Find Extended Stay Hotels in Ashland, OR

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Top Ashland Extended Stay Hotels | Reserve now, pay later

Our top choices for Ashland hotels with a kitchen

Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

2.0 star property
Ashland
8.6 out of 10, Excellent, (1002)
"Room very good and vintage 70s style. "
United States
James P
$73 nightly
The price is $82
Jan 2 - Jan 3, 2026
Total with taxes and fees
Timbers INN and Suites
Exterior detail
Stratford Inn

Stratford Inn

2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1596)
"Clean room, attentive staff, easy walk to downtown. "
United States
Richard
$84 nightly
The price is $94
Dec 14 - Dec 15
Total with taxes and fees
Stratford Inn
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

2.5 star property
Ashland
9.0 out of 10, Wonderful, (1001)
"Friendly staff and very clean"
United States
Noel
$102 nightly
The price is $114
Dec 14 - Dec 15
Total with taxes and fees
Best Western Windsor Inn
Garden
Ashland Commons Hostel

Ashland Commons Hostel

2.0 star property
Ashland
9.4 out of 10, Exceptional, (50)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
$62 nightly
The price is $69
Dec 10 - Dec 11
Total with taxes and fees
Ashland Commons Hostel
Terrace/patio
Grandview of Ashland

Grandview of Ashland

3.0 star property
Ashland
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
$403 nightly
The price is $407
Jan 5 - Jan 6, 2026
Total with taxes and fees
Grandview of Ashland
Terrace/patio
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Ashland
10.0 out of 10, Exceptional, (31)
"Our stay was amazing everything"
United States
annie t.
$252 nightly
The price is $256
Dec 10 - Dec 11
Total with taxes and fees
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
Interior
Hyatt Prairie Mountain Cabin

Hyatt Prairie Mountain Cabin

Ashland
10.0 out of 10, Exceptional, (57)
"Great, cozy cabin in a beautiful location."
United States
Sara F.
$406 nightly
The price is $412
Dec 10 - Dec 11
Total with taxes and fees
Hyatt Prairie Mountain Cabin
Exterior
The Red Dragon House

The Red Dragon House

Ashland
10.0 out of 10, Exceptional, (103)
"Wonderful stay, thank you!!! Our doggo felt so at home!"
United States
Kirsten P.
$198 nightly
The price is $201
Dec 10 - Dec 11
Total with taxes and fees
The Red Dragon House
Fridge, microwave, stovetop, coffee/tea maker
2 bedroom cabin, huge deck, lodge-style furnishings.

2 bedroom cabin, huge deck, lodge-style furnishings.

Ashland
10.0 out of 10, Exceptional, (1)
$278 nightly
The price is $295
Dec 10 - Dec 11
Total with taxes and fees
2 bedroom cabin, huge deck, lodge-style furnishings.
Exterior
Homey Rustic Cabin in the Cascades

Homey Rustic Cabin in the Cascades

Jackson County
10.0 out of 10, Exceptional, (1)
"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "
United Kingdom
Troy K.
$349 nightly
The price is $352
Dec 10 - Dec 11
Total with taxes and fees
Homey Rustic Cabin in the Cascades
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Ashland

Discover top Ashland attractions

Ashland, Oregon, is a paradise of experiences tailored for quality-seeking travelers. Begin your adventure at the Oregon Shakespeare Festival, a renowned event that brings together world-class performances and vibrant storytelling, captivating both adults and children alike. Just a short stroll away, the beautiful Lithia Park offers a serene escape with its lush gardens, winding trails, and playgrounds, perfect for families seeking outdoor fun. For those who love art, the Ashland Art Center features local artists' work and often hosts workshops, allowing you to engage and create during your stay. Don’t miss the chance to explore the nearby Rogue River for thrilling white-water rafting or peaceful kayaking, providing an exhilarating way to connect with nature. After a day of adventure, unwind in the historic downtown area, where boutique shops and gourmet dining await. Choose a hotel like the Ashland Springs Hotel, a beautifully restored historic building that offers modern luxuries while maintaining its charming character. Here, attentive staff ensure your needs are met, making your stay both comfortable and memorable. Ashland combines culture, nature, and exceptional service, making it a delightful destination for those seeking enriching experiences.

Find the best extended stay hotels in Ashland

For travelers to Ashland, Oregon who appreciate the convenience of cooking while away from home, these top hotels provide excellent kitchen amenities. Each hotel offers unique features to enhance your stay.

