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Ashland, OR place to stay
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456 Lodgings 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.
Capital House- Private Getaway With Pool! - Ashland, OR
10 40 reviews

Capital House- Private Getaway With Pool!

apartment, Medford
This Medford holiday home is situated within 2km of Rocky Knoll Tasting Room, Rogue Valley Country Club, and RoxyAnn Winery, and within 3km of Bear Creek Park and Asante Rogue Regional Medical Center.
This three-bedroom property boasts 130 square metres of floor space, accommodating up to six guests and featuring a private pool, spa, barbecue grills, and free WiFi; enjoy the fully equipped kitchen and spacious garden.
Come Relax, Work & Enjoy Country Air. - Ashland, OR
9.2 70 reviews

Come Relax, Work & Enjoy Country Air.

apartment, Ashland
This Ashland mountainside farmhouse, situated within 9.6km of the Weisinger Family Winery, ScienceWorks Hands-On Museum, and the Oregon Shakespeare Festival, offers a family-friendly escape.
This 158 square metre self-catering property boasts four bedrooms, two bathrooms, sleeping up to nine guests, and includes a swimming pool, jacuzzi, fitness centre, and on-site water park.
Charming House Two Blocks From Downtown Ashland - Ashland, OR
9.6 12 reviews

Charming House Two Blocks From Downtown Ashland

apartment, Ashland
The Serendipity House, a newly remodelled two-bedroom property, is centrally located in Ashland, Oregon, just 0.32 kilometres from restaurants, shops, and theatres, offering easy access to the Oregon Cabaret Theatre and Allen Elizabethan Theatre.
This self-catering house sleeps four guests and boasts a full kitchen with complimentary coffee, a spacious living room, a private garden, parking, and air conditioning, plus it's ideally situated for exploring North Mountain Park and the Rogue River-Siskiyou National Forest.

Best Ashland, OR lodging with a pool

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

The Ashland Social | Entire Estate - Ashland, OR
10 19 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.
Lithia Springs Resort - Ashland, OR
9.2 1619 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.
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.
The Ashland Social | Main House - Ashland, OR
10 36 reviews

The Ashland Social | Main House

apartment, Ashland
This luxurious three-bedroom apartment is located just 4 kilometres from the Oregon Shakespeare Festival and the lively Ashland Plaza, offering easy access to the city's cultural attractions and amenities. With an excellent user rating, this property is a popular choice for travellers seeking a comfortable and convenient stay in Ashland.
This spacious apartment spans 282 square metres and comfortably accommodates up to 10 guests. The property includes a fully equipped kitchen, a private outdoor area with a hot tub and seasonal pool, a well-equipped home gym, and a two-person sauna, providing everything you need for a relaxing and enjoyable stay.

Frequently asked questions about accommodations in Ashland, OR

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

    Ashland is a real gem, and you've got to see the Oregon Shakespeare Festival, it's world-renowned. The historic Lithia Park is a must-visit, it's stunning. If you're into nature, the nearby Rogue River is a must-see, it's beautiful.
  • How can travelers reach Ashland, OR?

    The easiest way to get to Ashland is by flying into the Medford Airport, about 20 minutes away. If you're driving, you can take Interstate 5, and it's about a 3-hour drive from Portland or a 6-hour drive from San Francisco.
  • What outdoor activities can visitors enjoy in and around Ashland, OR?

    Hiking is a big thing here, there are lots of trails around, like the Siskiyou Mountains. You can also go kayaking on the Rogue River, it's a real treat. If you're looking for something more relaxed, there's the Ashland Botanical Gardens, it's a beautiful place to wander around.
  • When is the ideal time to plan a trip to Ashland, OR?

    The best time to visit Ashland is during the summer, from June to August, the weather is perfect. If you're into theatre, the Oregon Shakespeare Festival runs from February to October, so you can catch a show during that time. Spring and autumn are also lovely, but it can be a bit rainy.
  • What are the best walking or cycling routes in Ashland, OR?

    The Lithia Park Loop is a great walking or cycling route, it's about 4 km long and goes around the park. If you're feeling adventurous, you can try the Bear Creek Greenway, it's a 10 km paved trail that goes along Bear Creek.
  • What nearby towns or cities can be explored from Ashland, OR?

    There are loads of places to visit nearby. Medford is just a short drive away, and it's got a cool downtown area. If you want to head to the coast, you can go to Gold Beach, it's about a 2-hour drive. And if you're into wine, you can visit the wineries in the Applegate Valley, it's about 30 minutes away.
  • What amenities can travelers expect from accommodations in Ashland, OR?

