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Ashland, OR accommodations
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456 Lodgings in Ashland, OR

Browse Lodgings in the Historic District of Ashland, OR

Choosing central accommodation in downtown Ashland, OR maximizes your time, putting popular museums, historic districts, and local restaurants within walking distance.

Whimsy On B | 2br Steps To Downtown - Ashland, OR
9.8 10 reviews

Whimsy On B | 2br Steps To Downtown

apartment, Ashland
This apartment offers prime placement in Ashland, situated mere steps from the Ashland Food Co-op and a short walk to downtown's theaters, shops, and cafes.
This rental accommodates up to 4 guests with two bedrooms, a living room with a TV, a full kitchen, and an outdoor space with a porch swing, all within a quiet triplex with shared parking and courtyard.
Lodging And Art Gallery, Walk Everywhere. - Ashland, OR
9.9 112 reviews

Lodging And Art Gallery, Walk Everywhere.

apartment, Ashland
This charming house is located in Ashland's Historic Railroad District, just a 10-minute walk from the Oregon Shakespeare Festival and the Ashland Library. It boasts excellent user, location, and cleanliness ratings.
This one-bedroom, one-bathroom home offers 950 square feet of space and accommodates up to 4 guests. The house features a fully equipped kitchen, a private garden, a swimming pool, and a terrace, providing everything you need for a comfortable and enjoyable stay.
Ashland Zen Den - Ashland, OR
9.9 132 reviews

Ashland Zen Den

apartment, Ashland
This two-bedroom basement apartment is located on Main Street in Ashland, Oregon, within walking distance of downtown, Lithia Park, and the Oregon Shakespeare Festival.
The fully equipped 2-bathroom rental boasts high-end mattresses, TVs, a garden, parking, and proximity to Mount Ashland for mountain biking and numerous wineries.
Abbott's Cottages - Cardinal - Ashland, OR
9.8 251 reviews

Abbott's Cottages - Cardinal

bungalow, Ashland
This charming cottage is situated in a residential neighborhood of Ashland, within easy walking distance of the theaters. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The home features a comfortable queen bed and a queen-size hide-a-bed in the living room, accommodating up to four guests. The well-equipped kitchen, redwood deck, and nearby theaters offer a perfect blend of convenience and entertainment options.

Our Favorite Family-Friendly Accommodations in Ashland, OR

Family vacations in Ashland, OR work best when your lodging offers ample space and puts city attractions within easy reach.

Pet Friendly W/ Hot Tub By Town! - Ashland, OR
9.8 76 reviews

Pet Friendly W/ Hot Tub By Town!

apartment, Ashland
This apartment is located in a quiet residential neighborhood, just a short walk from downtown Ashland, Lithia Park, and the Varsity Theatre. It has received excellent ratings for location, cleanliness, and overall user experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It includes a fully equipped kitchen, a private garden, a jacuzzi, and a vintage stereo system, ensuring a comfortable and enjoyable stay.
The Ashland Social | Guest Studio - Ashland, OR
10 27 reviews

The Ashland Social | Guest Studio

studio, Ashland
This studio apartment is conveniently located just a short walk from Ashland Plaza, putting you close to the city's center and its many attractions. The studio consistently receives excellent reviews from guests, highlighting its comfortable and convenient features.
The apartment offers a spacious king-size bed, perfect for couples or solo travelers. Guests can enjoy a kitchenette with a hot plate, fridge, microwave, and other appliances, allowing them to prepare light meals and snacks. The studio also provides fast Wi-Fi, ample street parking, and a private and quiet space for relaxation.
Silver Frog Guesthouse-   Downtown Ashland 'Hood - Ashland, OR
9.9 109 reviews

Silver Frog Guesthouse- Downtown Ashland 'Hood

house, Ashland
This charming cottage is located in Ashland's Historic Railroad District, just a 10-minute walk from the Oregon Shakespeare Festival and other cultural attractions. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
The 400-square-foot cottage can comfortably accommodate up to 3 guests in its one bedroom and one bathroom. Enjoy a private fenced yard, a patio, free Wi-Fi, a fully equipped kitchen, and a garden.
The Victorian Secret - Just Steps To Theaters, Plaza, Restaurants & Park. Enjoy! - Ashland, OR
10 91 reviews

The Victorian Secret - Just Steps To Theaters, Plaza, Restaurants & Park. Enjoy!

apartment, Ashland
This historic Victorian house is located in Ashland's Historic Downtown District, a short walk to the Plaza, Lithia Park, and the Oregon Shakespeare Festival.
This 1450 sq ft rental sleeps 8 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, spa, and parking for 2 cars.

