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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

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.
The Ashland Social | Main House - Ashland, OR
10 34 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.
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.
Serenity-themed, Fastest Wifi, 2 King Beds Home - Ashland, OR
9.9 173 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.

Best Ashland, OR lodging with a pool

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

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 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.
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 Carriage House, Winner 2025 Best Of Ashland! - Ashland, OR
9.8 289 reviews

The Carriage House, Winner 2025 Best Of Ashland!

apartment, Ashland
This one-bedroom flat is situated in Ashland's Historic Downtown District, just 0.8km from the Oregon Shakespeare Festival, making it perfect for exploring the area's cultural offerings. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The self-catering apartment is located on the upper floor of a garage, offering privacy and a separate space from the main house, and can accommodate up to four guests. The flat includes a fully equipped kitchen, air conditioning, a shared swimming pool, and a garden, perfect for a relaxing 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

Sweet Breeze Bungalow - Ashland, OR
10 134 reviews

Sweet Breeze Bungalow

apartment, Ashland
This Ashland Railroad District cottage is a five-minute walk from the town centre and within easy walking distance of the Shakespeare Theatres and Lithia Park.
The one-bedroom, one-bathroom self-contained unit sleeps three, features a fully equipped kitchen with dishwasher, air conditioning, private parking, and a garden, offering easy access to hiking trails and wineries.
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.
Cowslip's Upper Garden  Suite - Ashland, OR
10 8 reviews

Cowslip's Upper Garden Suite

apartment, Ashland
This self-contained apartment is situated in a quiet Ashland residential neighbourhood, just under 0.5 kilometres from Ashland's city centre and the Oregon Shakespeare Festival.
The one-bedroom flat, sleeping up to three guests, boasts a private deck overlooking a shared garden with a koi pond and waterfall, a kitchen with fridge, freezer and microwave, air conditioning, parking, and access to shared common areas in a historic Craftsman bungalow.
One Bedroom One Bathroom Studio With Full Kitchen And Stunning Patio. - Ashland, OR
10 2 reviews

One Bedroom One Bathroom Studio With Full Kitchen And Stunning Patio.

studio, Ashland
This Ashland cottage, situated in the Historic Railroad District, is within a 1.7km walk of Lithia Park and less than 1km from the Oregon Cabaret Theatre.
The one-bedroom, one-bathroom self-catering property sleeps two guests and offers Wi-Fi, air conditioning, and essential toiletries; nearby attractions include the Ashland Creek and US Cellular Community Park.

Best Ashland, OR accommodations with a kitchen

Laurel Cottages: Studio + Kitchen Downtown Ashland - Ashland, OR
10 8 reviews

Laurel Cottages: Studio + Kitchen Downtown Ashland

apartment, Ashland
This studio apartment is located in the prime downtown district of Ashland, just a short walk from the Oregon Shakespeare Festival and Lithia Park.
This one-bedroom apartment accommodates two guests and features a fully equipped kitchen, an in-unit washer and dryer, and a shared patio, with Wi-Fi and parking provided.
Bluemoon Vacation Rentals - Bluemoon Cottage - Ashland, OR
9.3 38 reviews

Bluemoon Vacation Rentals - Bluemoon Cottage

apartment, Ashland
Bluemoon Cottage, a one-bedroom apartment in Ashland, offers a peaceful retreat near local wineries, though precise distances require further clarification.
This self-catering cottage sleeps up to four guests, featuring a fully equipped kitchen, a private patio, and a futon in the living room; further details regarding the property's size and proximity to Ashland's attractions are needed.
Chalet "Fleur De Poirier" En Ashland - Ashland, OR
9.3 3 reviews

Chalet "Fleur De Poirier" En Ashland

chalet, Ashland
This Ashland cabin, available for bookings from 19th April, is a pet-friendly, one-bedroom self-catering lodge suitable for short to medium-term lets; further details regarding its precise location within Ashland and proximity to local attractions are pending.
The lodge sleeps two guests and offers amenities including a kitchen with fridge-freezer, air conditioning, a jacuzzi, garden, parking, and internet access; pictures of the interior and further details will be released shortly.
Chateau Herb ~ Miranda Carriage House Apt - Ashland, OR
9.8 8 reviews

Chateau Herb ~ Miranda Carriage House Apt

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.
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