Places to stay in Ashland, OR

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Ashland, OR place to stay
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301 Best places to stay in Ashland, OR

Best family friendly Ashland, OR lodging

Among the 301 accommodations in Ashland, OR, here are the 4 best for families

Barclay Klum House | Soaking Tub & Gourmet Kitchen - Ashland, OR
9.7 56 reviews
Ashland, OR
27/08 – 02/09
SG$491/nighttotal: SG$2946 (6 )

Barclay Klum House | Soaking Tub & Gourmet Kitchen

1 4
apartment , Ashland
This Queen Anne-style apartment in Ashland, Oregon, is located less than 1.6 km from Ashland's downtown area, offering easy access to shops, theatres, and parks.
The property, sleeping four guests, boasts a well-equipped kitchen with a European gas stove and electric convection oven, two bedrooms (one queen, one double), a bathroom with a soaking tub and walk-in shower, private off-street parking, and a fenced yard.
Barclay Klum House By Wanderlodges - Ashland, OR
10 8 reviews
Ashland, OR
15/10 – 19/10
SG$497/nighttotal: SG$1988 (4 )

Barclay Klum House By Wanderlodges

1 1
house , Ashland
This comfortable house is located just 1.5 kilometres from Ashland Library and the Oregon Shakespeare Festival, making it ideal for exploring the town's cultural attractions. The surrounding area is peaceful and quiet, perfect for a relaxing getaway.
The property features a fully equipped kitchen, a spacious garden and a terrace, allowing guests to enjoy both indoor and outdoor living. The house also offers a range of amenities, including free Wi-Fi, parking and a Jacuzzi for ultimate relaxation.
20% Off Osf Tix In B&c Sections For Guests! 5-min Walk To Downtwn, Private Yard - Ashland, OR
9.9 102 reviews
Ashland, OR
15/10 – 19/10
SG$298/nighttotal: SG$1192 (4 )

20% Off Osf Tix In B&c Sections For Guests! 5-min Walk To Downtwn, Private Yard

1 1
cottage , Ashland
This charming cottage is located in Ashland's Historic Railroad District, just a short walk (less than 1 km) from the Ashland Library, Oregon Cabaret Theatre, and Allen Elizabethan Theatre. This well-rated property has received excellent reviews for its cleanliness, location, and overall experience.
The 37 square metre cottage can accommodate up to 3 guests and features a comfortable bedroom, a fully equipped kitchen, and a private garden with a patio. Amenities include air conditioning, free Wi-Fi, and a smoke-free environment, allowing you to relax and enjoy your stay.
House + 2 Studios- 3 Blocks From The Plaza! - Ashland, OR
9.6 19 reviews
Ashland, OR
15/10 – 19/10
SG$924/nighttotal: SG$3696 (4 )

House + 2 Studios- 3 Blocks From The Plaza!

4 1
studio , Ashland
This five-bedroom Ashland house, perfect for families, is situated within a 1.6km walk of Lithia Park and the Allen Elizabethan Theatre, offering easy access to the Oregon Shakespeare Festival.
The 121-square-metre property boasts four bathrooms, sleeps sixteen guests, includes a fully equipped kitchen, free Wi-Fi, and a terrace; a sofa bed provides extra sleeping arrangements.

Best Ashland, OR lodgings with a pool

Among the 301 accommodations in Ashland, OR, here are the 4 best ones with a pool

The Ashland Social | Main House - Ashland, OR
10 31 reviews
Ashland, OR
15/10 – 19/10
SG$898/nighttotal: SG$3592 (4 )

The Ashland Social | Main House

3 1
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.
The Aloha House - Hot Tub - Pool - Ashland, OR
9.9 146 reviews
Ashland, OR
15/10 – 19/10
SG$690/nighttotal: SG$2760 (4 )

The Aloha House - Hot Tub - Pool

1 1
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 12 reviews
Ashland, OR
15/10 – 19/10
SG$1118/nighttotal: SG$4472 (4 )

The Ashland Social | Entire Estate

4 1
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.
Luxury Ashland Mountain Escape: Pool, Hot Tub - Ashland, OR
9.6 4 reviews
Ashland, OR
07/10 – 12/10
SG$1665/nighttotal: SG$8325 (5 )

Luxury Ashland Mountain Escape: Pool, Hot Tub

4 4
house , Ashland
This waterfront villa near Ashland, Oregon, is located 1.4 kilometres from Weisinger Family Winery and 4.8 kilometres from Southern Oregon University.
The 353-square-metre property boasts four bedrooms, four bathrooms, and sleeps twelve guests, offering a private pool, hot tub, barbecue grills, and a fully equipped kitchen including a dishwasher; laundry facilities are also provided.

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.

