Hotels in Ashland

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Popular hotels in Ashland

Discover well-known properties in Ashland that are favoured by visitors more than others. There are 253 hotels in Ashland and price data was last updated on 24 Oktober 2025. The average price for a hotel in Ashland is £125/night.
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212 East Main Street, Ashland, OR, United States
Just a stone's throw away from Elizabethan Stage - Allen Pavilion, this 3-star hotel includes a sauna and free Wi-Fi. Just moments from Ashland Municipal, it provides a historic stay in a convenient location.
Free Wi-Fi
Parking
8.5
Excellent
456 reviews
Location
0.2 mi from city centre
Ashland, OR, United States
This 3-star property offers a range of quality facilities, such as free Wi-Fi and ski passes. It also features an express check-in and check-out feature, laundry facilities and a concierge.
8.1
Excellent
93 reviews
Location
10.0 mi from city centre
35 South 2nd Street, Ashland, OR, United States
Offering outdoor tennis courts and free Wi-Fi, Winchester Inn is located in Ashland and is a short stroll from Elizabethan Stage - Allen Pavilion and New Theater. In addition, a spa bath and a coffee maker are just some of the many features offered at this 3-star inn.
Free Wi-Fi
Air conditioning
9.4
Excellent
463 reviews
Location
0.1 mi from city centre
243 4th Street, Ashland, OR, United States
Providing free Wi-Fi, The Peerless Hotel is close to nearby attractions, including Elizabethan Stage - Allen Pavilion. Within close proximity of Ashland Municipal, it provides a convenient location for guests flying to or from Ashland.
Free Wi-Fi
Parking
Air conditioning
9.2
Excellent
148 reviews
Location
0.2 mi from city centre
153 Oak Street, Ashland, OR, United States
Offering free Wi-Fi and a swimming pool, Mccall House Boutique Inn is only two-minute's walk from Elizabethan Stage - Allen Pavilion. It is steps from New Theater, eateries and nightlife options.
Free Wi-Fi
Parking
9.7
Excellent
35 reviews
Location
0.3 mi from city centre
2190 Siskiyou Boulevard, Ashland, OR, United States
Boasting free Wi-Fi, this Ashland bed & breakfast is conveniently situated minutes from Ashland Municipal. It also provides ski lockers, a concierge and an express check-in and check-out feature.
Free Wi-Fi
Air conditioning
10.0
Excellent
10 reviews
Location
2.0 mi from city centre
1313 Clay St, Ashland, OR, United States
Conveniently located with direct access to Ashland Municipal, Country Willows Bed & Breakfast Inn provides 3-star accommodation complete with an outdoor pool. It also offers a gift shop, a ticket service and a concierge.
Air conditioning
9.8
Excellent
80 reviews
Location
2.3 mi from city centre
451 North Main Street, Ashland, OR, United States
Situated in Ashland, Abigail's Bed and Breakfast Inn has direct access to Ashland Municipal and features free Wi-Fi. It also provides ski slopes, a library and a ticket service.
Free Wi-Fi
Air conditioning
9.8
Excellent
78 reviews
Location
0.9 mi from city centre

Travel insights for hotels in Ashland

Use our HotelsCombined data-powered tips to help you find your next hotel in Ashland.

What is the cheapest month to book a hotel in Ashland?

The cheapest month to book a hotel in Ashland is January (£81). Conversely, the most expensive month to stay in Ashland is June (£193).

What is the cheapest day to stay in a hotel in Ashland?

The cheapest day to stay in Ashland is Friday (£92). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is £170.

How much is a hotel in Ashland tonight?

Users have found prices for hotels in Ashland tonight starting as low as £55, rising to an average cost of £117, based on searches in the last 72 hours. Prices start from £183 for a 4-star hotel in Ashland for tonight.

How much is a Ashland hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Ashland this weekend for as little as £63/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as £63/night. For a 4-star hotel in Ashland, the cheapest rate recently found was £159/night for this weekend.

How far ahead should you book a hotel in Ashland?

Save money by booking a hotel at least 43 days before your trip to Ashland. The lowest price found when booking 43 days ahead was £58 per night.

Cheapest hotels in Ashland, Oregon

Discover affordable stays in Ashland that provide a quality experience without breaking the bank. Hotels in Ashland can be found for as low as £51 per night. There is currently one property in Ashland that can be booked for this price. Flagship Inn of Ashland is one of the hotels that can be booked for the lowest price in Ashland. Price data was last updated on 24 Oktober 2025
These Ashland properties charge the lowest price per night of those we've come across. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
1193 Siskiyou Boulevard, Ashland, OR, United States
0.9 mi from city centre
Free Wi-Fi
Parking
£51
Avg. per night
1450 Ashland Street, Ashland, OR, United States
1.2 mi from city centre
Free Wi-Fi
Parking
£52
Avg. per night
535 Clover Lane, Ashland, OR, United States
2.4 mi from city centre
Free Wi-Fi
Parking
£55
Avg. per night
434 South Valley View Road, Ashland, OR, United States
2.7 mi from city centre
Pool
Free Wi-Fi
Parking
£63
Avg. per night
1801 Siskiyou Boulevard, Ashland, OR, United States
1.7 mi from city centre
Pool
Free Wi-Fi
Parking
£65
Avg. per night
1145 Siskiyou Boulevard, Ashland, OR, United States
0.9 mi from city centre
Free Wi-Fi
Parking
£65
Avg. per night
555 Siskiyou Boulevard, Ashland, OR, United States
0.2 mi from city centre
Pool
Free Wi-Fi
Parking
£72
Avg. per night
2525 Ashland Street, Ashland, OR, United States
2.4 mi from city centre
Free Wi-Fi
Parking
£73
Avg. per night
2520 Ashland Street, Ashland, OR, United States
2.5 mi from city centre
Free Wi-Fi
Parking
£77
Avg. per night
565 Clover Lane, Ashland, OR, United States
2.4 mi from city centre
Pool
Parking
£81
Avg. per night
11470 Oregon 66, Ashland, OR, United States
13.5 mi from city centre
Free Wi-Fi
Parking
£84
Avg. per night
98 Central Avenue, Ashland, OR, United States
0.5 mi from city centre
Free Wi-Fi
Parking
£85
Avg. per night
132 North Main Street, Ashland, OR, United States
0.5 mi from city centre
Free Wi-Fi
Parking
£85
Avg. per night
2165 West Jackson Road, Ashland, OR, United States
2.5 mi from city centre
Free Wi-Fi
Parking
£88
Avg. per night
261 West Hersey Street, Ashland, OR, United States
0.8 mi from city centre
Free Wi-Fi
Air conditioning
£93
Avg. per night

