Title: Book the Best Ashland LUXURY Hotels - Upscale Hotels in Ashland, OR | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6290.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Ashland, OR ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Ashland Luxury Hotels Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-09-25&endDate=2025-09-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-09-26&endDate=2025-09-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-09-26&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Luxury Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/ce5994ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/5871506c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/3070d1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plaza Inn & Suites at Ashland Creek Ashland 8.6/10 Excellent (1021) "Great stay" CA $174 CA $194 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/c5aa855a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/cd01e6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/59ddab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Springs Hotel Historic Downtown District 9.2/10 Wonderful (1009) "Historic property, perfectly located for Shakespeare Festival. " CA $243 CA $278 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/97525808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/1fd43c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/w3456h2065x0y1-0cc9f674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Hills Hotel & Suites Ashland 9.0/10 Wonderful (1481) "Place was clean and the staff was great." CA $168 CA $201 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/609741f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/af89d40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/52c43a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callahan's Mountain Lodge Ashland 8.8/10 Excellent (1167) "Very intimate setting, amazing staff and wonderful restaurant and bar." CA $183 CA $186 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, 3 Queen Beds (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/e32a2cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Queen Beds With Kitchen (No Pets Allowed) | Private kitchen](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/10a08da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/cf48b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers INN and Suites Ashland 8.6/10 Excellent (1010) "Basic 2 star hotel, very good location, conveniently located next to a supermarket" CA $88 CA $98 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/49a665aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/be871e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Garden) | Private kitchenette](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/ccf3a4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lithia Springs Resort Ashland 9.4/10 Exceptional (1010) "Great place, friendly staff and spring water. " CA $243 CA $267 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/69e23b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/ae66d7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/6d4857ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Windsor Inn Ashland 9.0/10 Wonderful (1013) "Our stay was amazing in every way!" CA $136 CA $152 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/1f352a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/feabb486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/e097575f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagship Inn of Ashland Ashland 8.8/10 Excellent (1053) "This motel has a GREAT location and plenty of parking." CA $99 CA $110 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Standard Room, 1 King Bed (Newly Redone)](https://images.trvl-media.com/lodging/4000000/3630000/3626200/3626125/517414b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/4000000/3630000/3626200/3626125/ee23e57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/4000000/3630000/3626200/3626125/9014cd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/4000000/3630000/3626200/3626125/a1122667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax Inn At Ashland Ashland 6.8/10 (483) "Easy check in, friendly staff, clean." CA $106 CA $119 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Medford-Hotels-Relax-Inn-At-Ashland.h3626125.