Where To Stay In Ashland, Oregon - Updated 2024

Shawna
Shawna 
Updated
| 4 min read

Just over the California border, lies the charming town of Ashland, Oregon. It is best known for being the home of the Oregon Shakespeare Theater. Ashland is an ideal destination for a family vacation. Ashland Creek lies just southwest of downtown and is surrounded by a green, leafy park. Lithia Park has a lovely rose garden, duck ponds, and plenty of trails for a scenic stroll. The kids will love the ScienceWorks Museum which features hands-on learning exhibits. North Mountain Park, which is northeast of downtown, has a nature center and themed gardens, such as the butterfly or herb garden, for a fun-filled day of exploration. To help you plan the perfect vacation we have put together this list of where to stay in Ashland, Oregon.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 01, 2024.

Hotels

1. Ashland Hills Hotel & Suites (from USD 129)

The Ashland Hills Hotel is located near the Oak Knoll Golf Course. All of the rooms come with flat-screen TVs with HBO, a mini fridge, coffeemaker, and stunning mountain views. The on-site amenities include business facilities, a fitness center, complimentary breakfast, an outdoor swimming pool, two tennis courts, and a hot tub. The Luna Cafe, located on the grounds, serves up American and barbecue dishes for both lunch and dinner. Nearby attractions include the Schneider Museum of Art and the ScienceWorks Museum.

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Ashland Hills Hotel & Suites

Wifi Available Wheelchair accessible

Address: 2525 Ashland Street
4.44 km (2.8 mi) from Lithia Park

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Tennis court

2. Best Western Windsor Inn (from USD 120)

The Best Western Windsor Inn features English Tudor-style architecture on the outside and contemporary decor inside. All of the rooms are equipped with flat-screen TVs, air conditioning, refrigerator, and a coffee maker. On-site amenities for you to enjoy are an outdoor pool, fitness center, business facilities, laundry service, and lovely rose gardens. The golf course is less than a mile away, as are a grocery store and some of Ashland’s best restaurants.

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Best Western Windsor Inn

Wifi Available Wheelchair accessible

Address: 2520 Ashland Street
4.45 km (2.8 mi) from Lithia Park

Parking Pets allowed 24-HOUR FRONT DESK Fitness centre Garden Non-smoking rooms Business centre Laundry

3. Plaza Inn & Suites at Ashland Creek (from USD 114)

The Plaza Inn & Suites is located downtown, within walking distance of the Oregon Shakespeare Festival. All of the rooms are equipped with flat-screen TVs with cable channels, a hairdryer in the bathroom, and a coffeemaker. The lobby features 24-hour tea and coffee as well. The hotel has a sun terrace, a 24-hour fitness center, Tesla charging station, spa services, a gift shop, and laundry service. They serve a complimentary hot breakfast every morning and snacks in the evening. You will also be conveniently located within walking distance of restaurants and shops.

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Plaza Inn & Suites at Ashland Creek

Wifi Available Wheelchair accessible

Address: 98 Central Avenue
1.29 km (0.8 mi) from Lithia Park

Parking Pets allowed 24-HOUR FRONT DESK Fitness centre Garden Terrace Non-smoking rooms Business centre

4. Comfort Inn & Suites Ashland (from USD 110)

The Comfort Inn & Suites is located a short drive from the Rogue Valley International-Medford Airport. Every room comes with a flat-screen TV, work desk, WiFi access, and a complimentary hot breakfast. Hotel amenities include an indoor pool and hot tub, business center, laundry facilities, and a 24-hour front desk. The front desk can help you with booking local activities including ski trips and horseback rides. Many of Ashland’s attractions are within 5 miles (8 km) of the hotel, such as the Oregon Cabaret Theater and North Mountain Park.

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Comfort Inn & Suites Ashland

Address: 434 S Valley View Road
4.6 km (2.9 mi) from Lithia Park

5. Winchester Inn (from USD 140)

The Winchester Inn is located just footsteps from the Oregon Shakespeare Festival. Every room includes a flat-screen TV, luxury linens, fluffy bathrobes, and a complimentary two-course breakfast. Some rooms have seating areas, balconies, or patios. The on-site amenities include a 24-hour coffee bar, concierge desk for tickets to shows and attractions, outdoor seating in the garden, business facilities, and a gift shop. There is also a bar and restaurant on the grounds that serves American and French cuisine. You will be within walking distance of restaurants, the Cabaret Theater, the library, and Lithia Park.

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Winchester Inn

Wifi Available Wheelchair accessible

Address: 35 South 2nd Street
822 meters (0.6 ft) from Lithia Park

Parking Restaurant Meeting/banquet facilities Bar Tennis court Golf course (within 3 km) Garden Non-smoking rooms

Resorts

6. Green Springs Inn & Cabins (from USD 111)

The Green Springs Inn & Cabins is located near the Southern Cascade Mountains. The inclusive resort offers guests a choice between cabins or lodge-style rooms. The cabins are solar-powered, have a full kitchen, wood-burning stove, whirlpool tub, and a furnished deck. You will be surrounded by nature as the resort sits nestled in the forest. On-site activities include hiking, biking, and fishing. The kids will enjoy the indoor or the outdoor play area. The Green Springs Inn restaurant is open for breakfast, lunch, and dinner and serves American-style dishes. Downtown Ashland is just a 30-minute drive away.

