Search Hotels with Restaurant in Ashland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Hotels with Restaurant

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Ashland hotels with a restaurant

Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1167)
"Beautiful place to stay "
United States
Daniel
The price is 2.699.919 ₫
3.135.143 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Callahan's Mountain Lodge
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1000)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is 2.287.563 ₫
2.945.175 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
Ashland Springs Hotel
Free daily on-the-go breakfast
Flagship Inn of Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1198)
"Huge room Great check in Very comfortable My 5th stay here "
United States
Michael L
The price is 1.973.625 ₫
2.200.723 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Flagship Inn of Ashland
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1504)
"A very great stay with our two dogs！"
United States
Yaolin
The price is 2.358.087 ₫
2.924.123 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Hills Hotel & Suites
Bar (on property)
Winchester Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.8 out of 10, Exceptional, (261)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
The price is 4.707.227 ₫
5.564.076 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Winchester Inn
Indoor pool
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport
3.0 star property
Medford
9.0 out of 10, Wonderful, (2708)
"I really enjoyed this Hotel and stay."
United States
Okesa
The price is 2.249.932 ₫
2.531.174 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Rogue Regency Inn Medford Airport
Exterior
Resort at Eagle Point

Resort at Eagle Point

Resort at Eagle Point
3.5 star property
Eagle Point
9.4 out of 10, Exceptional, (265)
"Great place to stay! "
United States
Jeneen
The price is 5.075.111 ₫
5.404.838 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Resort at Eagle Point
Business centre
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport
2.5 star property
Medford
8.6 out of 10, Excellent, (1005)
"Wonderful location and convenient for the airport"
United States
Antonio E.
The price is 1.789.420 ₫
2.023.163 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Quality Inn & Suites Medford Airport
Meeting facility
Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 
3.0 star property
Medford
8.8 out of 10, Excellent, (1000)
"Location and restaurant on property "
United States
Katherine
The price is 2.411.243 ₫
2.712.648 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Medford, OR 
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.
View all properties

Top Ashland Hotel Reviews

Frequently asked questions

How much do hotels with dining in Ashland cost?
The price for hotels in Ashland ranges from 2.023.163 ₫ to 5.564.076 ₫ per night. Expedia has tempting deals on hotels with restaurants or close to top food areas that'll please both your taste buds and wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with dining in Ashland?
Ashland has multiple hotels with dining with a total average guest review rating of 8.8. Ashland Hills Hotel & Suites is a popular option if you're looking to discover the local dining scene. It has a 3-star rating and offers amenities such as a barbecue grill and a terrace. Ashland Springs Hotel is another favourite. This 3-star hotel offers access to some tasty food experiences and features pillow top mattresses and a garden.
How many hotels with restaurants are there in Ashland?
Pack your suitcase and choose from 36 hotels with restaurants in Ashland. For work-related travel, a weekend escape or anything in between, Expedia can help you find the perfect stay in a few quick clicks.
What are the best cheap hotels with dining in Ashland?
Use Palm Cottages as a base to explore the sights, sounds and tastes of Ashland. This affordable escape comes with amenities such as an electric car charging station and a swimming pool. Another excellent choice that'll please both your wallet and taste buds is Best Western Windsor Inn. Conveniences here include an electric car charging station and a swimming pool. Hotels with dining in Ashland are priced from 2.023.163 ₫ per night. If you're sightseeing in Ashland and want to stay within your budget, there are lots of free attractions to put on your to-do list. Allen Elizabethan Theatre and Angus Bowmer Theatre are favourites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with restaurants in Ashland?
Timbers INN and Suites is a top pick, located about 2 km southeast of downtown Ashland. Offering a swimming pool and pool sun loungers, this motel is a wonderful base to experience the local culinary delights. Also look up Ashland Valley Inn, approximately 3 km northwest of central Ashland. Conveniences here include a swimming pool and an outdoor seasonal pool.When the time comes to slip on some comfy shoes and discover the sights, make your way straight to Oregon Shakespeare Festival. Mount Ashland Ski Area is another terrific attraction worth seeing in Ashland.
Are there any family-friendly hotels with dining in Ashland?
A trip with the family in Ashland couldn't be easier at Ashland Hills Hotel & Suites. With access to dining and amenities like complimentary breakfast and a playground, your crew will enjoy their space at this 3-star stay. Comfort Inn & Suites Ashland is another family-friendly hotel that will put you close to some awesome foodie experiences. It has a 2.5-star rating and conveniences including complimentary breakfast and WiFi. Ashland boasts plenty of family-friendly attractions to explore that'll keep the kids entertained. ScienceWorks Hands-On Museum and Mount Ashland Ski Area deliver fun for travellers both young and old.
Why book your hotel with restaurants in Ashland with Expedia?
Whether you're seeking a hotel with a restaurant, or one that's near a foodie heaven, Expedia will have a getaway that suits your tastes. Use our filters to search for Ashland hotels with restaurants on-site. You can also refine your search for properties in desired locations packed with cafés, markets or restaurants. Whatever suits your style, you'll always get a delicious bargain with Expedia!
How can I find cheap hotels with restaurants in Ashland?
Expedia can help you narrow your search for cheap hotels with restaurants in Ashland. Try our filter tools to discover accommodation with restaurants or delightful extras, like included breakfast. You can also choose how much you want to spend per night and your preferred hotel star rating to save money.
What is there to do in Ashland near my hotel with restaurants?
No matter your interests, Ashland has loads to keep you on the move. Oregon Shakespeare Festival, Mount Ashland Ski Area and Allen Elizabethan Theatre are on most visitors' to-do lists. Don't forget to check out Oregon Cabaret Theatre, Thomas Theatre and Angus Bowmer Theatre either. With Expedia's Ashland hotel deals, you'll be able to see more neat attractions like these with the cash you save.