Places to stay in Ashland, OR

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Ashland, OR place to stay
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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

Ashland's Mountain View Vacation Rental. - Ashland, OR
9.8 47 reviews

Ashland's Mountain View Vacation Rental.

cottage, Ashland
This charming cottage is situated in Ashland, just 2km from Weisinger Family Winery, Southern Oregon University, and the Schneider Museum of Art, offering a convenient base for exploring the town. It has received excellent reviews from previous guests.
The property features two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and free Wi-Fi.
Oberon - Second Spring Property - Ashland, OR
9.9 342 reviews

Oberon - Second Spring Property

apartment, Ashland
This smoke-free flat is located in the heart of Ashland's historic downtown district, just a kilometre from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for location, cleanliness and user experience.
The flat is well-equipped with a kitchen including a fridge, freezer, microwave, dishwasher and a washing machine. Relax in the garden, enjoy a game of tennis or take advantage of the spa and the balcony.
Charming Guest House - One Block From Downtown! - Ashland, OR
10 684 reviews

Charming Guest House - One Block From Downtown!

house, Ashland
This one-bedroom guest house is located just 0.8 kilometres from the centre of Ashland, a short walk from the Shakespeare Festival, Lithia Park and numerous restaurants and cafes.
The property offers a comfortable living space with a fully equipped kitchen, a spacious bathroom, a private deck and a loft bedroom, accommodating up to four guests.
Street Level Flat In Great Downtown Location "A" - Ashland, OR
9.7 220 reviews

Street Level Flat In Great Downtown Location "A"

apartment, Ashland
This three-bedroom house is located in Ashland's Historic Railroad District, just a kilometre from the Ashland Library, Oregon Cabaret Theatre, and Allen Elizabethan Theatre. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bathrooms and a washing machine, providing plenty of space for families or groups. It also features a fully equipped kitchen, a patio, and parking, allowing you to prepare meals, enjoy the outdoors, and relax after a day exploring Ashland's attractions.

Best Ashland, OR lodgings with a pool

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

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 | Main House - Ashland, OR
9.8 61 reviews

The Ashland Social | Main House

apartment, Ashland
This comfortable house is located in a quiet residential neighbourhood in Ashland, just a short walk from the Oregon Shakespeare Festival. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has three bedrooms with king-size beds, two queen-size sofa beds, and four bathrooms, comfortably accommodating up to ten guests. Amenities include a well-equipped kitchen, a private garden, a swimming pool, a hot tub, a sauna, a fitness centre, and a smart TV with access to streaming services.
Come Stay At Our Farmhouse! A Place To Integrate All The Beauty Surrounding You! - Ashland, OR
9.8 34 reviews

Come Stay At Our Farmhouse! A Place To Integrate All The Beauty Surrounding You!

manor house, Ashland
This farm stay is located just a few kilometres from downtown Ashland, near the Oregon Shakespeare Festival and a range of restaurants, offering a peaceful escape from the city. It has received excellent user ratings, highlighting its high standards.
The farmhouse spans 269 square metres and comfortably accommodates up to 10 guests. It boasts a large in-ground pool, a hot tub, a chef's kitchen, and a variety of recreational activities, including bocce ball, basketball, and a pond with a pergola and swing.
The Ashland Social | Entire Estate - Ashland, OR
10 23 reviews

The Ashland Social | Entire Estate

apartment, Ashland
This luxurious four-bedroom house is located near the Oregon Shakespeare Festival in Ashland, Oregon, a short 2.4-kilometre drive from Ashland Plaza.
Sleeping up to twelve guests, this property boasts four king-sized beds, four bathrooms, a private pool and hot tub, a well-equipped gym with Peloton bike and sauna, and a fully stocked chef's kitchen; ideal for families or groups attending the theatre festival.

