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 | Walk To Downtown | Soaking Tub & Gourmet Kitchen - Ashland, OR
10 5 reviews
Ashland, OR
05/09 – 07/09
SG$1019/nighttotal: SG$2038 (2 )

Barclay Klum House | Walk To Downtown | Soaking Tub & Gourmet Kitchen

2 2
apartment , Ashland
This Queen Anne-style holiday home in Ashland, Oregon, is situated less than 1.6km from the downtown area, offering easy access to shops, theatres, and restaurants.
The 500 square metre property boasts two bedrooms, one bathroom with a luxurious soaking tub and walk-in shower, a full kitchen including a gas stove and grill, three off-street parking spaces, a fully fenced garden, and can comfortably accommodate four guests.
Lighthouse-themed, Fastest Wifi, 2 King Beds Home - Ashland, OR
9.8 58 reviews
Ashland, OR
20/06 – 23/06
SG$422/nighttotal: SG$1266 (3 )

Lighthouse-themed, Fastest Wifi, 2 King Beds Home

1 5
house , Medford
This Medford ground-floor condo, ideal for families, offers ADA-friendly access and is conveniently located within Medford (precise location unspecified, requiring further details on proximity to local landmarks).
The 2-bedroom, 2-bathroom apartment sleeps up to 6 guests, featuring king-sized beds, a sleeper sofa, a well-equipped kitchen with family-friendly provisions, and a 24/7 monitored security system; further details on the property's size and specific amenities are needed.
The Ashland Social | Guest Studio - Ashland, OR
10 26 reviews
Ashland, OR
17/09 – 23/09
SG$304/nighttotal: SG$1824 (6 )

The Ashland Social | Guest Studio

1 2
studio , Ashland
This studio apartment is located just 0.4 kilometres from Ashland Plaza, placing you within easy reach of the city's main attractions, restaurants, and shops. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has a private entrance and can comfortably accommodate two guests. It features a kitchenette with a fridge, microwave, and other appliances, as well as Wi-Fi, heating, and parking.
Barclay Klum House | Soaking Tub & Gourmet Kitchen - Ashland, OR
9.7 56 reviews
Ashland, OR
17/09 – 23/09
SG$608/nighttotal: SG$3648 (6 )

Barclay Klum House | Soaking Tub & Gourmet Kitchen

1 2
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.

Best Ashland, OR lodgings with a pool

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

The R & R - Ashland, OR
10 4 reviews
Ashland, OR
20/06 – 27/06
SG$858/nighttotal: SG$6006 (7 )

The R & R

4 2
apartment , Talent
This holiday home is situated in Southern Oregon, a 5-minute drive from downtown Ashland, offering convenient access to multiple lakes, hiking trails, and local wineries.
This expansive 743 square meter property boasts four bedrooms, two bathrooms, and capacity for ten guests, featuring a heated swimming pool, a gourmet kitchen with a six-burner gas range and two ovens, a formal dining room, and ample parking for an RV.
Lithia Springs Resort - Ashland, OR
9.1 2280 reviews
Ashland, OR
25/06 – 26/06
SG$1169/nightfor 1 night

Lithia Springs Resort

2 3
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.
Mountainside Chateau Spectacular Views And Sunsets. 15 Min To Downtown Ashland! - Ashland, OR
9.6 16 reviews
Ashland, OR
02/07 – 06/07
SG$1896/nighttotal: SG$7584 (4 )

Mountainside Chateau Spectacular Views And Sunsets. 15 Min To Downtown Ashland!

5 5
apartment , Ashland
This five-bedroom holiday home in Ashland offers a mountain and lakefront setting, located a short drive from Southern Oregon University, the Oregon Cabaret Theatre, and the Oregon Shakespeare Festival.
Spanning 492 square meters, this spacious property accommodates up to ten guests and features a fully equipped kitchen, a balcony for alfresco dining, complimentary Wi-Fi, and is close to outdoor pursuits such as hiking and kayaking.
Come Stay At Our Farmhouse! A Place To Integrate All The Beauty Surrounding You! - Ashland, OR
9.8 30 reviews
Ashland, OR
17/09 – 23/09
SG$1247/nighttotal: SG$7482 (6 )

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

4 2
farm , 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.

