Ashland Hotels from S$84

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Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

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Our top choices for Ashland hotels

Exterior

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,158 reviews)
"we always enjoyed staying here. Love the ribeye and friendly staff. "
United States
Chunrong
The price is S$174
includes taxes & fees
25 May - 26 May
Callahan's Mountain Lodge
Front of property

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.6 out of 10, Excellent, (1,316 reviews)
"Clean room, nice location, polite and helpful staff."
United States
Michael
The price is S$84
includes taxes & fees
25 May - 26 May
Prospero's Flagship Inn
Exterior

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1,000 reviews)
"Nice room, comfortable beds and pillows, nice hot tub though pool was not heated. Good breakfast. Nice place to stay at reasonable price."
United States
Janice N.
The price is S$147
includes taxes & fees
25 May - 26 May
Comfort Inn & Suites Ashland
Lobby sitting area

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,473 reviews)
"Great place"
United States
Eddie
The price is S$178
includes taxes & fees
25 May - 26 May
Ashland Hills Hotel & Suites
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, (1,000 reviews)
"Clean room, location is great"
United States
Sylvia
The price is S$170
includes taxes & fees
27 May - 28 May
Holiday Inn Express & Suites Ashland by IHG
Front of property

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,018 reviews)
"Great amenities, very comfortable rooms, pretty spot. "
United States
Willy
The price is S$182
includes taxes & fees
25 May - 26 May
Lithia Springs Resort
Indoor spa tub

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,758 reviews)
"Great place to stay when in Ashland, great location and staff."
United States
Lori
The price is S$139
includes taxes & fees
24 May - 25 May
Stratford Inn
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, (1,000 reviews)
"Property was nice and centrally located to downtown Ashland. "
United States
Cheryl
The price is S$159
includes taxes & fees
25 May - 26 May
Plaza Inn & Suites at Ashland Creek
Exterior

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean quiet rooms and plenty of shops nearby"
United States
Michelle
The price is S$178
includes taxes & fees
25 May - 26 May
Best Western Windsor Inn
Garden

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,003 reviews)
"Loved the location and elegant vintage architecture! "
United States
Kim
The price is S$169
includes taxes & fees
25 May - 26 May
Ashland Springs Hotel
Interior

Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
The price is S$539
includes taxes & fees
25 May - 26 May
Savage Upon Siskiyou
Seasonal outdoor pool

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1,007 reviews)
"Really nice, and helpful owner/manager. Very upscale looking and newish feel. I'd stay there again."
United States
Michael
The price is S$101
includes taxes & fees
26 May - 27 May
Timbers INN and Suites
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, (1,022 reviews)
"Conveniently located to downtown."
United States
Katelin
The price is S$156
includes taxes & fees
25 May - 26 May
The Bard's Inn, BW Signature Collection by Best Western
Desk, blackout curtains, iron/ironing board, free WiFi

Ashland Street Inn

Ashland Street Inn
2.5 star property
Ashland
7.8 out of 10, Good, (671 reviews)
"Room was spotless and the guy at the desk was great!"
United States
Wendy
The price is S$138
includes taxes & fees
24 May - 25 May
Ashland Street Inn
Front of property

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (594 reviews)
"McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious. "
United States
John
The price is S$362
includes taxes & fees
25 May - 26 May
McCall House Boutique Inn
Terrace/patio

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (105 reviews)
"Lovely stay."
United States
John
The Peerless Hotel by WanderLodges
Business centre

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,000 reviews)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is S$118
includes taxes & fees
24 May - 25 May
Cedarwood Inn of Ashland
Seasonal outdoor pool

Palm Cottages

Palm Cottages
2.5 star property
Ashland
9.2 out of 10, Wonderful, (213 reviews)
"Check in and out was so easy with friendly staff. The room was perfect for our stay with a kitchen table, fridge & coffee maker - comfy size for all. Walkable to and from town and parking was a cinch. We'll definitely be back!"
United States
Karin
The price is S$340
includes taxes & fees
31 May - 1 Jun
Palm Cottages
Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (37 reviews)
"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"
United States
Steve
The price is S$387
includes taxes & fees
24 May - 25 May
Country Willows Inn and Estate
Egyptian cotton sheets, down duvets, desk, free WiFi

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
Ashland
7.8 out of 10, Good, (225 reviews)
"Always enjoy staying here. Always parking. Easy to walk to our favorite breakfast spot - Mornjng Glory. Rooms are clean. It is quiet. Not walking distance to downtown but right next to campus."
United States
Rachel
The price is S$102
includes taxes & fees
28 May - 29 May
Ashland Motel - Oregon
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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Where to stay in Ashland

Find the best Ashland areas for the activities you enjoy most.
Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States

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.

Photo by Shannon Willitts
Open Photo by Shannon Willitts

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.

Street scene in downtown Ashland Oregon state.

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

Photo by Patrick Glassford
Open Photo by Patrick Glassford

Oregon Shakespeare Festival

4.6/5 (620 reviews)
At OSF, America's oldest repertory theatre 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.
See properties

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
Beautiful Historic Bridge of Lithia Park at Golden Fall in Ashland

Top Ashland Hotel Reviews

Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"Fairly convenient location near the university and a short drive from downtown. Much larger property than I was expecting. Room was nice but could have done with a better vacuuming. Towels were in need of an upgrade, since some were stained or worn. Very much a budget place to stay."
Kristine 1-night trip
Posted 2 hours ago
Prospero's Flagship Inn

More cheap stays in Ashland

Prospero's Flagship Inn

Prospero's Flagship Inn

1193 Siskiyou Blvd Ashland OR
The price is S$84 per night from 25 May to 26 May
S$84
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,316 reviews)

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 The Bard's Inn, BW Signature Collection by Best Western and Prospero's Flagship Inn. See all available top hotels, or vacation rentals in Ashland.
What are some of the best holiday rentals that Ashland has to offer?
The Rellik House and Winery: This holiday home rental outside Ashland offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 to stay on the cheap include Stratford Inn and Prospero's Flagship 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. Callahan's Mountain Lodge is another good choice for your child-friendly holiday. 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 Stratford Inn and Plaza Inn & Suites at Ashland Creek. See more pet-friendly hotel accommodations in Ashland.
What are some hotels 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 feature an on-site pool include Prospero's Flagship 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 321 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, Howard Prairie Lake and Rogue River-Siskiyou National Forest. 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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