Ashland Hotels from S$51

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21 Nov - 22 Nov
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Top 10 trending Ashland hotels

Exterior detail
Stratford Inn

Stratford Inn

2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1587)
"Always enjoy staying at The Stratford - pet and family friendly, with helpful kind staff members. "
United States
Gilly
The price is S$131
includes taxes & fees
2 Dec - 3 Dec
Stratford Inn
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, (1162)
"Always stay here when I visit my daughter. Price is right, clean room, great breakfast and centrally located. "
United States
Wendi
The price is S$74
includes taxes & fees
5 Dec - 6 Dec
Flagship Inn of Ashland
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3.0 star property
Ashland
9.0 out of 10, Wonderful, (1503)
"Staff were extremely helpful and friendly, and the room was clean and comfortable."
Canada
Margaret
The price is S$145
includes taxes & fees
7 Dec - 8 Dec
Ashland Hills Hotel & Suites
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 star property
Ashland
8.6 out of 10, Excellent, (1014)
"Clean, great pool, super friendly staff. "
United States
Scott
The price is S$125
includes taxes & fees
21 Dec - 22 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, (1004)
"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 S$175
includes taxes & fees
11 Dec - 12 Dec
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, (1002)
"Desk staff was very nice room clean and quiet"
United States
Richard
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)
"Our stay was magical!"
United States
Maryah
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, (1004)
"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 S$153
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western
Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3.0 star property
Ashland
8.8 out of 10, Excellent, (1174)
"Love staying here for the amenities in each room with soaking jacuzzi tub and fireplaces. Ten out of ten would recommend!"
United States
Josh
The price is S$141
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, (1005)
"Clean and friendly staff"
United States
Liza Rene
The price is S$139
includes taxes & fees
28 Nov - 29 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 S$92
includes taxes & fees
25 Nov - 26 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, (1002)
"Location very convenient, close to I5 and close enough to downtown"
United States
Jenni
The price is S$159
includes taxes & fees
23 Nov - 24 Nov
Best Western Windsor Inn
Desk, blackout curtains, iron/ironing board, free WiFi
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2.0 star property
Ashland
7.4 out of 10, Good, (1002)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is S$138
includes taxes & fees
25 Nov - 26 Nov
Cedarwood Inn of Ashland
Bar (on property)
Winchester Inn

Winchester Inn

3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (258)
"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 S$327
includes taxes & fees
26 Nov - 27 Nov
Winchester Inn
Down duvets, desk, laptop workspace, blackout curtains
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 S$127
includes taxes & fees
23 Nov - 24 Nov
Relax Inn At Ashland
BBQ/picnic Area
Ashland Motel - Oregon

Ashland Motel - Oregon

2.0 star property
Ashland
7.8 out of 10, Good, (216)
"Great service "
United States
James
The price is S$104
includes taxes & fees
29 Nov - 30 Nov
Ashland Motel - Oregon
Terrace/patio
Green Springs Inn

Green Springs Inn

2.0 star property
Ashland
9.4 out of 10, Exceptional, (107)
"Definitely not what we expected drove 4 miles up the road and stayed at a way nicer place Hyatt Lake Resort"
United States
Joseph
The price is S$151
includes taxes & fees
4 Dec - 5 Dec
Green Springs 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
The price is S$75
includes taxes & fees
6 Dec - 7 Dec
Ashland Commons Hostel
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)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Premium bedding, pillow-top beds, individually decorated
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
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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Image gallery for Winchester Inn

Bar (on property)

Winchester Inn

3.5 star property
Ashland
9.6/10Exceptional (258 reviews)
42% off
Price is S$418
for 2 nights, 1 room
S$209 per night
includes taxes & fees
Winchester Inn
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Where to stay in Ashland

Find the best Ashland areas for the activities you enjoy most.

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 Shakespeare Festival and Lithia Park are some notable places to visit nearby.

Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Ashland Library and Lithia Park 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 Oregon Shakespeare Festival and Allen Elizabethan Theatre.

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)
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
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USA, Oregon, Mt Ashland. Fresh snow on evergreens.

Mount Ashland Ski Area

4.2/5 (136 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.
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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
"Great stay. Room was clean and inviting. "
Natalie 1-night trip
Posted 2 days ago
Flagship Inn of Ashland

More cheap stays in Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR
The price is S$74 per night from 5 Dec to 6 Dec
S$74
5 Dec - 6 Dec
includes taxes & fees
8.6/10 Excellent! (1,162 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?
Grandview of Ashland: This highly rated holiday home rental in Ashland is located near the airport, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. 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, Ashland Hills Hotel & Suites 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 Flagship Inn of Ashland and Stratford Inn. View all budget hotels in Ashland.
What's the best family accommodation in Ashland?
Lithia Springs Resort is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families. Other options for your family trip include Plaza Inn & Suites at Ashland Creek 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 Ashland Hills Hotel & Suites and Stratford Inn. See more pet-friendly hotel accommodations in Ashland.
What are some hotels with pools in Ashland?
Flagship Inn of Ashland is a top hotel with a seasonal outdoor pool, free breakfast and free self-parking. A couple of other options that feature an on-site pool include Stratford Inn 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 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 317 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 Oregon Shakespeare Festival, Allen Elizabethan Theatre and Thomas Theatre. Landmarks like Oregon Cabaret Theatre, 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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