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

Plaza North Suite 203 Windsor - Ashland, OR
10 55 reviews
Ashland, OR
20/06 – 21/06
SG$667/nightfor 1 night

Plaza North Suite 203 Windsor

1 4
apartment , Ashland
This luxury Ashland condo is situated in the downtown area, within easy walking distance of the Oregon Shakespeare Festival venues and close to the culinary and shopping districts.
The one-bedroom apartment, sleeping up to four guests, boasts a spacious great room with a state-of-the-art fireplace, a private balcony offering Ashland hills views, a fully equipped modern kitchen, and covered parking with adjacent EV charging points.
Hanna's House By Wanderlodges - Ashland, OR
Ashland, OR
05/09 – 07/09
SG$783/nighttotal: SG$1566 (2 )

Hanna's House By Wanderlodges

1 2
house , Ashland
This cottage is located 1 kilometre from Ashland's city centre, offering easy access to the Ashland Library, Oregon Cabaret Theatre, and Lithia Park.
This property accommodates two guests and features a kitchen with a dishwasher, air conditioning, a garden, an on-site restaurant, and parking, with Wi-Fi provided and laundry services available.
"Enchantment"  Jacksonville, Oregon - Ashland, OR
10 36 reviews
Ashland, OR
02/07 – 06/07
SG$686/nighttotal: SG$2744 (4 )

"Enchantment" Jacksonville, Oregon

4 5
apartment , Medford
This Medford property, a spacious four-bedroom house, is situated 19 kilometres north of Ashland and 11 kilometres south of Jacksonville, offering easy access to the Oregon Shakespeare Festival and Britt Festival.
The 251-square-metre dwelling boasts a jacuzzi, terrace, garden, and parking, accommodating eight guests with amenities including a fully equipped kitchen, Wi-Fi, and access to nearby attractions such as the Beekman House and Craterian Ginger Rogers Theatre.
Ashland Group Retreat! The Redtail Inn Offers 3 Full Suites Within One Booking, Sleeping Up To 12. Great Location For The Shakespeare Festival. Ample Space For Your Large Family Or Friend Group. - Ashland, OR
9.4 3 reviews
Ashland, OR
05/09 – 07/09
SG$1969/nighttotal: SG$3938 (2 )

Ashland Group Retreat! The Redtail Inn Offers 3 Full Suites Within One Booking, Sleeping Up To 12. Great Location For The Shakespeare Festival. Ample Space For Your Large Family Or Friend Group.

4 2
apartment , Ashland
This six-bedroom apartment, sleeping up to twelve guests, is situated in Ashland's Siskiyou-Hargadine Historic District, within a 1.6km walk of the Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Ashland Library.
The 260 square metre property boasts a fully equipped kitchen, Jacuzzi, garden, terrace, parking, and free Wi-Fi; nearby attractions include the Angus Bowmer Theatre and Thomas Theatre, both within 1.6km.

Best Ashland, OR accommodations with a kitchen

Swank Suites | Step Free  King - Ashland, OR
8.8 3 reviews
Ashland, OR
05/09 – 07/09
SG$487/nighttotal: SG$974 (2 )

Swank Suites | Step Free King

1 2
apartment , Ashland
This first-floor apartment in Ashland's historic Railroad District is situated one block from a grocery store and coffee shop, two blocks from an escape room, and within easy walking distance of downtown restaurants, Ashland Plaza Center, and Chozu Bath & Tea Gardens.
The 37-square-metre (approximately 398 square feet) flat offers a king-size bed, a kitchenette, a private outdoor lounge, shared laundry facilities, high-speed 5G internet, a 65-inch smart TV with Netflix, and accommodates two guests; parking is also available.
Gorgeous Log Cabin With Sauna - Ashland, OR
10 2 reviews
Ashland, OR
20/06 – 27/06
SG$266/nighttotal: SG$1862 (7 )

Gorgeous Log Cabin With Sauna

1 2
apartment , Talent
This restored 1920s log cabin offers a unique rural setting amongst wineries, just 3.2 kilometres from downtown Ashland and its Shakespeare Festival.
This pet-friendly holiday let sleeps four guests and features two bathrooms, a kitchen with a fridge and microwave, air conditioning, and access to seven wooded acres with walking trails and communal outdoor areas.
Quiet And Peaceful Cottage Close To Downtown - Ashland, OR
9.8 66 reviews
Ashland, OR
05/09 – 07/09
SG$355/nighttotal: SG$710 (2 )

Quiet And Peaceful Cottage Close To Downtown

1 2
apartment , Ashland
This apartment is located in Ashland's Siskiyou-Hargadine Historic District, a mere 500 meters from downtown Ashland, offering convenient access to its shops, restaurants, and cultural attractions.
This 93 square meter, two-storey property accommodates up to five guests, featuring a full kitchen, a pullout sofa bed, a suite with a queen bed, and a private outdoor space, with off-street parking provided.
Luxury Condo With King Bedroom, Two Bathrooms, Full Kitchen. - Ashland, OR
9.8 10 reviews
Ashland, OR
05/09 – 07/09
SG$574/nighttotal: SG$1148 (2 )

Luxury Condo With King Bedroom, Two Bathrooms, Full Kitchen.

1 2
chalet , Ashland
This luxury apartment in Ashland's Historic Downtown District is located steps from restaurants and shops, and a short walk from the Oregon Shakespeare Festival venues.
The 100-square-metre (1076 square-foot) condo boasts a king bedroom, two bathrooms, a fully equipped kitchen, and a spacious great room with a fireplace, accommodating up to four guests and offering stunning Ashland Hills views from a private balcony; secure parking and elevator access are also provided.
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