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Top hotels and accommodation in Ashland

Exterior detail
Stratford Inn

Stratford Inn

2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1576)
"We had a very nice stay! Rooms were comfortable, and the location is great - many great dining choices and entertainment within walking distance of the hotel."
United States
James
The price is NZ$177
includes taxes & fees
1 Dec - 2 Dec
Stratford Inn
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3.0 star property
Ashland
9.0 out of 10, Wonderful, (1495)
"Staff was very accommodating"
United States
Jennifer
The price is NZ$204
includes taxes & fees
16 Nov - 17 Nov
Ashland Hills Hotel & Suites
Desk, blackout curtains, iron/ironing board, WiFi
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 star property
Ashland
8.8 out of 10, Excellent, (1147)
"Nice staff and clean room."
United States
Patricia
The price is NZ$119
includes taxes & fees
14 Nov - 15 Nov
Flagship Inn of Ashland
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 star property
Ashland
8.6 out of 10, Excellent, (1000)
"Our rooms (we stayed on a Monday and a Friday night) were clean, quiet and the staff were friendly and courteous. And pet friendly!"
United States
Carol-Ann
The price is NZ$162
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Ashland
Garden
Ashland Springs Hotel

Ashland Springs Hotel

3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1000)
"Always a great place to stay in downtown. This historic hotel has lots of charm and rooms with downtown view are fun."
United States
aurora
The price is NZ$230
includes taxes & fees
15 Nov - 16 Nov
Ashland Springs Hotel
Outdoor dining
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3.0 star property
Ashland
8.8 out of 10, Excellent, (1004)
"comfortable bed, nice courtyard view walkable to town."
United States
Peter
Plaza Inn & Suites at Ashland Creek
Front of property
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (1007)
"Love this place"
United States
diana
Lithia Springs Resort
Lobby
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 star property
Historic Downtown District
8.6 out of 10, Excellent, (1002)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is NZ$220
includes taxes & fees
14 Nov - 15 Nov
The Bard's Inn, BW Signature Collection by Best Western
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3.0 star property
Ashland
8.8 out of 10, Excellent, (1168)
"Loved our visit there, staff was top notch"
United States
Michael
The price is NZ$210
includes taxes & fees
8 Dec - 9 Dec
Callahan's Mountain Lodge
Exterior
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
Ashland
9.2 out of 10, Wonderful, (1003)
"Clean and friendly staff"
United States
Liza Rene
The price is NZ$219
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Ashland by IHG
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

2.0 star property
Ashland
8.6 out of 10, Excellent, (1003)
"It was a great overall experience and we liked the accessibility to main Ashland. Comfy bed, nice shower. "
United States
Sequoyah
The price is NZ$120
includes taxes & fees
15 Nov - 16 Nov
Timbers INN and Suites
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

2.5 star property
Ashland
9.0 out of 10, Wonderful, (1000)
"Location very convenient, close to I5 and close enough to downtown"
United States
Jenni
The price is NZ$234
includes taxes & fees
23 Nov - 24 Nov
Best Western Windsor Inn
Standard Room, 2 Queen Beds, Non Smoking
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2.0 star property
Ashland
7.4 out of 10, Good, (1002)
"Room was clean and the customer Service was top notch. Would stay there again."
United States
Jeremiah
The price is NZ$159
includes taxes & fees
14 Dec - 15 Dec
Cedarwood Inn of Ashland
Standard Room, 1 King Bed (Newly Redone)
Relax Inn At Ashland

Relax Inn At Ashland

1.5 star property
Ashland
6.8 out of 10, (495)
"The rooms are clean,everything worked, the price was right, very inexpensive. "
United States
Fred
The price is NZ$168
includes taxes & fees
16 Nov - 17 Nov
Relax Inn At Ashland
Bar (on property)
Winchester Inn

Winchester Inn

3.5 star property
Historic Downtown District
9.8 out of 10, Exceptional, (257)
"Loved our stay so much!"
United States
Amy
The price is NZ$370
includes taxes & fees
16 Nov - 17 Nov
Winchester Inn
BBQ/picnic Area
Ashland Motel - Oregon

Ashland Motel - Oregon

2.0 star property
Ashland
7.8 out of 10, Good, (216)
"Pleasant place to stay."
United States
chelly
The price is NZ$137
includes taxes & fees
15 Nov - 16 Nov
Ashland Motel - Oregon
Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Fabulous location with a beautiful pool and garden yet close to the Shakespeare Festival. The breakfasts were superb as were the cookies and tea left out in the afternoon. "
United States
Carol
Country Willows Inn and Estate
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

2.0 star property
Ashland
9.4 out of 10, Exceptional, (104)
"It was all wonderful "
United States
amber
The price is NZ$214
includes taxes & fees
16 Nov - 17 Nov
Green Springs Inn
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (94)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Garden
Ashland Commons Hostel

Ashland Commons Hostel

2.0 star property
Ashland
9.4 out of 10, Exceptional, (50)
"Everything I needed was provided. I was more than happy!!!"
United States
corey
The price is NZ$122
includes taxes & fees
23 Nov - 24 Nov
Ashland Commons Hostel
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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Great weekend hotel deals in Ashland, OR

Showing deals for:21 Nov - 23 Nov

Image gallery for Country Willows Inn and Estate

Free daily full breakfast

Country Willows Inn and Estate

4.0 star property
Ashland
9.8/10Exceptional (33 reviews)
10% off
Price is NZ$802
for 2 nights, 1 room
NZ$401 per night
includes taxes & fees
Country Willows Inn and Estate
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Our guide on where to stay in Ashland

Find the best Ashland areas for the activities you enjoy most. Learn more about Ashland
Learn more about Ashland

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.

Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.

Skidmore Academy Historic District

While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Stay near popular Ashland attractions

Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway
Photo by Patrick Glassford
Open Photo by Patrick Glassford

Oregon Shakespeare Festival

4.6/5 (351 reviews)
At OSF, America's oldest repertory theatre presents Shakespearean classics and bold new works across three venues. Reserve seats for evening performances and arrive early for the free outdoor Green Show entertainment.
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USA, Oregon, Mt Ashland. Fresh snow on evergreens.

Mount Ashland Ski Area

4.2/5 (136 reviews)
Southern Oregon's premier ski destination offers 44 trails across 240 acres of varied terrain. Enjoy twilight skiing on select evenings for a magical mountain experience under the stars.
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Learn more about Ashland

World-class Shakespeare performances unfold in outdoor theatres surrounded by mountain views from June through October. Lithia Park's trails wind along Ashland Creek, perfect for morning walks before browsing the city centre galleries and craft breweries.

See all hotels in Ashland
APB2G7 Shops and restaurants on Lithia Plaza at junction with Main Street in Ashland Oregon

Top Ashland Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"The room was amazingly spacious and well furnished. Everything was clean and well organized for convenience and comfort with great amenities. I will definitely make this my place to stay from now on."
James 1-night trip
Posted 2 days ago
Flagship Inn of Ashland

More cheap accommodation in Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR
The price is NZ$119 per night from 14 Nov to 15 Nov
NZ$119
14 Nov - 15 Nov
includes taxes & fees
8.6/10 Excellent! (1,145 reviews)

Frequently asked questions

Where is the best place for a stay in Ashland?
Winchester Inn is a favourite with Expedia customers. This inn offers free breakfast and a restaurant. Traveller reviews also recommend Country Willows Inn and Estate and McCall House Boutique Inn as top options for your trip. See all available top hotels, or vacation rentals in Ashland.
What are some of the best holiday rentals that Ashland has to offer?
Barclay Klum House by WanderLodges: This highly rated holiday home rental in Ashland is located near the airport, and has a private garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Some other homes for rent in Ashland include Chateau Herb ~ Miranda Carriage House Apt and Gorgeous Lakeside HOUSE + Indoor SAUNA!. See all vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes, most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
What's the best budget-friendly hotel in Ashland?
Based on reviews, Stratford Inn is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and free parking. Other choices for your budget-friendly stay include Ashland Hills Hotel & Suites and Flagship Inn of Ashland. View all budget hotels in Ashland.
What's the best family accommodation in Ashland?
Plaza Inn & Suites at Ashland Creek is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other options for your family trip include Lithia Springs Resort and Callahan's Mountain Lodge. Also, children of all ages will enjoy a visit to ScienceWorks Hands-On Museum. Find more child-friendly accommodations in Ashland.
What is the top LGBTQ-friendly place to stay in Ashland?
Holiday Inn Express & Suites Ashland by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Ashland Commons Hostel and Country Willows Inn and Estate are two other good choices for your holiday. See all available hotels listed as LGBTQ-friendly in Ashland.
What's the best dog-friendly accommodation option in Ashland?
Green Springs Inn is a top dog-friendly resort and offers free WiFi for its human guests. Two other good options for you and your pet include Stratford Inn and Ashland Hills Hotel & Suites. See more pet-friendly hotel accommodations in Ashland.
What are some hotels with pools in Ashland?
Stratford Inn is a top hotel with a children's pool, an indoor pool and free WiFi. A couple of other options that feature an on-site pool include Flagship Inn of Ashland and Country Willows Inn and Estate. View all hotels with pools in Ashland.
What is the best spa hotel in Ashland?
Ashland Springs Hotel is a top spa hotel featuring a fitness centre, a hair salon, a bar and a restaurant. Spend an afternoon at Waterstone Spa And Salon where you'll find facials, body scrubs, and Ayurvedic treatments and more. Other popular spa hotels in Ashland include Country Willows Inn and Estate and Bayberry Inn and Retreat. See all spa hotels in Ashland.
What's the most popular hotel in Ashland with an on-site water park or a water park nearby?
Come relax, work & enjoy country air. Beautiful winter has arrived! is a favourite water park hotel in Ashland
What is staying in Ashland like?
Travellers to Ashland give high marks for the entertainment choices, popular theatre scene and festivals. Tourists who journey to this welcoming city can discover its gardens, cafes and restaurants. In Ashland, there are 312 hotels and other accommodation options to choose from. Find out more about Ashland.
What should I do while I'm visiting Ashland?
Known for its theatres and opera, cultural venues include Allen Elizabethan Theatre, Oregon Shakespeare Festival and Oregon Cabaret Theatre. Landmarks like Tashi Choling Buddhist Center and Lithia Artisans Market might be worth a visit. The gardens and hiking trails highlight the natural beauty with places to discover including Lithia Park, Emigrant Lake and Howard Prairie Lake. Take a look at what more there is to see and do in Expedia's Ashland guide.
What's the seasonal weather in Ashland?
The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.

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