Destinations nearby

Best Ashland, OR accommodations with a garden

Illuminate Retreat And Workshop - Ashland, OR
10 2 reviews
Ashland, OR
07/10 – 12/10
SG$2695/nighttotal: SG$13475 (5 )

Illuminate Retreat And Workshop

5 4
house , Talent
This five-bedroom, four-bathroom house in Talent, Oregon, sits on a 3-acre hilltop plot approximately 11 kilometres from Ashland's town centre, offering stunning mountain views.
Sleeping up to 14 guests, this property boasts a chef's kitchen with a gas island, a home theatre, swimming pool, hot tub, cold plunge pool, a large workshop suitable for yoga or group activities, and multiple outdoor decks.
Ashland Creekside Cottage - Ashland, OR
9.2 75 reviews
Ashland, OR
07/10 – 12/10
SG$249/nighttotal: SG$1245 (5 )

Ashland Creekside Cottage

1 4
apartment , Ashland
This remodelled two-bedroom house is situated on a unique 3/4 acre property along Neil Creek, offering direct water access and a tranquil creekside setting, conveniently located less than 1 kilometre from I-5 exit 14 and centrally positioned within Ashland for easy access to town amenities and a short drive to Mt. Ashland.
The property accommodates up to six guests and features a garden, air conditioning, and a kitchen equipped with a fridge, freezer, and microwave, alongside a shared yoga pergola for relaxation, with the surrounding area ideal for bird watching and nature enjoyment, and a golf course directly across the street.
Chateau Herb ~ Miranda Carriage House Apt - Ashland, OR
9.8 8 reviews
Ashland, OR
27/08 – 02/09
SG$309/nighttotal: SG$1854 (6 )

Chateau Herb ~ Miranda Carriage House Apt

2 4
apartment , Ashland
This two-bedroom, one-bathroom house in Ashland, Oregon is conveniently located approximately 1.6km from Ashland Dog Park and within 4.8km of North Mountain Park, Lithia Park, the Allen Elizabethan Theatre, and the Angus Bowmer Theatre.
The smoke-free property sleeps four guests and offers amenities including a sauna, hot tub, in-house laundry facilities, and is within easy reach of Ashland's major parks and theatres.
Grandview Of Ashland | Hot Tub | Sauna | Firepit - Ashland, OR
9.9 34 reviews
Ashland, OR
08/08 – 10/08
SG$1140/nighttotal: SG$2280 (2 )

Grandview Of Ashland | Hot Tub | Sauna | Firepit

1 4
apartment , Ashland
This modern house in the Ashland hills is a short drive (distance to be specified in km) from Ashland's town centre and Oregon Shakespeare Festival, and similarly close to Lithia Park.
Sleeping up to six guests, this two-bedroom property boasts a gourmet kitchen with wine fridge, a hot tub, sauna, and outdoor fire pit, alongside a fitness centre and parking.

Best Ashland, OR accommodations with a kitchen

Chateau Herbe ~ Oberon Suite W/ Kitchen - Ashland, OR
9.4 16 reviews
Ashland, OR
07/10 – 12/10
SG$252/nighttotal: SG$1260 (5 )

Chateau Herbe ~ Oberon Suite W/ Kitchen

1 4
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.
Swank Suites | King With Lux Tub - Ashland, OR
Ashland, OR
18/09 – 20/09
SG$479/nighttotal: SG$958 (2 )

Swank Suites | King With Lux Tub

1 2
apartment , Ashland
This Ashland apartment, a stone's throw from the Plaza Centre and a short walk (less than 0.8 km) from a grocery store, offers prime downtown accommodation near Ashland's key attractions.
The 28-square-metre flat features two bathrooms, sleeps two guests, includes a kitchenette with microwave, and boasts a private terrace, high-speed 5G internet, and a king-size bed.
Ashland Creekside Home - Ashland, OR
9.7 52 reviews
Ashland, OR
07/10 – 12/10
SG$260/nighttotal: SG$1300 (5 )

Ashland Creekside Home

1 4
apartment , Ashland
This remodelled three-bedroom flat offers a creekside location on Neil Creek, providing 0.96 hectares of wooded seclusion yet remaining conveniently located less than 1.6 kilometres from the interstate and close to town.
This property accommodates up to seven guests and features air conditioning, a garden, an outdoor yoga pergola, and is adjacent to the Ashland Golf Course, with a kitchen equipped with a fridge, freezer, and microwave oven.
Country Studio, Peaceful Retreat - Ashland, OR
10 2 reviews
Ashland, OR
19/07 – 14/08
SG$174/nighttotal: SG$4524 (26 )

Country Studio, Peaceful Retreat

1 1
house , Ashland
This detached studio accommodation is situated in a rural setting on 2.4 hectares, a short drive from Ashland's amenities and the Oregon Shakespeare Festival.
The property sleeps four guests, offering a fully equipped kitchen, a queen-sized bed, a sofa, a futon, air conditioning, internet access, a swimming pool, and a private bathroom, with outdoor features including a porch and fire pit.
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