Lithia Springs Resort

  • Why it's great for an extended stay: Lithia Springs Resort is an excellent choice for guests who desire kitchen facilities during their stay. Rated at 9.2, the resort features a kitchenette with a refrigerator and microwave, ideal for preparing meals or snacks at any time. Guests can also indulge in the onsite spa and hot tub, perfect for unwinding after a busy day of sightseeing.
  • Other amenities: The resort offers a complimentary buffet breakfast, outdoor pool, and inviting terraces and patios for relaxation. Guests can enjoy luxurious Frette Italian sheets, free toiletries, and air conditioning to enhance their comfort. With easy access to nearby golf and skiing locations, plus a concierge service, Lithia Springs Resort ensures a memorable stay.
  • Nearby attractions: Allen Elizabethan Theatre - 2.42 miles, Angus Bowmer Theatre - 2.43 miles, Thomas Theatre - 2.43 miles

Stratford Inn

  • Why it's great for an extended stay: The Stratford Inn is perfect for travelers seeking the comfort of kitchen facilities. With a stellar review rating of 9.2, guests can enjoy a kitchenette equipped with a stovetop, microwave, and refrigerator, making meal preparation simple and enjoyable. The inviting indoor pool and hot tub offer additional relaxation after a day of exploring Ashland's beautiful surroundings.
  • Other amenities: Guests can unwind on the terrace, take advantage of the daily housekeeping service, or enjoy nearby winery tours. For those who enjoy winter sports, the inn is conveniently located near skiing and snowboarding locations. Additional features include a crib available for families, free toiletries, air conditioning, and a cozy sofa bed for extra comfort.
  • Neighborhood: Siskiyou-Hargadine Historic District
  • Nearby attractions: Southern Oregon University - 0.54 miles, Oregon Cabaret Theatre - 0.49 miles, Ashland Library - 0.33 miles

Best Western Windsor Inn

  • Why it's great for an extended stay: The Best Western Windsor Inn is an ideal choice for those who appreciate the comforts of a kitchen while traveling. With a review rating of 9.0, this hotel features a kitchenette with a microwave and refrigerator, providing guests with the flexibility to prepare meals. The outdoor pool and hot tub add a perfect touch for relaxation after exploring Ashland.
  • Other amenities: Guests can enjoy a free breakfast daily, eco-friendly cups, and a fitness facility to maintain their routine. The hotel provides convenient self-parking and features a beautiful garden area. Additionally, the stunning mountain views create a picturesque backdrop for travelers.
  • Nearby attractions: Southern Oregon University - 1.33 miles, Schneider Museum of Art - 1.7 miles, Weisinger Family Winery - 2.03 miles

Flagship Inn of Ashland

  • Why it's great for an extended stay: The Flagship Inn of Ashland is a great option for travelers looking for kitchen amenities at an affordable price. With a solid review rating of 9.0, guests can utilize a fully equipped kitchen featuring a refrigerator and microwave, allowing for home-cooked meals during their visit. The inviting atmosphere and complimentary breakfast enhance the overall guest experience.
  • Other amenities: Guests can enjoy free internet access, a refreshing pool, and easy self-parking. The inn also features connecting rooms for larger parties, air conditioning for comfort, and a lovely garden area for relaxation. For active travelers, nearby hiking and biking trails offer beautiful scenery and outdoor fun.
  • Nearby attractions: Southern Oregon University - 0.2 miles, Schneider Museum of Art - 0.43 miles, ScienceWorks Hands-On Museum - 0.96 miles

Comfort Inn & Suites Ashland

  • Why it's great for an extended stay: Comfort Inn & Suites is perfect for travelers who enjoy the convenience of kitchen amenities. With a respectable review rating of 8.4, guests can take advantage of a fully equipped kitchen featuring a dishwasher, stovetop, and microwave, allowing for easy meal preparation during their stay. The indoor pool and hot tub provide a great way to unwind after a day of adventures.
  • Other amenities: The hotel also offers a complimentary breakfast, air conditioning for comfort, and free toiletries. Guests can utilize the self-parking facilities and enjoy the nearby winery options. The hotel is well-situated for outdoor activities, including skiing and mountain climbing, making it a fantastic choice for nature enthusiasts.
  • Nearby attractions: Lithia Park - 2.56 miles, Allen Elizabethan Theatre - 2.57 miles, Angus Bowmer Theatre - 2.58 miles

Expand your search

Most booked related extended stays in Ashland in 2026

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Vacation homes with a kitchen

