Title: Ashland Vacation Packages 2026 from $427 | Expedia.com [Ashland Travel Guide](https://expedia.com/Ashland.dx6290)[Hotels in Ashland](https://expedia.com/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.com/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.com/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.com/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Car Rentals in Ashland](https://expedia.com/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6290/4f25855d-1345-4762-a275-1c69359fc48f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Ashland Vacations from $427 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Ashland Vacation Create your own exciting adventure with a tailor-made vacation package to Ashland. Its cultural experiences, progressive thinking and spectacular views are just the start of what you can expect in this interesting city. Ready to explore your surroundings? [Oregon Shakespeare Festival](https://www.expedia.com/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction), [Southern Oregon University](https://www.expedia.com/Southern-Oregon-University-Ashland.d6188400.Vacation-Attraction) and [Lithia Park](https://www.expedia.com/Lithia-Park-Ashland.d553248621532642212.Vacation-Attraction) are just three of the best places to visit during a trip to Ashland. No matter your travel plans or the size of your budget, putting together a tailored Ashland vacation is simple with Expedia. ## The Latest Ashland vacation packages Price found within the past 48 hours. Click for updated prices. ![Compass by Margaritaville in Medford](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/b7be0ede_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Compass by Margaritaville in Medford $427 per person May 11 - May 13 found 1 day ago Roundtrip non-stop flight included Austin (AUS) to Medford (MFR) 9.6/10 Exceptional! (1,003 reviews) We always enjoy staying at this location. Reviewed on Feb 26, 2026 ![McCall House Boutique Inn](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/c4aac0d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### McCall House Boutique Inn Historic Downtown District $618 per person May 11 - May 13 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Medford (MFR) 9.2/10 Wonderful! (574 reviews) It was an amazing stay! Exceptional in every way. And the breakfast was a lovely bonus. Too notch Reviewed on Feb 20, 2026 ![A Cowslip's Belle Inn](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### A Cowslip's Belle Inn $453 per person May 11 - May 13 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Medford (MFR) 9.8/10 Exceptional! (40 reviews) Lovely yard courtyard area with koi pond Reviewed on Aug 25, 2025 Don't see what you're looking for? See all available trips from Columbus to Ashland [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=LMT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6290) ## Where to stay in Ashland Find the best Ashland areas and neighborhoods for the activities you enjoy most. [Learn more about Ashland](https://expedia.com/Ashland.dx6290) ![Landmark building in Ashland Oregon.](https://images.trvl-media.com/place/553248635976471666/d364eacf-6c97-42f7-8156-e8b8401cdb92.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Downtown District 4 out of top 10 points of interest in this area 5/5(133 area reviews) If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Thomas Theatre are top sights worth seeing. [Find hotel + flight trips in Historic Downtown District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Downtown%20District&DestID=553248635976471666&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States ](https://images.trvl-media.com/place/553248635976471888/2d665321-38b8-4fb8-8dfd-85c9bdddd663.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Railroad District 4.5/5(7 area reviews) Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out. [Find hotel + flight trips in Historic Railroad District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Railroad%20District&DestID=553248635976471888&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Street scene in downtown Ashland Oregon state.](https://images.trvl-media.com/place/553248635976473896/3bb45aed-ff93-4c44-aad0-62b3fa65d4ee.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Siskiyou-Hargadine Historic District 1 out of top 10 points of interest in this area 4.5/5(12 area reviews) While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library. [Find hotel + flight trips in Siskiyou-Hargadine Historic District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Siskiyou-Hargadine%20Historic%20District&DestID=553248635976473896&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Aerial view of Ashland, Oregon](https://images.trvl-media.com/place/553248635976482103/8e257b0c-49b6-4a00-9cd9-fbf87a8384c5.