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/37ac672b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/d7a15255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/00991541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/77541e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarwood Inn of Ashland Ashland 7.2/10 Good (1003) "great value, affordable, good location, clean." CA $108 CA $121 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10®ionId=6290&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Ashland ### Ashlandand its attractions for luxury travelers Ashland, Oregon, is a hidden gem for luxury travellers seeking a blend of culture and natural beauty. Begin your adventure at the Oregon Shakespeare Festival, where you can indulge in world-class theatre performances in a stunning outdoor setting. The festival runs from February through October, providing a unique opportunity to enjoy high-calibre productions while soaking in the picturesque landscape. For a touch of relaxation, head to the exquisite Lithia Park, renowned for its enchanting gardens, serene duck ponds, and soothing mineral water springs that offer a rejuvenating experience. If you're a wine enthusiast, embark on a private tour of the local vineyards, where you can sip on award-winning wines while enjoying breathtaking views of the surrounding hills. The charming downtown area is perfect for leisurely strolls; explore boutique shops and savour gourmet dining options, often featuring farm-to-table fare. For your stay, the Plaza Inn & Suites at Ashland Creek provides a luxurious experience with its refined accommodation and nearby these attractions, allowing you to unwind in style after a day of exploration. Enjoy the attentive service and the inviting atmosphere, ensuring that every moment of your stay is as memorable as the experiences Ashland has to offer. ### Find the best luxury hotels and resorts in Ashland For those seeking a luxurious escape in Ashland, Oregon, these exquisite hotels offer top amenities and an unforgettable experience. Each hotel promises elegance and comfort, ensuring a lavish stay. [Oak Hill Bed & Breakfast](https://www.expedia.ca/Medford-Hotels-Oak-Hill-Bed-Breakfast.h18952754.Hotel-Information) - **Why it's great for a luxury retreat:** Oak Hill Bed & Breakfast is a luxurious haven with a perfect review rating of 10.0, making it the ideal choice for travelers. This charming hotel offers sumptuous bathrobes, designer toiletries, and stunning mountain views, all suitable for an indulgent getaway. The air-conditioned rooms feature deep soaking bathtubs, providing a perfect retreat after a day of exploration. - **Other amenities:** Guests can enjoy complimentary breakfast options daily, along with a terrace for outdoor relaxation. The hotel is conveniently located near ski lifts and various outdoor activities, including hiking and biking. With self-parking available, travelers can enjoy the ease of access, while the traditional hotel design adds to the unique charm of this luxurious bed and breakfast. - **Nearby attractions:** Southern Oregon University - 1.4 km, Schneider Museum of Art - 1.8 km, Weisinger Family Winery - 1.9 km [Arden Forest Inn](https://www.expedia.ca/Medford-Hotels-Arden-Forest-Inn.h46085022.Hotel-Information) - **Why it's great for a luxury retreat:** With an outstanding review rating of 9.8, Arden Forest Inn invites luxury travellers to unwind in a serene environment. This elegant inn features premium bedding and designer toiletries, making every guest feel special. The picturesque mountain views and air conditioning add to the comfort, while the inn’s concierge services ensure every need is catered for during their stay. - **Other amenities:** Guests can take advantage of the terrace for relaxation, and the hotel features a beautiful pool for leisure. With nearby ski areas, visitors can explore winter sports activities nearby. The Victorian design adds a touch of historical charm, while self-parking and complimentary toiletries enhance the overall luxurious experience. - **Nearby attractions:** Lithia Park - 0.9 km, Allen Elizabethan Theatre - 0.9 km, Angus Bowmer Theatre - 1 km [Winchester Inn](https://www.expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information) - **Why it's great for a luxury retreat:** The Winchester Inn, with its stellar guest review rating of 9.6, offers a luxurious experience in the heart of the Historic Downtown District. Guests are treated to elegant touches like Egyptian cotton sheets, a deep soaking bathtub, and premium bedding, ideal for a restful night's sleep. The charming Victorian design adds to the inn's appeal, making it a perfect choice for luxury seekers. - **Other amenities:** Guests can enjoy free breakfast daily, with options for cooked meals, and relax on their private balconies or terraces. The inn offers a kitchenette for added convenience, alongside a minibar for refreshments. Housekeeping is provided daily, ensuring a pristine stay, while self-parking is available for those travelling