfortable stay.
Lithia Springs Resort - Ashland, OR
9.2 1635 reviews

Lithia Springs Resort

resort, Ashland
Lithia Springs Resort is located just 2.5 miles from downtown Ashland and the Oregon Shakespeare Festival, offering easy access to the area's cultural attractions. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort features a range of accommodation options, including suites and bungalows, all decorated in a modern spa-themed style. Guests can enjoy a variety of amenities, including mineral spring water soaking bathtubs, a seasonal outdoor saltwater pool, a hot tub, and a complimentary full breakfast.
The Aloha House - Hot Tub - Pool - Ashland, OR
9.9 157 reviews

The Aloha House - Hot Tub - Pool

apartment, Ashland
The Aloha House is situated just 2.4 kilometres from the centre of Ashland, offering a tranquil retreat in a wooded setting above the University. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The Aloha House is a two-bedroom property with two bathrooms, comfortably accommodating up to four guests. This accommodation provides a range of amenities including a swimming pool, hot tub, sauna, and a uniquely designed outdoor living space with a barbecue area.
The Ashland Social | Entire Estate - Ashland, OR
10 16 reviews

The Ashland Social | Entire Estate

apartment, Ashland
This five-bedroom Ashland house, sleeping up to twelve guests, is conveniently located less than 1.2km from Southern Oregon University and the Schneider Museum of Art, and under 2km from North Mountain Park and the Oregon Cabaret Theatre.
The 282-square-metre property boasts five bathrooms, a private swimming pool, Jacuzzi, sauna, terrace, garden, and fully equipped kitchen; free Wi-Fi and parking are also included.

Frequently asked questions about accommodations in Ashland, OR

  • What are the must-see sites in or near Ashland, OR?

    Ashland is full of things to see! You definitely want to check out the Oregon Shakespeare Festival, a world-renowned theatre company. The Lithia Park is a beautiful spot right in the heart of town, with a stunning waterfall. And for stunning scenery, drive up to the top of Mount Ashland for panoramic views of the Rogue Valley.
  • What are the best accommodations in Ashland, OR?

    Among the accommodations in Ashland, OR, Cozy/rural King Bed, Ashland Springs Hotel and Holiday Inn Express Hotel & Suites Ashland By Ihg are the most popular ones.

  • How can travelers reach Ashland, OR?

    The easiest way to get to Ashland is by flying into the Medford Rogue Valley International Airport, which is about 20 minutes away. You can also drive, as Ashland is located off Interstate 5. If you're feeling adventurous, you can take Amtrak's Coast Starlight train, which stops in nearby Klamath Falls.
  • What are the best accommodations with a pool in Ashland, OR?

    Holiday Inn Express Hotel & Suites Ashland By Ihg, Stratford Inn and Ashland Hills Hotel & Suites are the best accommodations with a pool in Ashland, OR.

  • What outdoor activities can visitors enjoy in and around Ashland, OR?

    Ashland is a great base for outdoor adventures! You can hike to the top of Mount Ashland, go fishing in the Rogue River, or explore the Siskiyou Mountains on a scenic drive. There are also plenty of trails for mountain biking and horseback riding.
  • What are the best accommodations with a jacuzzi in Ashland, OR?

    The best accommodations with a jacuzzi in Ashland, OR are Holiday Inn Express Hotel & Suites Ashland By Ihg, Stratford Inn and Ashland Hills Hotel & Suites.

  • When is the ideal time to plan a trip to Ashland, OR?

    The best time to visit Ashland is during the summer, when the weather is warm and sunny. The Oregon Shakespeare Festival is in full swing during this time, so you can enjoy a variety of performances. If you're looking for a quieter experience, spring or autumn are also good times to visit.
  • What are the best accommodations for families and kids in Ashland, OR?

    The best accommodations for families and kids in Ashland, OR are Ashland Springs Hotel, Stratford Inn and Ashland Hills Hotel & Suites.

  • What are the best walking or cycling routes in Ashland, OR?

    The Lithia Park Loop Trail is a great option for a leisurely walk or bike ride. It's a 2.5 km paved loop that winds through the park, offering stunning views of the Rogue River and the surrounding mountains. For a more challenging ride, try the Bear Creek Greenway, which stretches for 16 km along the Bear Creek.
  • What are the best pet friendly accommodations in Ashland, OR?

    The best pet friendly accommodations in Ashland, OR are Cozy/rural King Bed, Ashland Springs Hotel and Holiday Inn Express Hotel & Suites Ashland By Ihg.

  • What nearby towns or cities can be explored from Ashland, OR?

    You can easily take a day trip from Ashland to nearby Medford, which is about 20 minutes away. Medford has a charming downtown area with shops and restaurants, and it's also home to the Rogue Valley Mall. Another option is to drive to Jacksonville, a historic gold rush town that's about 30 minutes away.
  • What are the best accommodations with parking in Ashland, OR?

    Cozy/rural King Bed, Ashland Springs Hotel and Holiday Inn Express Hotel & Suites Ashland By Ihg are the best accommodations with parking in Ashland, OR.