Frequently Asked Questions about accommodations in Ashland, OR

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

    Ashland is known for the Oregon Shakespeare Festival, so seeing a show is a must. You'll also want to visit the Lithia Park, a beautiful green space in the heart of town with a creek running through it. A short drive away, you can explore the natural beauty of the Rogue River and the Siskiyou Mountains.
  • 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 car, as it's located on Interstate 5. You can also fly into the Rogue Valley International-Medford Airport (MFR) and then drive about 30 minutes. If you're looking for a scenic route, you can take the Amtrak train from Portland or Sacramento.
  • 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.

  • When is the ideal time to plan a trip to Ashland, OR?

    The best time to visit Ashland is during the summer months, from June to August, when the weather is warm and sunny. The Oregon Shakespeare Festival is also in full swing during this time, with a variety of performances to choose from. If you're looking for a quieter experience, you can visit in the spring or fall.
  • 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.

  • What are the best walking or cycling routes in Ashland, OR?

    For a leisurely walk, try the Lithia Park loop, which takes you past the creek, the Ashland Public Library, and the Ashland Springs Hotel. If you're looking for a more challenging ride, you can cycle up to the top of Mount Ashland, which offers stunning views of the surrounding area. For a scenic bike route, check out the Bear Creek Greenway, which runs along Bear Creek and offers beautiful views of the Rogue River Valley.
  • 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 nearby towns or cities can be explored from Ashland, OR?

    You can easily take day trips from Ashland to Medford, Jacksonville, and Grants Pass. Medford is a larger city with shopping and dining options, while Jacksonville is a charming historic town with Victorian architecture. Grants Pass is known for its outdoor activities, including fishing and rafting on the Rogue River.
  • 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 amenities can travelers expect from accommodations in Ashland, OR?

    Ashland offers a variety of accommodations, from budget-friendly motels to luxurious hotels. Most accommodations have amenities like Wi-Fi, parking, and a continental breakfast. Some hotels also offer pools, hot tubs, and fitness centers. You can also find vacation rentals, bed and breakfasts, and campgrounds in the area.
  • 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.

Popular destinations

Best Ashland, OR accommodation with a kitchen

Ashland's Instachill - Summer Cottage, Ac, Wfh, Tv - Ashland, OR
No reviews

Ashland's Instachill - Summer Cottage, Ac, Wfh, Tv

apartment, Ashland
This one-bedroom apartment, "Pear Blossom" Cottage, is centrally located in Ashland, Southern Oregon, offering convenient access to Lithia Park and the Oregon Shakespeare Festival.
This accommodation features a fully fenced backyard, a dedicated home office with high-speed internet, and secure bike storage, and can host up to two guests with a queen bed and a full kitchen.
Charming 1 Br Orliena Suite In Historic Downtown Ashland, Or. Walk To The Oregon Shakespeare Festival, Shops, And Dining. Features A Kitchenette, Plush Queen Bed, And Shared Hot Tub Access. Dog Friendly! - Ashland, OR
9.4 9 reviews

Charming 1 Br Orliena Suite In Historic Downtown Ashland, Or. Walk To The Oregon Shakespeare Festival, Shops, And Dining. Features A Kitchenette, Plush Queen Bed, And Shared Hot Tub Access. Dog Friendly!

apartment, Ashland
This Ashland apartment rental is located in the Siskiyou-Hargadine Historic District, a short 10-minute walk from the Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Ashland Library.
The 600-square-foot unit features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, private patio, access to a shared hot tub, and free Wi-Fi.
Luxury Condo With King Bedroom, Two Bathrooms, Full Kitchen. - Ashland, OR
10 15 reviews

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

chalet, Ashland
The Sonoma Suite is a one-bedroom apartment located in Ashland's Historic Downtown District, just steps from the Oregon Shakespeare Festival and the city's restaurants and shops.
This 1,080 square foot apartment features a modern kitchen, a fireplace, a king-size bed, and a full bathroom, accommodating up to four guests.
Abbott's Cottages- "The Perch" - Ashland, OR
No reviews

Abbott's Cottages- "The Perch"

house, Ashland
This second-story apartment rental in Ashland is located two blocks from Ashland Plaza, offering convenient access to dining and entertainment.
This accommodation sleeps two guests and features a queen bed, a queen sleeper sofa, a fully equipped kitchen, air conditioning, internet, a garden, and off-street parking, with shared laundry facilities available.