by car. A lovely garden setting enhances the overall ambiance of this exquisite hotel. - **Neighborhood:** Historic Downtown District - **Nearby attractions:** Oregon Cabaret Theatre - 0.2 km, Lithia Park - 0.3 km, Ashland Library - 0.3 km [McCall House Boutique Inn](https://www.expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.Hotel-Information) - **Why it's great for a luxury retreat:** McCall House Boutique Inn stands as a beacon of luxury in Ashland, featuring an impressive guest review rating of 9.6. This boutique inn offers a charming retreat with amenities tailored for travelers, including in-room massages, designer toiletries, and sumptuous deep soaking bathtubs, ensuring a pampered experience. Guests can also enjoy the warmth of a fireplace and the refreshing mountain views that enhance the tranquil atmosphere. - **Other amenities:** Beyond the luxurious features, guests can indulge in complimentary breakfast each morning, and make use of nearby hot springs for relaxation. The hotel boasts air conditioning for comfort and concierge services to assist with local arrangements. With nearby ski facilities and beautiful hiking trails, there’s no shortage of outdoor adventures to complement the opulent stay. - **Neighborhood:** Historic Downtown District - **Nearby attractions:** Allen Elizabethan Theatre - 0.2 km, Angus Bowmer Theatre - 0.2 km, Thomas Theatre - 0.2 km [Abigail’s Bed & Breakfast Inn](https://www.expedia.ca/Medford-Hotels-Abigails-Bed-Breakfast-Inn.h4966403.Hotel-Information) - **Why it's great for a luxury retreat:** Abigail’s Bed & Breakfast Inn offers a delightful luxury experience with a guest review rating of 9.4. This enchanting inn features premium bedding and Egyptian cotton sheets that promise a restful night’s sleep. Guests can take in the beautiful mountain views and enjoy the personalised service provided by the attentive concierge. - **Other amenities:** The inn boasts shared refrigerator facilities, a terrace for outdoor enjoyment, and hot springs nearby for relaxation. Guests can indulge in winery tours, both private and public, adding a touch of adventure to their stay. With self-parking options and a variety of culinary experiences nearby, this hotel stands out for travelers seeking a blend of luxury and local charm. - **Neighborhood:** Skidmore Academy Historic District - **Nearby attractions:** Lithia Park - 1 km, Allen Elizabethan Theatre - 1.1 km, Angus Bowmer Theatre - 1.1 km ## Top Ashland Hotel Reviews ![Ashland Hills Hotel & Suites](//images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Clean room, friendly staff and lots of parking. Location is great close to everything." [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Flagship Inn of Ashland](//images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Excellent vlue" [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Comfort Inn & Suites Ashland](//images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "Staff at check in was great." [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Plaza Inn & Suites at Ashland Creek](//images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg) ### Plaza Inn & Suites at Ashland Creek 10/10 Excellent "Service was good location was good too. A short walking distance to downtown." [](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Ashland Motel - Oregon](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679897/b3c0b15c_y.jpg) ### Ashland Motel - Oregon 10/10 Excellent "Great service " [](https://expedia.ca/Medford-Hotels-Ashland-Motel-University.h9679897.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](//images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6_y.jpg) ### The Bard's Inn, BW Signature Collection by Best Western 10/10 Excellent "The room was very clean and quiet. Loved having a balcony and watching the deer and turkeys. We were very close to all the venues and everything was a just a short walk. Shopping was close and the local restaurants were amazing. Am definitely coming back and plan on staying at the Bards Inn. Staff was amazing!" [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Lithia Springs Resort](//images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg) ### Lithia Springs Resort 10/10 Excellent "Great place, friendly staff and spring water. " [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Best Western Windsor Inn](//images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg) ### Best Western Windsor Inn 10/10 Excellent "Huge gym - pet friendly-thank you" [](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Callahan's Mountain Lodge](//images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80_y.jpg) ### Callahan's Mountain