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Oct 31 - Nov 2
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Compare hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Lobby sitting area
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3.0 star property
9.0 out of 10, Wonderful, (1490)
"This hotel is an expansive, beautiful propert. I would recommend for any kind of traveler. The hottub was an extra bonus."
United States
Rosanna
The price is ￥14,496
￥17,691 total
includes taxes & fees
Nov 16 - Nov 17
Ashland Hills Hotel & Suites
Desk, blackout drapes, iron/ironing board, WiFi
Flagship Inn of Ashland
Flagship Inn of Ashland
2.5 star property
8.8 out of 10, Excellent, (1108)
"Easy smooth check in, comfy beds"
Canada
Rose
Flagship Inn of Ashland
Exterior detail
Stratford Inn
Stratford Inn
2.5 star property
9.4 out of 10, Exceptional, (1572)
"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 ￥16,496
￥18,393 total
includes taxes & fees
Nov 10 - Nov 11
Stratford Inn
Exterior
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 star property
8.6 out of 10, Excellent, (1005)
"Clean, quiet, comfy bed, nice staff, nice breakfast "
Canada
RICHARD
The price is ￥15,326
￥15,556 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Ashland
Outdoor dining
Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek
3.0 star property
8.8 out of 10, Excellent, (1016)
"Charming hotel"
United States
john
Plaza Inn & Suites at Ashland Creek
Garden
Ashland Springs Hotel
Ashland Springs Hotel
3.0 star property
9.2 out of 10, Wonderful, (1011)
"Yummy "
United States
martin
The price is ￥17,747
￥22,080 total
includes taxes & fees
Nov 1 - Nov 2
Ashland Springs Hotel
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
8.6 out of 10, Excellent, (1007)
"My favorite place to stay in Ashland. Clean and nice rooms, affordable, PERFECT location and great staff! "
United States
Lindsey
The price is ￥15,123
￥16,863 total
includes taxes & fees
Nov 15 - Nov 16
The Bard's Inn, BW Signature Collection by Best Western
Front of property
Lithia Springs Resort
Lithia Springs Resort
3.0 star property
9.4 out of 10, Exceptional, (1009)
"Lovely place, great staff"
United States
Kirk
Lithia Springs Resort
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge
Callahan's Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (1174)
"Loved our visit there, staff was top notch"
United States
Michael
The price is ￥16,032
￥18,565 total
includes taxes & fees
Nov 3 - Nov 4
Callahan's Mountain Lodge
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Cedarwood Inn of Ashland
Cedarwood Inn of Ashland
2.0 star property
7.4 out of 10, Good, (1003)
"Room was clean and the customer Service was top notch. Would stay there again."
United States
Jeremiah
The price is ￥12,154
￥13,551 total
includes taxes & fees
Nov 17 - Nov 18
Cedarwood Inn of Ashland
Exterior
Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG
2.5 star property
9.2 out of 10, Wonderful, (1014)
"Nice clean hotel well located for travel"
United States
Zachary
The price is ￥16,967
￥18,918 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Ashland by IHG
Seasonal outdoor pool
Timbers INN and Suites
Timbers INN and Suites
2.0 star property
8.6 out of 10, Excellent, (1014)
"Solid place to stay for the price. Great location. "
United States
Zackery
The price is ￥9,623
￥10,729 total
includes taxes & fees
Oct 29 - Oct 30
Timbers INN and Suites
Exterior
Best Western Windsor Inn
Best Western Windsor Inn
2.5 star property
9.0 out of 10, Wonderful, (1003)
"Location very convenient, close to I5 and close enough to downtown"
United States
Jenni
The price is ￥14,997
￥16,722 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Windsor Inn
Bar (on property)
Winchester Inn
Winchester Inn
3.5 star property
9.8 out of 10, Exceptional, (256)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
The price is ￥23,613
￥28,036 total
includes taxes & fees
Nov 1 - Nov 2
Winchester Inn
Standard Room, 1 King Bed (Newly Redone) | Down comforters, desk, laptop workspace, blackout drapes
Relax Inn At Ashland
Relax Inn At Ashland
1.5 star property
6.8 out of 10, (491)
"Easy check in, friendly staff, clean."
United States
Marilynn
The price is ￥13,067
￥14,569 total
includes taxes & fees
Oct 29 - Oct 30
Relax Inn At Ashland
BBQ/picnic area
Ashland Motel - Oregon
Ashland Motel - Oregon
2.0 star property
7.8 out of 10, Good, (215)
"Great service "
United States
James
The price is ￥11,192
￥12,479 total
includes taxes & fees
Nov 3 - Nov 4
Ashland Motel - Oregon
Hobart Peak | Terrace/patio
Green Springs Inn
Green Springs Inn
2.0 star property
9.4 out of 10, Exceptional, (104)
"Super easy check in, wonderful room. Absolute prefect stay."
United States
Matthew
The price is ￥13,724
￥17,809 total
includes taxes & fees
Oct 29 - Oct 30
Green Springs Inn
Garden
Ashland Commons Hostel
Ashland Commons Hostel
2.0 star property
9.4 out of 10, Exceptional, (49)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is ￥3,986
￥10,577 total
includes taxes & fees
Oct 29 - Oct 30
Ashland Commons Hostel
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillowtop beds, individually decorated
The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges
2.0 star property
9.6 out of 10, Exceptional, (90)
"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
Free daily full breakfast
Country Willows Inn and Estate
Country Willows Inn and Estate
4.0 star property
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
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:Nov 7 - Nov 9

