A deer on a road with vegetation on the sides.

Ashland Hotels from S$96

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Ashland hotels

1. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,796 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is S$146
includes taxes & fees
9 Nov - 10 Nov
Stratford Inn

2. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,011 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is S$154
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel

3. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
Ashland
9.4 out of 10, Exceptional, (1,006 reviews)
"Very friendly staff."
Canada
Tanis
The price is S$132
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Ashland by IHG

4. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,001 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is S$161
includes taxes & fees
14 Nov - 15 Nov
Best Western Windsor Inn

5. 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
8.4 out of 10, Very good, (1,004 reviews)
"The Bards Inn was close to all the fun shops, restaurants, and Lithia Park."
United States
Denise
The price is S$136
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western

6. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,010 reviews)
"Well maintained, affordable delicious breakfast, clean rooms"
United States
Christina
The price is S$147
includes taxes & fees
16 Nov - 17 Nov
Lithia Springs Resort

7. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,068 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is S$126
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Ashland

8. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.4 out of 10, Very good, (1,491 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is S$96
includes taxes & fees
9 Nov - 10 Nov
Prospero's Flagship Inn

9. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1,007 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is S$166
includes taxes & fees
9 Nov - 10 Nov
Plaza Inn & Suites at Ashland Creek

10. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,577 reviews)
"Great hotel!"
United States
Nicholas
The price is S$153
includes taxes & fees
12 Nov - 13 Nov
Ashland Hills Hotel & Suites

11. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (119 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is S$192
includes taxes & fees
22 Nov - 23 Nov
The Peerless Hotel by WanderLodges

12. Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,128 reviews)
"Cozy getaway. Loved our stay here."
United States
Cameron
The price is S$137
includes taxes & fees
4 Dec - 5 Dec
Callahan's Mountain Lodge

13. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.8 out of 10, Excellent, (1,004 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is S$98
includes taxes & fees
9 Nov - 10 Nov
Timbers INN and Suites

14. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is S$97
includes taxes & fees
9 Nov - 10 Nov
Ashland Commons Hostel

15. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is S$206
includes taxes & fees
9 Nov - 10 Nov
Winchester Inn

16. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is S$240
includes taxes & fees
8 Dec - 9 Dec
McCall House Boutique Inn

17. Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (45 reviews)
"A beautiful serene landscape compliments the beautifully decorated and very comfy rooms. Beds and pillows were divine. Breakfast was epicurean."
United States
Diane
The price is S$214
includes taxes & fees
9 Nov - 10 Nov
Country Willows Inn and Estate

18. Whimsy On B 2br & Studio

Whimsy On B 2br & Studio
2.5 star property
Historic Railroad District
The price is S$409
includes taxes & fees
15 Nov - 16 Nov
Whimsy On B 2br & Studio

19. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
Ashland
8.0 out of 10, Very good, (251 reviews)
"Clean, basic room that is walking distance to downtown Ashland."
United States
Madrik A.
The price is S$102
includes taxes & fees
9 Nov - 10 Nov
Ashland Motel - Oregon

20. Whimsy on B

Whimsy on B
3.0 star property
Historic Railroad District
The price is S$213
includes taxes & fees
15 Nov - 16 Nov
Whimsy on B
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.

Compare top hotels in Ashland

2.5 star property
Siskiyou-Hargadine Historic District
3.0 star property
Historic Downtown District
2.5 star property
Ashland
2.5 star property
Ashland
2.5 star property
Historic Downtown District
9.4
Exceptional
1,796 reviews
9.2
Wonderful
1,011 reviews
9.4
Exceptional
1,006 reviews
9.0
Wonderful
1,001 reviews
8.4
Very good
1,004 reviews
The price is S$146
includes taxes & fees
9 Nov - 10 Nov
The price is S$154
includes taxes & fees
1 Dec - 2 Dec
The price is S$132
includes taxes & fees
7 Dec - 8 Dec
The price is S$161
includes taxes & fees
14 Nov - 15 Nov
The price is S$136
includes taxes & fees
24 Nov - 25 Nov
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • Yes, Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Holiday Rentals in Ashland