Lodge 10/10 Excellent "The room was large and I loved the soaking tub! I was only there one night and it was perfect after a long drive. The staff was super friendly, it would be nice to stay in the winter and make a fire in the room ;) " [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury trip to Ashland? > Use Expedia to arrange your flight to Rogue Valley Intl. Airport (MFR) 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 need 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 theater 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 temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches. ### 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, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. If you have a little extra time during your trip, you might want to check out Ashland Library and Lithia Park. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Allen Elizabethan Theatre](https://www.expedia.ca/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Hotels near Asante Rogue Regional Medical Center](https://www.expedia.ca/Asante-Rogue-Regional-Medical-Center-Hotels.0-l6216738-0.Travel-Guide-Filter-Hotels) - [Hotels near Bear Creek Park](https://www.expedia.ca/Bear-Creek-Park-Hotels.0-l553248621558012072-0.Travel-Guide-Filter-Hotels) - [Hotels near Emigrant Lake](https://www.expedia.ca/Emigrant-Lake-Hotels.0-l553248621558078461-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Historic Downtown District](https://www.expedia.ca/Historic-Downtown-District-Ashland-Hotels-Beach-Hotel.0-n553248635976471666-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Historic Downtown District](https://www.expedia.ca/Historic-Downtown-District-Ashland-Hotels-Historic-Hotel.0-n553248635976471666-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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[Historic Railroad District Hotels](https://www.expedia.ca/Historic-Railroad-District-Ashland-Hotels.0-n553248635976471888-0.Travel-Guide-Filter-Hotels) - [Hotels near Lithia Park](https://www.expedia.ca/Lithia-Park-Hotels.0-l553248621532642212-0.Travel-Guide-Filter-Hotels) - [Medford Hotels](https://www.expedia.ca/Medford-Hotels.d602702.Travel-Guide-Hotels) - [Hotels near Mount Ashland Ski Area](https://www.expedia.ca/Mount-Ashland-Ski-Area-Hotels.0-l6087455-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Cabaret Theatre](https://www.expedia.ca/Oregon-Cabaret-Theatre-Hotels.0-l553248621532642225-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Shakespeare Festival](https://www.expedia.ca/Oregon-Shakespeare-Festival-Hotels.0-l6183594-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Phoenix](https://www.expedia.ca/Phoenix-Apart-Hotels.d6047195-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Phoenix](https://www.expedia.ca/Phoenix-Bed-And-Breakfast.d6047195-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Townhomes in Phoenix](https://www.expedia.ca/Phoenix-Townhomes.d6047195-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near Rogue Valley Country Club](https://www.expedia.ca/Rogue-Valley-Country-Club-Hotels.0-l6078463-0.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Skidmore Academy Historic District](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels-Best-Western.0-n553248635976482103-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Skidmore Academy Historic District](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels-Pet-Friendly-Hotel.0-n553248635976482103-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Skidmore Academy Historic District Hotels](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels.0-n553248635976482103-0.Travel-Guide-Filter-Hotels) - [Hotels near Southern Oregon University](https://www.expedia.ca/Southern-Oregon-University-Hotels.0-l6188400-0.Travel-Guide-Filter-Hotels) - [Hotels near Sumner Parker Field](https://www.expedia.ca/Sumner-Parker-Field-Airport-Hotels.0-aAHM-0.Travel-Guide-Filter-Hotels) - [Farmstay in Talent](https://www.expedia.ca/Talent-Agritourism.d6347896-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Talent](https://www.expedia.ca/Talent-Guest-Houses.d6347896-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Talent](https://www.expedia.ca/Talent-Hotels-Adults-Only-Resorts.0-0-d6347896-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Talent](https://www.expedia.ca/Talent-Hotels-Cheap-Hotels.0-0-d6347896-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Talent](https://www.expedia.ca/Talent-Hotels-Couples-Resorts-Hotels.0-0-d6347896-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Talent](https://www.expedia.ca/Talent-Hotels-Hotels-With-Balconies.0-0-d6347896-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Talent](https://www.expedia.ca/Talent-Hotels-Pet-Friendly-Hotel.0-0-d6347896-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Talent