Neighborhoods and points of interest in Ashland, OR

Best Ashland, OR accommodation with parking

The Acorn Dome W/ Sauna - Ashland, OR
9.6 226 reviews

The Acorn Dome W/ Sauna

bubble, Ashland
This geodome, located three miles from Ashland, Oregon, near highway exit 14, offers a secluded escape in a wooded area with incredible views.
This one-bedroom, one-bathroom bubble features a kitchen with fridge and freezer, air conditioning, Wi-Fi, a private deck, access to a shared barrel sauna, and accommodates up to three guests.
Beautiful And Peaceful Cottage Close To Downtown - Ashland, OR
9.8 159 reviews

Beautiful And Peaceful Cottage Close To Downtown

apartment, Ashland
This charming house is located in Ashland's Siskiyou-Hargadine Historic District, just a 15-minute walk from Southern Oregon University and the Oregon Shakespeare Festival. It has received excellent ratings for user experience, location, and cleanliness.
The 1000-square-foot house comfortably sleeps up to 5 guests in its one bedroom and two bathrooms. You can enjoy a fully equipped kitchen, a fireplace, a patio with barbecue grills, and a TV with a DVD player.
Ashland Tiny Home And Barrel Sauna - Ashland, OR
9.5 279 reviews

Ashland Tiny Home And Barrel Sauna

cabin, Ashland
This Ashland, Oregon craftsman tiny home, located five minutes from downtown and west of Emigrant Lake, offers a secluded retreat on a three-acre property.
The 170-square-foot (8.5 ft x 20 ft) space includes a queen-sized bed in an upstairs loft, one bedroom, one bathroom, a full kitchen with modern appliances, a private deck with BBQ, a shared barrel sauna, and accommodates two guests.
Grandview Of Ashland | Hot Tub | Sauna | Firepit - Ashland, OR
9.9 36 reviews

Grandview Of Ashland | Hot Tub | Sauna | Firepit

apartment, Ashland
This modern Ashland home, perched in the hills overlooking the city, offers stunning valley views and easy access to downtown Ashland and Lithia Park, though precise distances are unspecified.
The two-bedroom, three-bathroom house sleeps six guests comfortably, boasting a gourmet kitchen with wine fridge, a hot tub, sauna, outdoor fire pit, and grill, plus a fitness center 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

The Ashland Social | Main House - Ashland, OR
10 34 reviews

The Ashland Social | Main House

apartment, Ashland
The Ashland Social | Entire Estate - Ashland, OR
10 16 reviews

The Ashland Social | Entire Estate

apartment, Ashland
Lithia Springs Resort - Ashland, OR
9.2 1635 reviews

Lithia Springs Resort

resort, Ashland
Lithia Springs Resort - Ashland, OR
No reviews

Lithia Springs Resort

resort, Ashland

Find the Best Luxury Lodgings in Ashland, OR

For those who appreciate quality, a high-end lodging in Ashland, OR delivers on every front with premium service and style.

European Style Straw Bale Retreat - Ashland, OR
9.7 72 reviews

European Style Straw Bale Retreat

house, Ashland

Popular Dog-Friendly Accommodations in Ashland, OR

Bringing your dog to Ashland, OR? Every lodging here is set up for pets, with dog parks nearby and city walks right on the doorstep.

Creekside Retreat Close To Town - Ashland, OR
10 244 reviews

Creekside Retreat Close To Town

apartment, Ashland
Penthouse Suite, Easy Walk To Downtown. - Ashland, OR
10 135 reviews

Penthouse Suite, Easy Walk To Downtown.

bungalow, Ashland
Charming House Two Blocks From Downtown Ashland - Ashland, OR
9.6 11 reviews

Charming House Two Blocks From Downtown Ashland

apartment, Ashland
Cozy European Cottage 2 Bd + 1 Bath - Ashland, OR
10 2 reviews

Cozy European Cottage 2 Bd + 1 Bath

cabin, Ashland
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