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 243 hotels in Ashland and price data was last updated on 20 January 2026. The average price for a hotel in Ashland is S$ 215/night.
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98 Central Avenue, Ashland, OR, United States
Plaza Inn and Suites. Nestled in the heart of the downtown Ashland area located along Ashland Creek sits this 91 room hotel. Three floors plus a creek-side level with surrounding views. Located in a quiet residential area only a short walk to the Plaza shopping, dining, Oregon Shakespeare Festival theatres, and Lithia Park.
Free Wi-Fi
Parking
8.5
Excellent
848 reviews
Location
0.8 km from city centre
S$ 132
Ashland, OR, United States
While you're here, you can enjoy all the comforts of home and more, including a jetted bathtub and a refrigerator, as well as free WiFi and a flat-screen TV. Other amenities include Egyptian cotton sheets, premium bedding, a pillowtop bed, and a video library.
8.1
Excellent
93 reviews
Location
16.1 km from city centre
S$ 149
35 South 2nd Street, Ashland, OR, United States
Victorian inn with free breakfast and a restaurant Along with a restaurant, this smoke-free inn has a bar/lounge and a meeting room. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, dry cleaning, and free newspapers are onsite. Winchester Inn offers 21 air-conditioned accommodations with minibars and coffee/tea makers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with cable channels. Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.
Free Wi-Fi
Air conditioning
9.4
Excellent
483 reviews
Location
0.2 km from city centre
S$ 221
243 4th Street, Ashland, OR, United States
Hotel in Ashland with free parking Express check-out, a lobby fireplace, and free self parking are available at this smoke-free hotel. WiFi in public areas is free. The Peerless Hotel by WanderLodges offers 6 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature premium bedding. This Ashland hotel provides complimentary wireless Internet access. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
Air conditioning
9.2
Excellent
153 reviews
Location
0.4 km from city centre
S$ 168
153 Oak Street, Ashland, OR, United States
Victorian bed & breakfast in Ashland with free breakfast Coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free full breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Other amenities include a business center, concierge services, and a computer station. Private bathrooms are not ensuite and housekeeping is available on request. McCall House Boutique Inn offers 10 air-conditioned accommodations with complimentary bottled water and bathrobes. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 54-inch Smart televisions come with cable channels. Rooms have detached private bathrooms. Bathrooms include designer toiletries and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered on request and hypo-allergenic bedding can be requested. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
9.6
Excellent
35 reviews
Location
0.5 km from city centre
S$ 167
1065 Siskiyou Boulevard, Ashland, OR, United States
Hotel with free parking, steps from Southern Oregon University This hotel features a seasonal outdoor pool, concierge services, and express check-out. Free WiFi in public areas and free self parking are also provided. Other amenities include a garden and a picnic area. Palm Cottages offers 16 air-conditioned accommodations with iPads and hair dryers. Beds feature premium bedding. A pillow menu is available. Flat-screen televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily. Recreational amenities at the hotel include a seasonal outdoor pool.
Free Wi-Fi
Air conditioning
8.5
Excellent
121 reviews
Location
1.2 km from city centre
S$ 217
261 West Hersey Street, Ashland, OR, United States
Victorian bed & breakfast in Ashland with free parking This smoke-free bed & breakfast features a snack bar/deli, coffee/tea in a common area, and a microwave in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, a refrigerator in a common area, a seasonal outdoor pool, and concierge services are onsite. Housekeeping is available on request. Arden Forest Inn offers 5 air-conditioned accommodations with designer toiletries and hair dryers. Pillowtop beds feature premium bedding. Flat-screen televisions are featured in guestrooms. Bathrooms include bathtubs or showers with hydromassage showerheads, and complimentary toiletries. This Ashland bed & breakfast provides complimentary wireless Internet access. Housekeeping is offered on request and hypo-allergenic bedding can be requested. Recreational amenities at the bed & breakfast include a seasonal outdoor pool. Guests under 14 years old are not allowed in the swimming pool. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Air conditioning
9.1
Excellent
283 reviews
Location
1.2 km from city centre
S$ 153
451 North Main Street, Ashland, OR, United States
Bed & breakfast with free parking, near Lithia Park A snack bar/deli, coffee/tea in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, concierge services, a computer station, and a library are onsite. Abigail’s Bed & Breakfast Inn offers 6 accommodations with complimentary bottled water and coffee/tea makers. These individually furnished accommodations include dining tables. Pillowtop beds feature Egyptian cotton sheets and premium bedding. 27-inch flat-screen televisions come with cable channels. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided daily. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Air conditioning
9.8
Excellent
78 reviews
Location
1.4 km from city centre
S$ 258
1313 Clay St, Ashland, OR, United States
Bed & breakfast in Ashland with free breakfast and a 24-hour business center A 24-hour business center, spa services, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a seasonal outdoor pool, concierge services, and a computer station. Housekeeping is available on request. Country Willows Inn and Estate offers 9 air-conditioned accommodations with complimentary newspapers and blackout drapes/curtains. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Business-friendly amenities include computer monitors and phones; free local calls are provided (restrictions may apply). In-room massages and irons/ironing boards can be requested. Housekeeping is provided on request. Recreational amenities at the bed & breakfast include a seasonal outdoor pool. Children under 10 years old are not allowed in the swimming pool without adult supervision. Guests under 10 years old are not allowed in the swimming pool. The recreational activities listed below are available either on site or nearby; fees may apply.
Air conditioning
9.8
Excellent
80 reviews
Location
3.7 km from city centre
S$ 220

Travel insights for hotels in Ashland

Use these up-to-date, data-driven insights about booking a hotel in Ashland including ideal times to book, pricing trends, and more.