  • What amenities can travelers expect from accommodations in Ashland, OR?

    Ashland offers a wide range of accommodation options, from budget-friendly motels to luxurious hotels. Many accommodations offer amenities like swimming pools, hot tubs, and fitness centres. You can also find places with kitchens, laundry facilities, and free Wi-Fi.

Popular destinations

Best Ashland, OR accommodations with a garden

Blossom View Cottages: Luxurious 3 Bedroom + Den  Near Theaters, Downtown - Ashland, OR
9.6 79 reviews

Blossom View Cottages: Luxurious 3 Bedroom + Den Near Theaters, Downtown

apartment, Ashland
This charming house is situated in Ashland's Historic Railroad District, just a kilometre from both the Oregon Shakespeare Festival and the Ashland Library. It has received excellent user ratings, making it a popular choice for travellers.
This three-bedroom property spans 130 square metres and can comfortably accommodate up to 10 guests. The house offers a range of amenities, including a fully equipped kitchen, a private patio, a garden, and a spa, ensuring a relaxing and enjoyable stay.
Cowslip's Quiet, Central, Cuckoo-bud Suite - Ashland, OR
9.8 53 reviews

Cowslip's Quiet, Central, Cuckoo-bud Suite

apartment, Ashland
This charming apartment is situated just 0.8 kilometres from the centre of Ashland, offering a peaceful retreat in a quiet residential neighbourhood. Guests consistently rate the apartment as excellent for its cleanliness, location and overall experience.
The apartment features a private kitchenette, perfect for preparing simple meals, and can comfortably accommodate up to three guests. Enjoy the serene atmosphere of the shared garden, complete with a koi pond and trickling waterfall, and benefit from the convenience of off-street parking.
144 M² Apartment ∙ 3 Bedrooms ∙ 3 Guests - Ashland, OR
No reviews

144 M² Apartment ∙ 3 Bedrooms ∙ 3 Guests

apartment, Ashland
Apartment rental for 3 guests. Your accommodation will be located in Ashland.
Facilities and services: a terrace, a dish washer and a kitchen. This apartment also has air conditioning!
Bluemoon Vacation Rentals - Anne Hathaway House - Ashland, OR
9.6 54 reviews

Bluemoon Vacation Rentals - Anne Hathaway House

apartment, Ashland
The Anne Hathaway House is situated in a peaceful residential area of Ashland, just a short walk from the lively town centre and 2 kilometres from the Oregon Shakespeare Festival. It has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
This spacious property comfortably accommodates up to 14 guests with seven bedrooms and eight bathrooms. It offers a fully equipped kitchen, a dining room that seats 12, a relaxing living room with a library, a front porch and outdoor seating, and a washer and dryer for added convenience.

Best Ashland, OR accommodations with a kitchen

Hanna's House By Wanderlodges - Ashland, OR
9.8 11 reviews

Hanna's House By Wanderlodges

house, Ashland
Hanna's House offers a self-catering property in Ashland, Oregon, conveniently located a short walk from the Oregon Shakespeare Festival and Oregon Cabaret Theatre, and within easy reach of the Schneider Museum of Art (1.9km) and Oak Knoll Golf Course (5.6km).
This 165 square metre house sleeps seven guests and boasts a well-equipped kitchen, private parking, Wi-Fi, a terrace, garden, and air conditioning; nearby activities include fishing, canoeing, hiking, skiing, golfing, and cycling.
Granite Luxury Executive 1br/1ba Retreat-utilities - Ashland, OR
No reviews

Granite Luxury Executive 1br/1ba Retreat-utilities

apartment, Ashland
This executive retreat, located on prestigious Granite Street in Ashland, offers a convenient base just a short distance from downtown, Lithia Park, and Asante Ashland Community Hospital.
This one-bedroom, one-bathroom flat accommodates two guests and features a chef's kitchen with a fridge, microwave oven, and dishwasher, plus air conditioning, a garden, parking, and in-unit laundry, all with utilities included for a turnkey living experience.
Creekside Retreat Close To Town - Ashland, OR
10 244 reviews

Creekside Retreat Close To Town

apartment, Ashland
This charming cottage is situated just 3 kilometres outside of Ashland's town centre, offering a peaceful rural retreat whilst remaining conveniently close to the city's attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage is a comfortable self-catering property that can accommodate up to five guests in two bedrooms. It features a modern kitchen, a private garden, and access to a laundry room, making it ideal for families or groups of friends.
Centrally Located Downtown Historic Home W/parking - Ashland, OR
9.7 46 reviews

Centrally Located Downtown Historic Home W/parking

apartment, Ashland
This Ashland, Oregon house, built in 1887, is centrally located, within walking distance of Ashland's downtown area and a short distance (less than 1.6km) from Lithia Park.
Sleeping six guests across three bedrooms and one bathroom, this property offers a well-equipped kitchen, air conditioning, parking, internet access, and pet-friendly facilities.
©2026 cozycozy.com