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Check prices for these dates

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

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Top 10 trending Ashland hotels

Our top choices for Ashland hotels

Ashland Commons Hostel
Garden

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (46)
"Another greet stay!"
The price is €55
includes taxes & fees
3 Sept - 4 Sept
Ashland Commons Hostel
Maple Leaf Motel
Exterior

Maple Leaf Motel

2.0 star property
9.0 out of 10, Wonderful, (508)
"Well run motel. Clean and the owners are very helpful."
The price is €124
includes taxes & fees
31 Aug - 1 Sept
Maple Leaf Motel
The Lindsay Lodge & Restaurant
Exterior

The Lindsay Lodge & Restaurant

2.0 star property
8.6 out of 10, Excellent, (29)
"Just an awesome place with amazing food"
The price is €216
includes taxes & fees
1 Sept - 2 Sept
The Lindsay Lodge & Restaurant
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
Crater Lake Gateway - Highway 140
Exterior

Crater Lake Gateway - Highway 140

2.0 star property
8.6 out of 10, Excellent, (181)
"Great place to stay close to Crater Lake. Easy check in, clean room and comfortable bed."
The price is €101
includes taxes & fees
9 Sept - 10 Sept
Crater Lake Gateway - Highway 140
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 €107
includes taxes & fees
8 Sept - 9 Sept
Green Springs Inn
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, (1022)
"I had a nice stay there after a long day of business and driving."
The price is €86
includes taxes & fees
31 Aug - 1 Sept
Flagship Inn of Ashland
Timbers INN and Suites
Exterior

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1001)
"Great place to stay"
The price is €73
includes taxes & fees
2 Sept - 3 Sept
Timbers INN and Suites
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 €186
includes taxes & fees
29 Sept - 30 Sept
Hanna's House by WanderLodges
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, (1167)
"Beautiful place thank you for your hospitality "
The price is €131
includes taxes & fees
1 Sept - 2 Sept
Callahan's Mountain Lodge
Palm Cottages
Seasonal outdoor pool

Palm Cottages

2.5 star property
9.2 out of 10, Wonderful, (207)
"I loved the sweet, local touches in regards to the in-room coffee and bedside chocolates. Our beds in room 3 were very comfortable, the decor was fantastic, and the retro kitchen appliances were fun & perfectly functional. Also, drinking my morning coffee on the beautiful patio was a delightful way to start my day! "
The price is €194
includes taxes & fees
30 Aug - 31 Aug
Palm Cottages
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
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 Motel - Oregon
BBQ/picnic Area

Ashland Motel - Oregon

2.0 star property
7.8 out of 10, Good, (210)
"Nothing fancy, but this motel was a hidden gem and I would stay there again in a heartbeat!"
The price is €91
includes taxes & fees
29 Sept - 30 Sept
Ashland Motel - Oregon
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, (1003)
"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
2 Sept - 3 Sept
Cedarwood Inn of Ashland
McCall House Boutique Inn
Front of property

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (569)
"Great location , good breakfast but could use a little modernization "
The price is €198
includes taxes & fees
28 Sept - 29 Sept
McCall House Boutique Inn
Barclay Klum House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is €247
includes taxes & fees
1 Sept - 2 Sept
Barclay Klum House by WanderLodges
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, (1004)
"Would stay here again!"
The price is €137
includes taxes & fees
2 Sept - 3 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, (1006)
"Our favorite place to stay in Ashland. Convenient location and great service!"
The price is €107
includes taxes & fees
28 Sept - 29 Sept
Best Western Windsor Inn
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 €248
includes taxes & fees
28 Sept - 29 Sept
Abigail’s Bed & Breakfast 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:5 Sept - 7 Sept

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 €518
for 2 nights, 1 room
€259 per night
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

Love entertainment, theatre and opera? Get away to Ashland!

See all hotels in Ashland

Top Ashland Hotel Reviews

More cheap stays in Ashland

More cheap stays in Ashland

Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

1950 Biddle Rd, Medford, OR
The price is €78 per night from 28 Sept to 29 Sept
€78
28 Sept - 29 Sept
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.