Frequently asked questions

What are the best extended stay hotels in Ashland?
Whether you're in Ashland on business or taking a well-earned extended vacation, one of our 97 long-term rentals will suit your style. These hotels have a total average guest review rating of 9.5 and homestyle comforts such as a kitchen, making them popular for long stays. Want amenities like a swimming pool, daily housekeeping services and the opportunity to cook for yourself? The Bards Inn, BW Signature Collection by Best Western checks those boxes. Also look up Plaza Inn & Suites at Ashland Creek. Start your day with a steaming coffee and freshly cooked pancakes and then get exploring. This extended stay in Ashland comes with vending machines and a full-sized refrigerator/freezer.
What are the best long-term hotels in Ashland?
The most popular long-term hotels offer loads of conveniences that'll help you settle in easily, just like at Century House~1920s Farm House Restored. An oven and a dryer are among the conveniences you'll have access to at this escape. An extended stay in Ashland is made even more comfortable here with a kitchen to whip up delicious homemade meals. Another option is Hillside Haven - 30 Day. It comes with a washing machine, a dryer and kitchen facilities.
What are the top pet-friendly extended stay hotels in Ashland?
Reserve a pet-friendly room for you and your bestie at Premier Downstairs Flat In Perfect Down Town Location. Spend your extended stay in Ashland here and make the most of pet-friendly services and a patio. Pet owners are also well looked after at Warm And Inviting Ashland Cottage < Half. This escape features a garden, a yard and other useful amenities that'll help make you and Coco feel relaxed and at home.
Are there any extended stay apartments in Ashland?
If you want to experience Ashland like a local, nothing tops an apartment. One guest favorite is Hopyard View Farm ~ A Farm Experience In Ashland. Surround yourself with the culture and energy of Ashland from this central property, which features an oven and a sofa bed. Carlisle Garden Suites is another top option. It comes with amenities to help make an extended stay in Ashland even more enjoyable, including a patio and a deck. Another great thing about the apartment lifestyle? Your own kitchenette or kitchen. That means homemade dinners and chilled-out evenings watching TV shows with a bowl of popcorn.
What's the best extended stay hotel in downtown Ashland?
Sample the culture and vibe of Ashland from Century House~1920s Farm House Restored. With a central location and conveniences like an oven and a washing machine, it's a popular pick among travelers planning an extended vacation. The Aloha House~ Hot Tub~ Seasonal Pool also places you moments from the action. This extended stay hotel comes with a patio, a barbecue grill and more. As that old '60s song goes — everything's waiting for you downtown! Oregon Shakespeare Festival and Southern Oregon University are some popular attractions close to Ashland's center when it's time to head out and explore.
What are the best extended stay hotels with kitchens in Ashland?
If you're heading away with the kids, dining out doesn't need to take a huge bite out of your travel finances. Save on takeout and restaurant bills at Warm And Inviting Ashland Cottage < Half. Offering a kitchen, a firepit and pet-friendly facilities, this property is an ideal pick for families. You can also cook your own meals at Barclay Klum South ~ Kitchen. A king bed and a barbecue grill help make this option one of our most in-demand long-term stays in Ashland.
Can I find extended stay hotels with pools in Ashland?
Whether you're the type to get a workout in or just gently bob around, a pool is the ideal addition to any vacation. Create fun memories with your loved ones at The Aloha House~ Hot Tub~ Seasonal Pool. This extended stay in Ashland also has a barbecue grill and a patio. After a big day of exploring, spend your time poolside at Ashland Lodge With Lake Views And Private Pond. This is another guest favorite that offers a barbecue grill and a patio.Anytime is a perfect time to experience Ashland, which has a mediterranean climate. But if you're aiming to spend your days frolicking about in the water, go there during the summer months when temperatures range between 44 ºF and 82 ºF.
What are the top extended stay hotels with 2 bedrooms in Ashland?
Ashlands New Vacation Rental is ideal for a family or group of friends. Offering two bedrooms, a washing machine and an oven, you'll be comfy here during your extended vacation in Ashland. Or, spend your escape at Railroad District, Steps To Downtown. This two-bedroom option also has amenities that are suited to long-term stays, like a kitchen, shopping and a dryer.
Why book an extended stay hotel in Ashland through Expedia?
From our competitive offers to our rewards programs, you'll save big when you reserve your extended stay in Ashland through Expedia. Click on your travel dates to view our long-term rentals, then fine-tune your search using the filters to find your ideal retreat. Our extended stay hotels in Ashland feature conveniences like kitchens, laundries and refrigerators to help make your long-term stay feel homey. Whether you're looking for a room just for the night or a property with budget-friendly weekly rates, Expedia can help you find the right place.
What can I expect from an extended stay hotel?
Featuring amenities such as kitchens, dining spaces and laundries, extended stay hotels in Ashland can be a comfortable and money-saving alternative to your standard property. Cook your own tasty meals and save on laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from small studios to spacious and luxurious options with several rooms. They also have many of the amenities you'd find in a standard hotel, like restaurants and 24/7 guest services. If you want flexibility, privacy and the comforts of home for a while, an extended stay hotel is an awesome choice.

Top Ashland Hotel Reviews

Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"clean comfortable room, recently updated. owner/manager very responsive to questions about mattress suitability for my needs."
Steven 2-night trip
Posted 3 days ago
Timbers INN and Suites

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