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Check prices for these dates

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

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Top 10 trending Ashland hotels

Our top choices for Ashland hotels

Maple Leaf Motel
Exterior

Maple Leaf Motel

2.0 star property
9.0 out of 10, Wonderful, (503)
"Very well cared for motel with kind staff. I highly recommend the Maple Leaf Motel!"
The price is €125
includes taxes & fees
26 Aug - 27 Aug
Maple Leaf Motel
Crater Lake Gateway - Highway 140
Exterior

Crater Lake Gateway - Highway 140

2.0 star property
8.6 out of 10, Excellent, (178)
"Great place to stay close to Crater Lake. Easy check in, clean room and comfortable bed."
The price is €101
includes taxes & fees
24 Aug - 25 Aug
Crater Lake Gateway - Highway 140
Callahan's Mountain Lodge
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1158)
"Beautiful place thank you for your hospitality "
The price is €128
includes taxes & fees
24 Aug - 25 Aug
Callahan's Mountain Lodge
Resort at Eagle Point
Exterior

Resort at Eagle Point

3.5 star property
9.4 out of 10, Exceptional, (249)
"Love everything about this place. A special thank to Terri, the Chalet manager who helped and guided us through our stay. You will definitely be back."
The price is €185
includes taxes & fees
23 Aug - 24 Aug
Resort at Eagle Point
Timbers INN and Suites
Exterior

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1003)
"Great place to stay"
The price is €73
includes taxes & fees
24 Aug - 25 Aug
Timbers INN and Suites
Green Springs Inn
Hobart Peak | Terrace/patio

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (96)
"Super easy check in, wonderful room. Absolute prefect stay."
The price is €104
includes taxes & fees
26 Aug - 27 Aug
Green Springs Inn
Ashland Commons Hostel
Garden

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (44)
"Another greet stay!"
The price is €76
includes taxes & fees
23 Aug - 24 Aug
Ashland Commons Hostel
Flagship Inn of Ashland
Desk, blackout curtains, iron/ironing board, WiFi

Flagship Inn of Ashland

2.5 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay with family on a roadtrip! "
Flagship Inn of Ashland
Country Willows Inn and Estate
Free daily full breakfast

Country Willows Inn and Estate

4.0 star property
9.8 out of 10, Exceptional, (27)
"A great place to stay!"
Country Willows Inn and Estate
Lithia Springs Resort
Front of property

Lithia Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (1004)
"Fun place to stay"
Lithia Springs Resort
Grandview of Ashland
Terrace/patio

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is €444
includes taxes & fees
1 Sept - 2 Sept
Grandview of Ashland
Hanna's House by WanderLodges
City Bungalow, Garden Area | Private kitchen

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is €188
includes taxes & fees
7 Sept - 8 Sept
Hanna's House by WanderLodges
Abigail’s Bed & Breakfast Inn
Abigail Rockefeller

Abigail’s Bed & Breakfast Inn

3.5 star property
9.4 out of 10, Exceptional, (62)
"This is a great B&B. The proprietors go out of their way to think of every detail that will make your stay special. From the beautiful garden and comfortable room, to the daily complimentary fresh baked goods and the fantastic breakfast, during your stay you will feel pampered. The owners are also interesting and friendly if you want to engage. "
The price is €234
includes taxes & fees
23 Aug - 24 Aug
Abigail’s Bed & Breakfast Inn
Ashland Hills Hotel & Suites
Lobby sitting area

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1452)
"It was a very nice stay. Super cute place."
The price is €124
includes taxes & fees
2 Sept - 3 Sept
Ashland Hills Hotel & Suites
Holiday Inn Express & Suites Ashland by IHG
Exterior

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
9.2 out of 10, Wonderful, (1011)
"Nice hotel with great amenities "
The price is €137
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Express & Suites Ashland by IHG
Best Western Windsor Inn
Exterior

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very nice breakfast"
The price is €108
includes taxes & fees
7 Sept - 8 Sept
Best Western Windsor Inn
Cedarwood Inn of Ashland
Standard Room, 2 Queen Beds, Non Smoking

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1002)
"This is not your average motel, super cute decor on the inside and looked newly renovated. Great pricing and in a great area. Staff and check in were very easy!"
The price is €93
includes taxes & fees
24 Aug - 25 Aug
Cedarwood Inn of Ashland
The Peerless Hotel by WanderLodges
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views

The Peerless Hotel by WanderLodges

2.0 star property
9.6 out of 10, Exceptional, (86)
"Truly wonderful place to stay. Will return."
The Peerless Hotel by WanderLodges
Ashland Springs Hotel
Garden

Ashland Springs Hotel

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful old hotel (refurbished) close to everything in Ashland!"
The price is €232
includes taxes & fees
2 Sept - 3 Sept
Ashland Springs Hotel
Stratford Inn
Exterior detail

Stratford Inn

2.5 star property
9.4 out of 10, Exceptional, (1543)
"What a lovely place to stay! Close to everywhere we wanted, clean, well-maintained, and great, friendly staff!"
Stratford Inn
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.
Showing deals for:29 Aug - 31 Aug

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 (27 reviews)
10% off
Price is €521
€261 nightly
Includes taxes & fees
Country Willows Inn and Estate
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Where to stay in Ashland

Find the best Ashland areas for the activities you enjoy most.
Fort Vancouver National Historic Site

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.

Aerial view of Ashland, Oregon

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.

Landmark building in Ashland Oregon.

Historic Downtown District

4 out of top 10 points of interest in this area

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.

Street scene in downtown Ashland Oregon state.

Siskiyou-Hargadine Historic District

1 out of top 10 points of interest in this area

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.

Near an Attraction

Allen Elizabethan Theatre

Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.

See properties in Allen Elizabethan Theatre

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

Top Ashland Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"The Stratford staff members were welcoming, friendly and helpful. The rooms were clean and comfortable. The location was fantastic! We were able to walk to plays and to dinners very easily. We will likely choose the Stratford for any future stays. "
Loretta 2-night trip
Posted 8 hours ago
Stratford Inn

Frequently asked questions

Where is the best place for a stay in Ashland?

Oak Hill Bed & Breakfast is a favourite with Expedia customers. This B&B offers free breakfast and free parking. 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. Another good choice for your trip to Ashland is Ashland Lodge w/ Lake Views & Game Room Loft. 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?

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?

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 Green Springs Inn and Comfort Inn & Suites Ashland. 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'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.