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Ashland

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

Historic Railroad District

Step into Ashland's Historic Railway District where Victorian buildings and artistic energy create a cultural haven. Tree-lined streets lead to the famous Oregon Shakespeare Festival theatres and vibrant art galleries housed in restored 19th-century structures. Cobblestone walkways connect charming plazas adorned with bronze sculptures. The district prioritises pedestrians with limited vehicle access, making exploration a pleasure. Farm-to-table restaurants occupy converted Victorians while cosy cafes offer perfect pre-theater dining spots. Historic bed & breakfasts provide intimate accommodation with period furnishings, completing this arts-focused neighborhood's authentic appeal.

Skidmore Academy Historic District

Step back in time to Ashland's Skidmore Academy Historic District, where Victorian-era buildings stand as elegant witnesses to the past. Tree-lined streets lead to ornate homes with wraparound porches and bay windows. The historic academy anchors this charming area, offering a glimpse into 19th-century architectural heritage. This peaceful residential haven sits just steps from the renowned Oregon Shakespeare Festival venues. Theater-goers appreciate the intimate local cafes with seasonal Pacific Northwest cuisine. Visitors can easily explore the district's preserved period homes while enjoying the distinctive atmosphere created by creaking wooden porches and rustling mature trees.

Historic Downtown District

Ashland's Historic City centre District combines 19th-century charm with world-class theatre. The Oregon Shakespeare Festival anchors this walkable area where Tudor-style theatres stand alongside Victorian shopfronts and cobblestone plazas. Art galleries, independent bookshops, and farm-to-table restaurants create a culturally rich atmosphere. Lithia Park borders the district with 93 acres of gardens and walking trails. During festival season, the streets buzz with theatergoers and performers. Most attractions sit within a three-block radius, making exploration easy without a car. Mountain views frame this intimate district where history and performing arts thrive together.

Siskiyou-Hargadine Historic District

The Siskiyou-Hargadine Historic District showcases Ashland's architectural heritage through well-preserved Victorian and Craftsman homes. Tree-canopied streets and manicured gardens create a peaceful residential haven just steps from city centre. Travellers will appreciate the authentic small-town Oregon atmosphere while staying close to cultural attractions. The area sits within walking distance of the renowned Oregon Shakespeare Festival and Lithia Park. Historic bed and breakfasts offer intimate accommodation in restored Victorian homes with period furnishings. Despite its quiet residential character, downtown's diverse dining scene and artisan shops are just a short stroll away.

Stay near popular Ashland attractions

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.

A stone bridge over a calm stream with autumn leaves.

Top Ashland Hotel Reviews

More cheap stays in Ashland

Find out more about Ashland

Top reasons to visit Ashland

  • World-Class Theatre: Ashland is renowned for the Oregon Shakespeare Festival, offering exceptional performances in a charming setting.
  • Stunning Outdoor Scenery: Explore picturesque lakes, urban parks, and nearby national/state parks, perfect for hiking and adventure sports.
  • Vibrant Downtown: Enjoy a lively atmosphere with quaint cafĆ©s, unique shops, and friendly locals.
  • Charming Accommodations: Choose from a variety of lodging options, including cosy bed and breakfasts and pet-friendly hotels.
  • Rich Cultural Experiences: Immerse yourself in local culture with art galleries, festivals, and historical sites.

Find great hotels in and around Ashland

Discover the charm of Ashland, Oregon, with a delightful range of accommodations tailored to suit every type of traveller. From cosy bed and breakfasts to well-appointed hotels, you'll find the perfect spot to unwind. Many properties cater to pet lovers and business travellers alike, ensuring a comfortable stay. Whether you're seeking a relaxing winery-themed getaway or an adventurous holiday, Ashland's lodging options promise a memorable experience.