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 ￥34,147
￥69,316 total
includes taxes & fees
Country Willows Inn and Estate
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Where to stay in Ashland

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

Historic Downtown District

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Skidmore Academy Historic District

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

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 theater 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 theaters surrounded by mountain views from June through October. Lithia Park's trails wind along Ashland Creek, perfect for morning walks before browsing the downtown 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

Frequently asked questions

Where is the best place for a stay in Ashland?
Winchester Inn is a favorite with Expedia customers. This inn offers free breakfast and a restaurant. Traveler reviews also recommend Country Willows Inn and Estate and McCall House Boutique Inn as top options for your visit. See all available top hotels, or vacation rentals in Ashland.
What are some of the best vacation rentals in Ashland?
Grandview of Ashland: Visitors give good reviews to this Ashland vacation home rental, which is located near the airport and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Some other homes for rent in Ashland include Barclay Klum House by WanderLodges and Chateau Herb ~ Miranda Carriage House Apt. See all vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes! Most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
Where can I learn more about changing or cancelling my trip to Ashland?
To access more information about changing or cancelling your trip to Ashland, click here.
What's the best accommodation for a budget-friendly stay in Ashland?
Based on reviews, Ashland Hills Hotel & Suites is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. Other good options to stay on the cheap include Stratford Inn and Flagship Inn of Ashland. View all budget hotels in Ashland.
What's the best place to stay for a family vacation in Ashland?
Callahan's Mountain Lodge is a lodge with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices for your family trip include Lithia Springs Resort and Plaza Inn & Suites at Ashland Creek. Kids of all ages will also enjoy a visit to ScienceWorks Hands-On Museum. Find more child-friendly accommodations in Ashland.
What is the favorite 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 WiFi. Ashland Commons Hostel and Country Willows Inn and Estate are other good choices for your vacation. See all available hotels listed as LGBTQ-friendly in Ashland.
What's the best pet-friendly place to stay 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's trip include Ashland Hills Hotel & Suites and Stratford Inn. See more pet-friendly hotel accommodations in Ashland.
Where is the best hotel to stay with easy access to Lithia Park?
Ashland Springs Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a full-service spa and free breakfast. It's located just a short 0.6 mi (1 km) from Lithia Park. Other good choices within a short distance include Stratford Inn and Plaza Inn & Suites at Ashland Creek.
What about the best place to stay near Mount Ashland Ski Area?
One of the top choices for your stay is Callahan's Mountain Lodge, located 5.7 mi (9.2 km) from Mount Ashland Ski Area, and this 3-star lodge offers a restaurant and free parking. Ashland Hills Hotel & Suites and Country Willows Inn are a couple of other good options within the surrounding area.
What are some accommodations 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 offer an onsite 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 center, 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 top 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 favorite water park hotel in AshlandCheck out all hotels with or near waterparks in Ashland.
What's the best hotel for staying near Rogue Valley International Airport (MFR)?
Ramada Hotel & Conference Center by Wyndham Medford is a popular 3-star hotel featuring free breakfast and a restaurant. It's located a short 1.4 mi (2.2 km) from Rogue Valley Intl. Airport. Other good choices close to the airport are Rogue Regency Inn and Suites and Quality Inn and Suites Airport.
What is staying in Ashland like?
Travelers to Ashland give high marks for the entertainment choices, popular theater scene, and festivals. Tourists who journey to this welcoming city can discover its gardens, cafes, and restaurants. In Ashland, there are 314 hotels and other accommodations to choose from. Find out more about Ashland.
What should I do while I'm visiting Ashland?
Known for its theaters 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. Check out what more to see and do in Expedia's Ashland guide.
What's the weather like in Ashland?
The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.

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