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Skidmore Academy Historic District 5/5(1 area review) Skidmore Academy Historic District might not have many top sights, but Thomas Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out. [Find hotel + flight trips in Skidmore Academy Historic District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Skidmore%20Academy%20Historic%20District&DestID=553248635976482103&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Ashland ![Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway](https://images.trvl-media.com/place/6290/b7ae12c5-31b7-437b-8947-0bfe6b9d08cf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oregon Shakespeare Festival 4.5/5(265 reviews) You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants. [](https://expedia.com/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction) ![USA, Oregon, Mt Ashland. Fresh snow on evergreens. ](https://images.trvl-media.com/place/6087455/da84e456-ba2e-4cc1-a63a-455c73ca7334.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mount Ashland Ski Area 4/5(70 reviews) Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area. [](https://expedia.com/Mount-Ashland-Ski-Area-Ashland.d6087455.Vacation-Attraction) ![A pretty male Wood Duck standing under the shade of a tree on the shoreline of a pond in a city park.](https://images.trvl-media.com/place/553248621532642212/4ef58f19-de19-4351-bf68-0d92a6cbf1ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lithia Park 4.5/5(481 reviews) Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area. [](https://expedia.com/Lithia-Park-Ashland.d553248621532642212.Vacation-Attraction) ## Ashland Hotel Deals ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stratford Inn 555 Siskiyou Blvd Ashland OR Fully refundableReserve now, pay when you stay $80 nightly $89 total Mar 1 - Mar 2 Total with taxes and fees 9.4/10 Exceptional! (1,696 reviews) Great room, clean but more importantly great mattress!! Reviewed on Feb 25, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=2758881&PinnedHotelID=2758881&HadPinnedHotel=true®ionId=6290) ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ashland Springs Hotel 212 E Main St Ashland OR Fully refundableReserve now, pay when you stay $120 nightly $134 total Feb 27 - Feb 28 Total with taxes and fees 9.2/10 Wonderful! (1,012 reviews) Pros—-staff was incredibly kind Great food available for room service through Larks Cons—room was uncomfortably small.. luckily it was only one person but 2 people could not move around comfortably in this room and the bedding MUST be updated. We truly aren’t ones to complain but it might’ve been ... Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&selected=660933&PinnedHotelID=660933&HadPinnedHotel=true®ionId=6290) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ashland Hills Hotel & Suites 2525 Ashland St Ashland OR Fully refundableReserve now, pay when you stay $108 nightly $121 total Mar 1 - Mar 2 Total with taxes and fees 8.8/10 Excellent! (1,461 reviews) Great stay! Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=28139&PinnedHotelID=28139&HadPinnedHotel=true®ionId=6290) [See all 780 properties in Ashland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=6290) 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. ## Find the Best Ashland Vacation Packages ### Things to do in and around Ashland Ashland, Oregon, is perfect for outdoor enthusiasts and adventure seekers, offering a blend of scenic beauty and cultural experiences. Visitors can enjoy activities like exploring the renowned Oregon Shakespeare Festival, engaging in wine tasting tours, and partaking in recreational adventures across beautiful landscapes. With opportunities for skiing and a vibrant arts scene, Ashland promises an unforgettable getaway filled with diverse experiences. **Shopping** Ashland offers a delightful shopping experience with unique shops and local treasures. For a bit of a drive, [Rogue Valley Mall](https://www.expedia.com/Rogue-Valley-Mall-Medford.d6128619.Vacation-Attraction), 13 miles away, features various stores and entertainment. Additionally, explore [Kharmic Creations](https://www.expedia.com/Kharmic-Creations-Jacksonville-Historic-District.d553248621532642205.Vacation-Attraction), 15 miles away, or visit [Rogue Creamery](https://www.expedia.com/Rogue-Creamery-Central-Point.d553248621532642216.Vacation-Attraction), located 16 miles from the city for delicious artisanal cheeses. **Recreation** Experience the vibrant culture at the [Oregon Shakespeare Festival](https://www.expedia.com/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction), where