Other accommodations in Ashland

Find the perfect hostel, theme hotel, or holiday rental for your stay in Ashland. There are 253 hotels in Ashland and price data was last updated on 24 Oktober 2025. The average price for a stay in Ashland is £125/night.
261 West Hersey Street, Ashland, OR, United States
0.8 mi from city centre
Free Wi-Fi
Air conditioning
£93
Avg. per night
11470 Oregon 66, Ashland, OR, United States
13.5 mi from city centre
Free Wi-Fi
Parking
£84
Avg. per night
2165 West Jackson Road, Ashland, OR, United States
2.5 mi from city centre
Free Wi-Fi
Parking
£88
Avg. per night
555 Siskiyou Boulevard, Ashland, OR, United States
0.2 mi from city centre
Pool
Free Wi-Fi
Parking
£72
Avg. per night
1801 Siskiyou Boulevard, Ashland, OR, United States
1.7 mi from city centre
Pool
Free Wi-Fi
Parking
£65
Avg. per night

Where to stay in Ashland

Explore different neighbourhoods and areas within Ashland to find the perfect location for your stay. Map data was last updated on 24 Oktober 2025.
Navigate to the areas in Ashland you plan to visit to find hotels that are close by. Users can click on a hotel's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

About Ashland

Ashland is a small city with a passion for art, culture and gastronomy. It’s set at the foot of the Cascade and Siskiyou Mountains and surrounded by forests, rivers and vineyards. Outdoor adventures are a dime-a-dozen, with everything from hiking and mountain biking to skiing and snowboarding on offer.

Things to do in Ashland

Despite its compact size, Ashland is home to a variety of award-winning galleries. You’ll find some of the best galleries in the Historic Railroad District. Visit the Schneider Museum on the Southern Oregon University campus to admire works by modern masters like Alexander Calder and Mark Tobey.

Lithia Park is the crown jewel in Ashland’s public park system. Relax on emerald-green lawns, work up a sweat on the beach volleyball courts and stroll through the formal rose gardens. Ashland Creek flows through the park and feeds a tree-lined natural swimming pool.

Spend the day touring Rogue Valley Wine Country. You can try the different wines made in the region, including Bordeaux styles like Malbec and Cabernet Sauvignon. Higher altitude vineyards grow varietals from Burgundy, including Chardonnay and Pinot Noir. If you prefer beer, head to the local microbrewery in Downtown Ashland.

Strap on a helmet and set off on a rafting trip along the Rouge River. Depending on the time of year, the rapids can be gentle or exhilarating. Slow-flowing sections of the river are great for kayaking and canoeing.

Visit in the winter and use the city as a base to Mt. Ashland Ski Area. With dozens of runs and a vertical drop of more than 350 metres, it’s one of the top ski resorts in Oregon. You can also try activities like sledding, snowshoeing and cross-country skiing.

Getting around Ashland

Downtown Ashland is compact and easy to get around on foot. Rental cars offer the freedom to visit Ashland and explore Jackson County at your own pace. The city is on the Oregon/California border, a five-hour drive from Portland and 6.5 hours from San Francisco.

Facts about staying in Ashland

Find useful tips and insights about staying in Ashland to help you make the most of your experience. FAQs were last updated on 24 Oktober 2025.
  • What are the best hotels in Ashland?

    One of the most popular hotels in Ashland is The Bard's Inn, BW Signature Collection, which has been reviewed by 1,095 users and currently has a rating of 7.9/10. Other top-rated locations include Callahan's Mountain Lodge and Ashland Hills Hotel & Suites, which have received 8.1/10 and 8.4/10 ratings from our users, respectively.

  • What is a good hotel near Oregon Shakespeare Festival?

    Reviews of Flagship Inn of Ashland recommend it as a good place to stay near Oregon Shakespeare Festival, scoring 8.0/10 from 1,115 ratings.

  • What is a good hotel in Ashland near Angus Bowmer Theater?

    Flagship Inn of Ashland is a hotel near Angus Bowmer Theater that is popular with HotelsCombined users, scoring 8.0 from 1,115 reviews.

  • Are there any hotels in Ashland close to Medford?

    The closest hotel to Medford is Palm Hotel, which is located 0.8 mi away from the city centre.

  • What are some other cities to stay in when visiting Oregon?

    In addition to Ashland, travellers opt to visit Eugene when visiting Oregon. Portland is also a popular choice to visit.

  • How many hotels are there in Ashland?

    In total, there are 253 hotels to choose from in Ashland, compared to 17,635 properties in Oregon.

See more FAQs

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