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

Charming House Two Blocks From Downtown Ashland - Ashland, OR
9.8 176 reviews

Charming House Two Blocks From Downtown Ashland

apartment, Ashland
The Serendipity House is situated in a residential area of Ashland, just 320 metres from restaurants, shops and the theatre district.
This newly remodelled, two-bedroom house offers a full kitchen with complimentary coffee bar, a living room for socialising and a private garden, comfortably accommodating up to four guests.
Charming Lovely 1940s Bungalow - Ashland, OR
10 4 reviews

Charming Lovely 1940s Bungalow

apartment, Ashland
This apartment for rent is located in Southern Oregon, offering convenient access to Ashland's cultural attractions, outdoor activities, and Emigrant Lake, just 3.5 kilometres away.
This two-bedroom flat accommodates up to four guests and includes a private garden, a dedicated workspace, air conditioning, and a full kitchen with a fridge, freezer, microwave, and dishwasher, with baby supplies available on request.
Chateau Herbe ~ Oberon Suite W/ Kitchen - Ashland, OR
9.4 18 reviews

Chateau Herbe ~ Oberon Suite W/ Kitchen

apartment, Ashland
This Ashland apartment, a mile (1.6km) from Ashland Dog Park and within three miles (4.8km) of Lithia Park, North Mountain Park, the Allen Elizabethan Theatre, and the Angus Bowmer Theatre, offers stunning mountainside views.
The one-bedroom, one-bathroom flat sleeps four, boasting a fully equipped kitchen, private balcony, shared garden, Smart TV, and parking; nearby activities include exploring Ashland's renowned parks and theatres.
Cozy Modern Cottage - Ashland, OR
9.9 19 reviews

Cozy Modern Cottage

apartment, Ashland
This Ashland cottage is located just 0.5km from Ashland's town centre, offering easy access to numerous restaurants and a coffee shop a mere 0.2km away.
The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen, in-unit laundry, a private patio, and off-street parking; a 30-night minimum stay applies.

Best Ashland, OR accommodations with a kitchen

Charming Very Well Appointed Cottage  ! - Ashland, OR
9.9 507 reviews

Charming Very Well Appointed Cottage !

apartment, Ashland
This charming cottage is situated in the mountains near Ashland, within easy reach of ScienceWorks Hands-On Museum, North Mountain Park, and Lithia Park, offering a peaceful escape from the city. The property has received excellent ratings for cleanliness, location, and overall experience.
The cottage offers a comfortable living space for up to two guests, with one bedroom and one bathroom. It comes equipped with a kitchen, a garden, and a range of modern amenities, including Wi-Fi and a Smart TV, as well as access to ski-in/ski-out facilities for winter sports enthusiasts.
Terra Cottage Inn - Quintesential Ashland - Ashland, OR
9.9 252 reviews

Terra Cottage Inn - Quintesential Ashland

apartment, Ashland
This charming cottage is just 400 metres from Ashland's lively town centre, offering easy access to theatres, restaurants, art galleries, and Lithia Park. The cottage has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The cottage is spacious, with a floor area of 56 square metres and a capacity of four guests. It boasts a well-equipped kitchen, a private garden, a jacuzzi, and a range of other amenities, perfect for a relaxing and enjoyable stay.
Beautiful Guest Suite With Private Deck Overlooking Forest And Waterfall - Ashland, OR
10 97 reviews

Beautiful Guest Suite With Private Deck Overlooking Forest And Waterfall

apartment, Ashland
This one-bedroom apartment is located in Ashland, just 5km from Weisinger Family Winery, Southern Oregon University, and Schneider Museum of Art, making it a convenient base for exploring the city's cultural attractions. It has received excellent user ratings, so you can be sure of a comfortable stay.
The 42 square metre apartment comfortably sleeps two guests and has a fully equipped kitchen, a private patio, and a garden. You'll also enjoy the use of a spa, parking, and free Wi-Fi.
Modern Airy Retreat - Views, Walk To Everything - Ashland, OR
9.9 203 reviews

Modern Airy Retreat - Views, Walk To Everything

house, Ashland
This Ashland Railroad District studio apartment is situated a short walk (0.8 km) from Ashland's city centre, Lithia Park, and the Oregon Shakespeare Festival.
The self-contained apartment, sleeping two, features a well-equipped kitchenette, a queen-size bed, smart TV, and dedicated off-street parking; nearby attractions include the Bear Creek Bike Trail and Noble coffee roaster.
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