A deer on a road with vegetation on the sides.

Search Luxury Hotels in Ashland

  • 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 Luxury Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Ashland luxury hotels

Front of property

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (598 reviews)
The price is ₹25,979
₹28,966 total
includes taxes & fees
6 Jul - 7 Jul
McCall House Boutique Inn
Garden view

Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (104 reviews)
The price is ₹16,332
₹18,211 total
includes taxes & fees
29 Jun - 30 Jun
Arden Forest Inn
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)
The price is ₹28,118
₹28,540 total
includes taxes & fees
28 Jun - 29 Jun
Country Willows Inn and Estate
Grand House | Living area | 65-inch TV with digital channels, streaming services

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
The price is ₹19,704
₹35,644 total
includes taxes & fees
8 Jul - 9 Jul
The Mountain Ave House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Bathroom | Separate bathtub and shower, deep-soaking bathtub, towels, soap

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
The price is ₹15,780
₹29,690 total
includes taxes & fees
29 Jun - 30 Jun
Barclay Klum House by WanderLodges
Interior detail

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3 reviews)
The price is ₹13,868
₹22,720 total
includes taxes & fees
5 Jul - 6 Jul
Hanna's House by WanderLodges
Front of property

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
Central Point
9.6 out of 10, Exceptional, (164 reviews)
  • cleanliness
    Savour champagne service and vineyard views at this luxurious wine estate bed & breakfast offering tranquil luxury in rural Oregon.
The price is ₹15,984
₹16,224 total
includes taxes & fees
23 Jun - 24 Jun
Hummingbird Estate Wine & Suites
Lobby lounge

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
Medford
9.6 out of 10, Exceptional, (1,010 reviews)
The price is ₹16,895
₹20,139 total
includes taxes & fees
23 Jun - 24 Jun
Compass by Margaritaville in Medford
House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
  • cleanliness
    Vineyard luxury awaits at this Talent cottage with private hot tubs, fireplaces, and wine tasting experiences.
The price is ₹11,251
₹38,017 total
includes taxes & fees
23 Jun - 24 Jun
Paschal Winery
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

Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"Very comfortable bed, great AC- a good standard hotel experience"
Rebecca 3-night trip
Posted 1 hour ago
Prospero's Flagship Inn

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Ashland?
Use Expedia to arrange your flight to Medford, OR (MFR-Rogue Valley Intl.) airport or Klamath Falls, OR (LMT-Klamath Falls Intl.) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Ashland has to offer. During your visit, you might want to enjoy the opera and theatre which Ashland is known for.
When can I expect good weather in Ashland?
Planning for the weather is an important factor for making your trip to Ashland a success, especially when you're splurging. 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.
What's there to see and do in Ashland?
Take in the sights and attractions that Ashland offers with a visit to Allen Elizabethan Theatre, Angus Bowmer Theatre and Oregon Shakespeare Festival. If you have a little extra time during your trip, you might want to check out Oregon Cabaret Theatre and Ashland Library.

Explore a world of travel with Expedia