    Ashland has a good range of accommodation options, from budget-friendly motels to luxurious hotels. Most places will have Wi-Fi, parking, and breakfast. Some places even have swimming pools or hot tubs.

Popular destinations

Best Ashland, OR accommodations with a garden

Paschal Winery - Dream 1 Cottage - Ashland, OR
9.0 2 reviews

Paschal Winery - Dream 1 Cottage

apartment, Talent
Paschal Winery Dream 1 Cottage, a self-catering apartment in Talent, Oregon, is situated approximately 9.7 kilometres from Ashland's Oregon Shakespeare Festival and Oregon Cabaret Theatre.
This 79 square metre one-bedroom property sleeps four guests and boasts a fully equipped kitchen, private patio, Jacuzzi, free Wi-Fi, and on-site parking, plus access to an on-site restaurant and relaxing outdoor amenities including a fireplace and picnic area.
Escape To Manor Hill Haven! Accessible 2br Retreat With Hot Tub, Modern Comfort & Mountain Views. Perfect For Families, Couples & Business Travelers. - Ashland, OR
9.6 9 reviews

Escape To Manor Hill Haven! Accessible 2br Retreat With Hot Tub, Modern Comfort & Mountain Views. Perfect For Families, Couples & Business Travelers.

apartment, Medford
This East Medford holiday home is conveniently located approximately 1.6km from Asante hospital and 0.6km from Rogue Valley Manor, offering easy access to downtown Medford, Jacksonville, and Ashland.
The two-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen, a jacuzzi, a large deck with a hot tub and mountain views, plus wheelchair accessibility, an EV charger, and is pet-friendly (one dog, fee applies).
Chateau Herbe ~ Rosalind Carriage House Beautiful 1 Bedroom Apartment - Ashland, OR
9.2 7 reviews

Chateau Herbe ~ Rosalind Carriage House Beautiful 1 Bedroom Apartment

apartment, Ashland
This one-bedroom Ashland apartment, part of the Chateau Herbe gated community near Interstate 5, offers convenient access to downtown Ashland and is within a few kilometres of Grizzly Peak and Weisinger Family wineries.
The self-contained flat, sleeping two guests, boasts access to shared chateau amenities including a sunroom, library, and coffee bar, plus on-site gardens, orchards, and a vineyard.
Lodging And Art Gallery, Walk Everywhere. - Ashland, OR
9.9 116 reviews

Lodging And Art Gallery, Walk Everywhere.

apartment, Ashland
This charming house is located in Ashland's Historic Railroad District, just a kilometre from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house spans 88 square metres and comfortably accommodates up to four guests in one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen, a private garden, a swimming pool, and a terrace, making it an ideal choice for a relaxing and enjoyable stay.

Best Ashland, OR accommodations with a kitchen

Serenity-themed, Fastest Wifi, 2 King Beds Home - Ashland, OR
9.9 176 reviews

Serenity-themed, Fastest Wifi, 2 King Beds Home

house, Medford
This house is located in the Rogue Valley, just under 6.5km from Medford city centre, close to wineries and the Rogue Valley Country Club. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The 2-bedroom house offers 137 square metres of space and can accommodate up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, and parking.
Mt Ashland Homestead, Ashland 10 M., Right By Pct - Ashland, OR
9.9 599 reviews

Mt Ashland Homestead, Ashland 10 M., Right By Pct

apartment, Ashland
This family-friendly house is located in the mountains near Ashland, just 0.16 kilometres from the Cascade-Siskiyou National Monument and within a 24-kilometre drive of Emigrant Lake and the Tashi Choling Buddhist Center. The property has excellent ratings for user experience, location, and cleanliness.
The house is spacious, with a floor area of 437 square metres. It offers a range of amenities, including a swimming pool, jacuzzi, sauna, spa, and a fully equipped kitchen.
Blossom View Cottages: Luxurious 3 Bedroom + Den  Near Theaters, Downtown - Ashland, OR
9.6 84 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.
Mountain Ave House By Wanderlodges - Ashland, OR
10 11 reviews

Mountain Ave House By Wanderlodges

apartment, Ashland
This renovated, three-bedroom house in central Ashland, Oregon, is situated 0.8 kilometres from Ashland's plaza, the Oregon Shakespeare Festival, and Lithia Park.
This pet-friendly property offers three king-size bedrooms, two bathrooms, a fully equipped kitchen including dishwasher, a spa, and parking, comfortably accommodating up to six guests, and is close to Grizzly Peak and Weisinger Family wineries.
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