Hotels](https://www.expedia.ca/Talent-Hotels.d6347896.Travel-Guide-Hotels) - [Resorts in Talent](https://www.expedia.ca/Talent-Resort-Hotels.d6347896-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Talent](https://www.expedia.ca/Talent-Townhomes.d6347896-aaTownhomes.Travel-Guide-Accommodation) - [Flights to Medford](https://www.expedia.ca/Cheap-Flights-To-Medford.d602702.Travel-Guide-Flights) - [Flights to Phoenix](https://www.expedia.ca/Cheap-Flights-To-Phoenix.d6047195.Travel-Guide-Flights) - [Flights from Talent](https://www.expedia.ca/lp/flights/6347896/flights-from-talent) - [Flights from Eureka (ACV) to Ashland (AHM)](https://www.expedia.ca/lp/flights/acv/ahm/eureka-to-ashland) - [Flights from Amsterdam (AMS) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ams/ahm/amsterdam-to-ashland) - [Flights from Kota Kinabalu (BKI) to Ashland (AHM)](https://www.expedia.ca/lp/flights/bki/ahm/kota-kinabalu-to-ashland) - [Flights from Bangkok (BKK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/bkk/ahm/bangkok-to-ashland) - [Flights from Circle Hot Springs (CHP) to Ashland (AHM)](https://www.expedia.ca/lp/flights/chp/ahm/circle-hot-springs-to-ashland) - [Flights from Chiloquin (CHZ) to Ashland (AHM)](https://www.expedia.ca/lp/flights/chz/ahm/chiloquin-to-ashland) - [Flights from Charlotte (CLT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/clt/ahm/charlotte-to-ashland) - [Flights from Denver (DEN) to Ashland (AHM)](https://www.expedia.ca/lp/flights/den/ahm/denver-to-ashland) - [Flights from Detroit (DTW) to Ashland (AHM)](https://www.expedia.ca/lp/flights/dtw/ahm/detroit-to-ashland) - [Flights from Eugene (EUG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/eug/ahm/eugene-to-ashland) - [Flights from Frankfurt (FRA) to Ashland (AHM)](https://www.expedia.ca/lp/flights/fra/ahm/frankfurt-to-ashland) - [Flights from Grand Rapids (GRR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/grr/ahm/grand-rapids-to-ashland) - [Flights from New York (JFK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/jfk/ahm/new-york-to-ashland) - [Flights from Kuwait City (KWI) to Ashland (AHM)](https://www.expedia.ca/lp/flights/kwi/ahm/kuwait-city-to-ashland) - [Flights from Medford (MFR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/mfr/ahm/medford-to-ashland) - [Flights from Minneapolis (MSP) to Ashland (AHM)](https://www.expedia.ca/lp/flights/msp/ahm/minneapolis-to-ashland) - [Flights from Oakland (OAK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/oak/ahm/oakland-to-ashland) - [Flights from Ontario (ONT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ont/ahm/ontario-to-ashland) - [Flights from Portland (PDX) to Ashland (AHM)](https://www.expedia.ca/lp/flights/pdx/ahm/portland-to-ashland) - [Flights from San Diego (SAN) to Ashland (AHM)](https://www.expedia.ca/lp/flights/san/ahm/san-diego-to-ashland) - [Flights from San Antonio (SAT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sat/ahm/san-antonio-to-ashland) - [Flights from Seattle (SEA) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sea/ahm/seattle-to-ashland) - [Flights from San Francisco (SFO) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sfo/ahm/san-francisco-to-ashland) - [Flights from San José (SJO) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sjo/ahm/san-jose-to-ashland) - [Flights from Sacramento (SMF) to Ashland (AHM)](https://www.expedia.ca/lp/flights/smf/ahm/sacramento-to-ashland) - [Flights from Sydney (SYD) to Ashland (AHM)](https://www.expedia.ca/lp/flights/syd/ahm/sydney-to-ashland) - [Flights from Edmonton (YEG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yeg/ahm/edmonton-to-ashland) - [Flights from Regina (YQR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yqr/ahm/regina-to-ashland) - [Flights from Winnipeg (YWG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ywg/ahm/winnipeg-to-ashland) - [Flights from Toronto (YYZ) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yyz/ahm/toronto-to-ashland) - [Visit Skidmore Academy Historic District](https://www.expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103) - [Edenvale Winery](https://www.expedia.ca/EdenVale-Winery-Medford.d6087459.Vacation-Attraction) - [Visit Medford](https://www.expedia.ca/Medford.dx602702) - [Thomas Theatre](https://www.expedia.ca/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction) - [Car rental Talent](https://www.expedia.ca/Car-Rentals-In-Talent.d6347896.Car-Rental-Guide) - [Book Luxury Hotels in Ashland on Expedia.com](https://www.expedia.com/Ashland-Hotels-Luxury-Hotel.0-0-d6290-tLuxuryHotel.Travel-Guide-Filter-Hotels)