captivating performances ignite the spirit. Enjoy the romantic ambiance of the [Allen Elizabethan Theatre](https://www.expedia.com/Allen-Elizabethan-Theatre-Historic-Downtown-District.d6078449.Vacation-Attraction), offering enchanting shows. Unwind at the [Oregon Cabaret Theatre](https://www.expedia.com/Oregon-Cabaret-Theatre-Historic-Downtown-District.d553248621532642225.Vacation-Attraction), where delightful entertainment creates a warm, family-friendly atmosphere, perfect for relaxation and joy. **Adventure** [Mount Ashland Ski Area](https://www.expedia.com/Mount-Ashland-Ski-Area-Ashland.d6087455.Vacation-Attraction) offers exhilarating skiing experiences with stunning mountain views, perfect for both beginners and seasoned skiers. For an adventurous ride, the [Comer Ski Lift](https://www.expedia.com/Comer-Ski-Lift-Ashland.d553248621556372384.Vacation-Attraction) provides easy access to thrilling slopes. Explore the Bull Gap Lower Trailhead for scenic hiking amidst breathtaking landscapes and outdoor adventures. **Nightlife** A night in Ashland offers a vibrant atmosphere, from live performances at the Oregon Shakespeare Festival to cozy drinks at local pubs like the Ashland Springs Hotel. For a lively evening, check out the nightly events at the Ashland Elks Lodge or enjoy a relaxed vibe at Caldera Tap House. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in Ashland Ashland, Oregon, is a fantastic destination for outdoor enthusiasts and adventure seekers, featuring beautiful lakes, urban parks, and modern colleges. Visitors can explore the scenic Ashland Creek, enjoy skiing at the Mount Ashland Ski Area, and discover the charming culture of the city. With its array of attractions and activities, Ashland promises a memorable experience that combines nature, adventure, and local culture. - **[Southern Oregon University: ](https://www.expedia.com/Southern-Oregon-University-Ashland.d6188400.Vacation-Attraction)** Experience the vibrant city atmosphere at Southern Oregon University, where modern architecture meets a lively campus life. Explore the beautiful grounds and engage with local students, enjoying the energy that this educational hub brings to Ashland. - **[Lithia Park: ](https://www.expedia.com/Lithia-Park-Ashland.d553248621532642212.Vacation-Attraction)** Enjoy a family-friendly outdoor escape at Lithia Park, a sprawling urban park filled with serene walking paths, picnic areas, and picturesque gardens. It’s a perfect spot for relaxation and recreation, right in the heart of the city. - **[Howard Prairie Lake: ](https://www.expedia.com/Howard-Prairie-Lake-Ashland.d553248621532642226.Vacation-Attraction)** Discover the romantic charm of Howard Prairie Lake, a stunning natural oasis featuring sandy beaches and breathtaking scenery. Ideal for outdoor enthusiasts, it offers opportunities for swimming, fishing, and picnicking amidst serene landscapes. ### Best time to go to Ashland The best time to visit Ashland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 36.3°F (2.4°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 37.2°F (2.9°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 40.5°F (4.7°C) | Light Rain | Mostly Sunny | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 53.2°F (11.8°C) | Light Rain | Mostly Sunny | Average | Average | | June | 60.4°F (15.8°C) | No Rain | Mostly Sunny | Slightly High | Slightly High | | July | 69.3°F (20.7°C) | No Rain | Sunny | Slightly High | Slightly High | | August | 68.7°F (20.4°C) | No Rain | Sunny | Average | Slightly High | | September | 61.5°F (16.4°C) | No Rain | Sunny | Average | Average | | October | 51.1°F (10.6°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 40.8°F (4.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 34.7°F (1.5°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### Tips to save on your trip to Ashland - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Ashland. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Ashland Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Rogue Valley Intl. Airport (MFR) | | Population | 20,900 | | Max Temp Winter | 45ºF | | Max Temp Summer | 80ºF | | Top Sights | [Oregon Shakespeare Festival](https://www.expedia.com/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction), [Mount Ashland Ski Area](https://www.expedia.com/Mount-Ashland-Ski-Area-Ashland.d6087455.Vacation-Attraction) and [Oregon Cabaret Theatre](https://www.expedia.com/Oregon-Cabaret-Theatre-Historic-Downtown-District.d553248621532642225.