  • Ashland Hills Hotel & Suites: Nestled in the picturesque surroundings of Ashland, the Ashland Hills Hotel & Suites offers a tranquil retreat with a distinctive theme of comfort and convenience. This 3-star hotel boasts a commendable guest rating of 8.8 out of 10. Ideal for both business and leisure travellers, it features pet-friendly accommodations, allowing you to bring your furry companions along. Notable amenities include a relaxed atmosphere, suitable for business trips, and a warm welcome to service animals. Enjoy the scenic views and spacious suites that provide a perfect base to explore the charming town.
  • Plaza Inn & Suites at Ashland Creek: Embracing a spirit of adventure, the Plaza Inn & Suites at Ashland Creek is an ideal choice for families and thrill-seekers alike. With a guest rating of 8.8 out of 10, this 3-star hotel is perfectly positioned for those looking to partake in skiing and outdoor activities. Its proximity to ski shuttles and lifts makes it convenient for winter sports enthusiasts. The hotel also provides various adventure sports options nearby, such as rafting, kayaking, and hiking. Family-friendly amenities include complimentary cribs and essential services to ensure a stress-free stay.
  • Motel 6 Medford, OR: A budget-friendly option situated 17.7km from Ashland, Motel 6 Medford, OR caters to cost-conscious travellers. This motel offers a welcoming environment for guests with pets, allowing you to enjoy your stay without leaving your furry friend behind. The property is known for its straightforward amenities and reasonable rates, making it an excellent choice for a simple and comfortable stay. With a pet-friendly policy, you can rest easy knowing your pets are welcome during your travels.

Where to stay in and around Ashland

Discover the enchanting charm of Ashland, Oregon, a haven for outdoor enthusiasts and romantics alike. Stroll through the vibrant downtown, where friendly locals greet you at quaint cafƩs and unique shops. Experience breathtaking scenery year-round, with opportunities for hiking, adventure sports, and leisurely strolls in lush parks. Venture into the surrounding regions to uncover stunning landscapes that promise unforgettable memories in this delightful town.

  • Talent: Situated a mere 8.0km from Ashland, Talent is a charming city that offers a delightful retreat for outdoor enthusiasts. With a moderately seasonal influx of travellers, the peak months from May to July are ideal for experiencing the stunning scenery and adventurous activities the area has to offer. Popular venues include local theatres and scenic hiking trails, while nearby landmarks like picturesque lakes, a national state park, and a winding river create the perfect backdrop for exploration. Whether you seek relaxation or adventure, Talent has something for everyone.
  • Historic Downtown District: Nestled within the heart of Ashland, the Historic Downtown District is a vibrant neighbourhood that draws visitors year-round, particularly from June to August. Known for its romantic atmosphere and family-friendly activities, this area boasts a rich cultural scene with theatres and educational opportunities. Visitors can enjoy leisurely strolls along charming streets lined with unique shops and dining options, all while being close to beautiful lakes and national parks. This neighbourhood is perfect for those looking to immerse themselves in the local culture whilst enjoying the great outdoors.
  • Siskiyou-Hargadine Historic District: Also located around Ashland, the Siskiyou-Hargadine Historic District is a picturesque neighbourhood that attracts travellers seeking outdoor adventures and romantic getaways. With a steady stream of visitors peaking in the summer months, this district is home to engaging theatres, educational venues, and skiing opportunities during the winter. Surrounded by lovely lakes and both national and state parks, the area provides ample opportunity for exploration and relaxation. Experience the blend of history and nature in this enchanting locale.

Things to do near Ashland

Shopping

In Ashland, visit the charming shops in the Historic Downtown area, where you’ll find local artisans and unique gifts. If you're up for a drive, the Rogue Valley Mall, located about 20.9km away, features a range of stores from popular brands to local boutiques.

Recreation

In Ashland, the Ashland Springs Hotel offers a serene spa experience with rejuvenating treatments and a tranquil atmosphere. Nearby, the Oregon Cabaret Theatre provides an engaging blend of entertainment and relaxation, perfect for unwinding after a day of exploring the town's charming surroundings.