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

The cheapest month to book a hotel in Ashland is January (S$ 155). Conversely, the most expensive month to stay in Ashland is June (S$ 330).

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

The cheapest day to stay in Ashland is Monday (S$ 166). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is S$ 212.

How much is a hotel in Ashland tonight?

Users have found prices for hotels in Ashland tonight starting as low as S$ 93, rising to an average cost of S$ 167, based on searches in the last 72 hours. Prices start from S$ 164 for a 4-star hotel in Ashland for tonight.

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 S$ 100 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 S$ 63 per night. There is currently one property in Ashland that can be booked for this price. Relax Inn At Ashland is one of the hotels that can be booked for the lowest price in Ashland. Price data was last updated on 20 January 2026
Out of the hotels in Ashland we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.
535 Clover Lane, Ashland, OR, United States
3.9 km from city centre
Air conditioning
S$ 63
Avg. per night
434 South Valley View Road, Ashland, OR, United States
4.3 km from city centre
Pool
Free Wi-Fi
Parking
S$ 76
Avg. per night
1450 Ashland Street, Ashland, OR, United States
1.9 km from city centre
Free Wi-Fi
Parking
S$ 76
Avg. per night
1193 Siskiyou Boulevard, Ashland, OR, United States
1.5 km from city centre
Free Wi-Fi
Parking
S$ 78
Avg. per night
2525 Ashland Street, Ashland, OR, United States
3.9 km from city centre
Free Wi-Fi
Parking
S$ 92
Avg. per night
1145 Siskiyou Boulevard, Ashland, OR, United States
1.4 km from city centre
Free Wi-Fi
Parking
S$ 92
Avg. per night
1801 Siskiyou Boulevard, Ashland, OR, United States
2.7 km from city centre
Pool
Free Wi-Fi
Parking
S$ 96
Avg. per night
212 East Main Street, Ashland, OR, United States
0.3 km from city centre
Free Wi-Fi
Parking
S$ 98
Avg. per night
555 Siskiyou Boulevard, Ashland, OR, United States
0.3 km from city centre
Pool
Free Wi-Fi
Parking
S$ 99
Avg. per night
2520 Ashland Street, Ashland, OR, United States
4.0 km from city centre
Free Wi-Fi
Parking
S$ 112
Avg. per night
2165 West Jackson Road, Ashland, OR, United States
4.0 km from city centre
Free Wi-Fi
Parking
S$ 114
Avg. per night
132 North Main Street, Ashland, OR, United States
0.8 km from city centre
Free Wi-Fi
Parking
S$ 122
Avg. per night
565 Clover Lane, Ashland, OR, United States
4.0 km from city centre
Pool
Parking
S$ 130
Avg. per night
11470 Oregon 66, Ashland, OR, United States
21.7 km from city centre
Free Wi-Fi
Parking
S$ 131
Avg. per night

Other accommodations in Ashland

Find the perfect hostel, theme hotel, or holiday rental for your stay in Ashland.
555 Siskiyou Boulevard, Ashland, OR, United States
0.3 km from city centre
Pool
Free Wi-Fi
Parking
S$ 99
Avg. per night
1801 Siskiyou Boulevard, Ashland, OR, United States
2.7 km from city centre
Pool
Free Wi-Fi
Parking
S$ 96
Avg. per night
153 Oak Street, Ashland, OR, United States
0.5 km from city centre
Free Wi-Fi
Parking
S$ 167
Avg. per night
451 North Main Street, Ashland, OR, United States
1.4 km from city centre
Free Wi-Fi
Air conditioning
S$ 258
Avg. per night
261 West Hersey Street, Ashland, OR, United States
1.2 km from city centre
Free Wi-Fi
Air conditioning
S$ 153
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 20 January 2026.
Utilize the map to find properties close to the Ashland area(s) or attractions you plan on visiting. 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 20 January 2026.
  • What are the best hotels in Ashland?

    Ashland is home to many highly-rated hotels, one of which is Holiday Inn Express & Suites Ashland By IHG, which has a current rating of 8.7. For other potential stays, consider Flagship Inn of Ashland and Ashland Hills Hotel & Suites, which can also be great places to stay in Ashland.

  • 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 7.9/10 from 1,138 ratings.

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

    Flagship Inn of Ashland is the hotel close to Angus Bowmer Theater that is most recommended by HotelsCombined users, with 1,138 reviews rating it at 7.9/10.

  • Are there any hotels in Ashland close to Medford?

    The closest hotel to Medford is Palm Hotel, which is located 1.2 km away from the city centre.

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

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

  • How many hotels are there in Ashland?

    In total, there are 243 hotels to choose from in Ashland, compared to 16,563 properties in Oregon.

See more FAQs

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Consider alternative stays in Ashland

If you are looking for a specific type of hotel, consider these options for trips to Ashland