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations 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![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Ashland vacation package cost? ### What are the cheapest months to go to Ashland? ### How many days is enough for Ashland? ### Is it worth booking a vacation package to Ashland? ### How to find the best Ashland package deals? ### Is it cheaper to book an Ashland vacation as a package? ### When to book a vacation package to Ashland? ### How to plan a trip to Ashland? > 1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the available activities will also help you decide when to vacation in Ashland. > 2. Set your budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Ashland. Then, choose a hotel that fits your budget, whether that's an affordable stay or a more upscale getaway. > 3. Discover Ashland using our [trip planning tool](https://www.expedia.com/why/trip-planning): Gain insights into the leading attractions and best stays for your trip to Ashland. You can also save your must-visit places, collaborate with your group and manage your plans in one place. > 4. Decide how long to go away for: Now that you know more about Ashland, you can figure out the ideal length of your break. Put together a draft plan and give yourself enough time to cover everything you want to see. > 5. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Ashland vacation package. > 6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some incredible [things to do in Ashland](https://www.expedia.com/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities) in Ashland. Book tickets or make reservations before you go to save time and avoid the hassle of looking for activities when you arrive. ### Does Expedia offer Book Now, Pay Later Ashland vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Allen Elizabethan Theatre ](https://www.expedia.com/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Hotels near Angus Bowmer Theatre ](https://www.expedia.com/Angus-Bowmer-Theatre-Hotels.0-l6078439-0.Travel-Guide-Filter-Hotels) - [Hotels near Thomas Theatre ](https://www.expedia.com/Thomas-Theatre-Hotels.0-l6078459-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Shakespeare Festival ](https://www.expedia.com/Oregon-Shakespeare-Festival-Hotels.0-l6183594-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Cabaret Theatre ](https://www.expedia.com/Oregon-Cabaret-Theatre-Hotels.0-l553248621532642225-0.Travel-Guide-Filter-Hotels) - [Hotels near Historic Downtown District ](https://www.expedia.com/Historic-Downtown-District-Ashland-Hotels.0-n553248635976471666-0.Travel-Guide-Filter-Hotels) - 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[Flights from Portland (PDX) to Ashland (AHM) ](https://www.expedia.com/lp/flights/pdx/ahm/portland-to-ashland) - [Flights from Seattle (SEA) to Ashland (AHM) ](https://www.expedia.com/lp/flights/sea/ahm/seattle-to-ashland) - [Flights from Eugene (EUG) to Ashland (AHM) ](https://www.expedia.com/lp/flights/eug/ahm/eugene-to-ashland) - [Flights from Sacramento (SMF) to Ashland (AHM) ](https://www.expedia.com/lp/flights/smf/ahm/sacramento-to-ashland) - [Flights from Los Angeles (LAX) to Ashland (AHM) ](https://www.expedia.com/lp/flights/lax/ahm/los-angeles-to-ashland) - [Flights from San Diego (SAN) to Ashland (AHM) ](https://www.expedia.com/lp/flights/san/ahm/san-diego-to-ashland) - [Flights from Oakland (OAK) to Ashland (AHM) ](https://www.expedia.com/lp/flights/oak/ahm/oakland-to-ashland) - [Flights from Minneapolis (MSP) to Ashland (AHM) ](https://www.expedia.com/lp/flights/msp/ahm/minneapolis-to-ashland) - [Flights from San Jose (SJC) to Ashland (AHM) ](https://www.expedia.com/lp/flights/sjc/ahm/san-jose-to-ashland) - 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[Flights to Talent ](https://www.expedia.com/Cheap-Flights-To-Talent.d6347896.Travel-Guide-Flights) - [Allen Elizabethan Theatre ](https://www.expedia.com/Allen-Elizabethan-Theatre-Historic-Downtown-District.d6078449.Vacation-Attraction) - [Angus Bowmer Theatre ](https://www.expedia.com/Angus-Bowmer-Theatre-Historic-Downtown-District.d6078439.Vacation-Attraction) - [Thomas Theatre ](https://www.expedia.com/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction) - [Oregon Shakespeare Festival ](https://www.expedia.com/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction) - [Scienceworks Hands-On Museum ](https://www.expedia.com/ScienceWorks-Hands-On-Museum-Ashland.d6219141.Vacation-Attraction) - [Paschal Winery ](https://www.expedia.com/Paschal-Winery-Talent.d6087457.Vacation-Attraction) - [Talent Vacations ](https://www.expedia.com/Talent.d6347896.Destination-Travel-Guides) - [Visit Talent ](https://www.expedia.com/Talent.dx6347896) - [Phoenix Vacations ](https://www.expedia.com/Phoenix.d6047195.Destination-Travel-Guides) - 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