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7. Lithia Springs Resort (from USD 179)

The Lithia Springs Resort is a spa-style resort. Guests can choose from traditional rooms or individual bungalows. All accommodations include a flat-screen TV, a fireplace, luxury linens, and natural mineral spring water soaking bathtubs. A complimentary breakfast and afternoon tea are served daily. On the grounds, you will find an outdoor saltwater pool, hot tub, sun deck, picnic area, library, bicycle rentals, snack bar, fitness center, spa facilities, and a gift shop. Ashland and its many attractions are less than 5 miles (8 km) away.

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Lithia Springs Resort

Wifi Available Wheelchair accessible

Address: 2165 West Jackson Road
4.1 km (2.6 mi) from Lithia Park

Parking Meeting/banquet facilities Fitness centre Garden Terrace Non-smoking rooms Business centre Laundry

Vacation Rentals

8. Cozy apartment near downtown (from USD 106)

This vintage apartment is located in one of Ashland’s historic homes. The unit features a living/sleeping area, fully equipped kitchen, bathroom, and large yard. You will be conveniently located with walking distance of all that Ashland has to offer. The downtown area with coffee shops, boutique shops, restaurants, and cafes, is just one block away. You can also walk to the Oregon Shakespeare Festival and Lithia Park.

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Ashland, Oregon, United States
1.09 km (0.7 mi) from Lithia Park
704 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
there's a space heater and a ceiling fan for temperature control
we even had 4-5 deer bedded down across the street until dusk a bonus view
this is a charming and comfortable space with nice amenities
the bed is great (your mattress preferences might vary
spacious sparklingly clean light filled space with comfortable bed and all the amenities
Cleanliness:
clean welcoming and convenient
spacious and clean with beautiful decor
the place was spotless and extremely comfortable
the rooms were large clean and well appointed
it's clean spacious and has everything we needed
Host:
leslie and alan were very responsive to our questions
host was very responsive good value place better than describe
they were both very friendly and welcoming yet gave us our privacy too
host has thought of everything so many sweet touches
delightful place excellent host and value i will definitely book again if i possibly can
Location:
amazing location and super cute place
great location really cute and comfortable place
the location is perfect a few steps to downtown
cutest and greatest location in ashland
great location short walk to shops and restaurants
Read more reviews

9. Cottage in the country

This porperty is surrounded by pastures in a rural setting. The cottage has an open floor plan for the living/dining/kitchen area, one bedroom, and a bathroom. The living room has a pull-out sofa bed for additional sleeping arrangements. Out the back door is a nice deck for watching the sunrise or sunset. In the summer months, you can enjoy picking fresh strawberries and blackberries that grow near the cottage. Coffee and tea are provided for you in the kitchenette. Downtown and the ScienceWorks Museum are less than a five-minute drive away.

Stayed at this property?
Ashland, Oregon, United States
3.01 km (1.9 mi) from Lithia Park
221 reviews  
Entire guesthouse 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
coffee supply was delicious wifi reliable bed and bedding very comfortable and the place was immaculate
the cottage is just lovely—fantastic views great amenities very clean very comfortable
our adult kids were comfortable on the fold out couch
the cottage is immaculate warm and perfectly set up for a cozy weekend
beautiful and cozy little cottage with outstanding view
Cleanliness:
so clean and organized
alex’s place was very clean and comfortable
alex has a beautiful place and keeps it sparkling clean
nice quiet and clean
the cottage was clean well appointed and quiet
Host:
alex is a great host
alex is a great host with quick responses and over the top hospitality
the hosts were very responsive and welcoming
alex was an amazing host for my bridesmaids
and alex is a great host
Location:
location is great as it is just a few minutes drive to town and stores
perfect location for visiting family in the area
the location was central and easy to access without being directly next to neighbors
it was close to town but still quiet enough to relax
great location and lovely cottage
Read more reviews

10. Guesthouse near the town center (from USD 120)

This two-story home is ideal for families visiting Ashland. On the ground floor is an open floor plan for the living/dining/kitchen area, along with a full bathroom. The sofa pulls out into a double bed. A spiral staircase will take you to the loft-style bedroom upstairs which features a king-sized bed. The home has a large, furnished deck outside. You are just three blocks away from the town center with its coffee shops, restaurants, shops, and the Cabaret Theater.

Stayed at this property?
Ashland, Oregon, United States
1.2 km (0.8 mi) from Lithia Park
499 reviews   Superhost Wifi Available
Entire guesthouse 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
especially loved the view from the balcony and the bright spacious rooms
wifi offered was also a great touch for guests
scott and becky left some very nice amenities to make our stay more comfortable
smartly designed apartment feels private but remains well lit with natural light with frosted windows
fruit fresh flowers succulents and an absolutely cozy place to stay
Cleanliness:
it was exceptionally clean and comfortable
the space itself is clean comfortable
very clean comfortable place with nice touches
it was clean and great attention to detail
big bathroom lots of clean towels and spare supplies in the cabinets
Host:
the hosts were also very easy to reach and communicate with
host were great and easily accessible
the owner's checked in to make sure i didn't need anything
great and responsive hosts
scott and becky were fantastic hosts
Location:
the location is fantastic
walking distance to good restaurants
great location comfortable house
great location close to oregon shakespeare festival
excellent location for osf lithia park and downtown
Read more reviews

A great family destination

Ashland is a great place to vacation with the family. The charming town offers plenty of attractions that will appeal to the kids. The area is also great for those who love the outdoors as you can spend some quality family time hiking or biking through the forests, or just relaxing by the lake with a pole in the water. Keep these recommendations on where to stay in mind and have a great time in Ashland, Oregon.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Shawna is a domestic goddess living by the sea in the beautiful state of South Carolina. She has earned two degrees in Criminal Justice and Human Services but now spends her time pursuing her...Read more

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