Adventure

Experience the thrill of motor racing at Champion Raceway, located 25.7km from Ashland. Enjoy the adrenaline rush as you watch skilled drivers compete on the track, immersing yourself in the excitement and vibrant atmosphere of this sporting venue.

Nightlife

Ashland’s nightlife offers a charming blend of theatre and laid-back bars. The Oregon Shakespeare Festival showcases captivating performances, while local pubs like Caldera Taproom provide a relaxed atmosphere with craft beers. For live music, venues like the Historic Ashland Armory host various acts, creating a vibrant evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Ashland

Ashland is an ideal destination for those seeking outdoor adventures and stunning scenery. Popular attractions include picturesque lakes, urban parks, and national/state parks, providing ample opportunities for cultural experiences and exploration. One must-visit spot is Ashland Creek, which adds to the region's charm. Whether you're drawn to nature or culture, Ashland offers a variety of activities to enrich your holiday.

  • Ashland Library: Nestled in the heart of Ashland, this inviting library offers a warm atmosphere perfect for family visits and cultural exploration. Enjoy a range of activities, from reading sessions to community events, that celebrate the local heritage and promote a love for literature.
  • Howard Prairie Lake: This picturesque lake is ideal for those seeking outdoor romance and stunning scenery. With its tranquil beaches and recreational opportunities, such as kayaking and picnicking, it provides a serene escape amidst nature's beauty.
  • Lithia Park: A delightful urban park located within Ashland, Lithia Park features lush gardens and walking paths, making it a wonderful place for families and outdoor enthusiasts. Discover the park's charming ponds, playgrounds, and the vibrant local flora.

Best time to go to Ashland

The best time to visit Ashland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January36.3°F (2.4°C)Light RainMostly SunnyAverageSlightly Low
February37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
March40.5°F (4.7°C)Light RainMostly SunnyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
June60.4°F (15.8°C)No RainMostly SunnySlightly HighSlightly High
July69.3°F (20.7°C)No RainSunnySlightly HighSlightly High
August68.7°F (20.4°C)No RainSunnyAverageSlightly High
September61.5°F (16.4°C)No RainSunnyAverageAverage
October51.1°F (10.6°C)Light RainMostly SunnySlightly LowAverage
November40.8°F (4.9°C)Light RainMostly SunnySlightly LowAverage
December34.7°F (1.5°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Ashland

Travelling to Ashland, Oregon, is convenient with nearby airports. Medford, OR (MFR-Rogue Valley International) is situated 22.5km from Ashland, offering excellent hotel options such as Hummingbird Estate Wine & Suites and Bybee's Historic Inn, both 8.0km away. Klamath Falls, OR (LMT-Klamath Falls International) is 80.5km from Ashland, with choices like Running Y Resort and Shilo Inn Suites, located 10 and 9.7km away, respectively. For a more distant option, Crescent City, CA (CEC-Del Norte County) is 133.6km away, featuring hotels like Oceanview Inn and Lighthouse Inn, both 4.8km from the airport. Transport services are readily available from these hotels to the airports.

Frequently asked questions

Where is the best place for a stay in Ashland?
Based on our traveller data, Ashland Hills Hotel & Suites is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your stay include Comfort Inn & Suites Ashland and Prospero's Flagship Inn. See all available top hotels, or 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 Prospero's Flagship Inn and Stratford Inn. 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. 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. Country Willows Inn and Estate and Arden Forest Inn 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?
Ashland Hills Hotel & Suites is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Two other good options for you and your pet include Best Western Windsor Inn and Stratford Inn. See more pet-friendly hotel accommodations in Ashland.
What are some hotels with pools in Ashland?
Prospero's Flagship Inn 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 303 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, Angus Bowmer Theatre and Oregon Shakespeare Festival. Landmarks like Oregon Cabaret Theatre, Lithia Artisans Market and Tashi Choling Buddhist Center might be worth a visit. The gardens and hiking trails highlight the natural beauty with places to discover including Lithia Park, Emigrant Lake and Hyatt Reservoir. 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.

Explore a world of travel with Expedia