Title: Historic Downtown District Holidays 2026 | Expedia.co.uk [Hotels in Historic Downtown District](https://expedia.co.uk/Historic-Downtown-District-Hotels.d553248635976471666.Travel-Guide-Hotels)[Flights to Ashland](https://expedia.co.uk/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Historic Downtown District Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Historic-Downtown-District.d553248635976471666.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Historic Downtown District Holidays ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected ### Your Historic Downtown District Holiday History, dining, adventure, fun — you'll find all that and a whole lot more in Historic Downtown District. Experience the best of this neighbourhood with a holiday package to Historic Downtown District. Kick start your trip to Historic Downtown District by heading to nearby attractions such as [Oregon Shakespeare Festival](https://www.expedia.co.uk/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Attraction), [Southern Oregon University](https://www.expedia.co.uk/Southern-Oregon-University-Ashland.d6188400.Attraction) and [Lithia Park](https://www.expedia.co.uk/Lithia-Park-Ashland.d553248621532642212.Attraction). Stop daydreaming and start doing. When you're ready to book your holiday to Historic Downtown District, Expedia will help get you there. ## Where to stay in Historic Downtown District Find the best Historic Downtown District areas and neighborhoods for the activities you enjoy most. [Learn more about Historic Downtown District](https://expedia.co.uk/Ashland-Historic-Downtown-District.dx553248635976471666) ![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 While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby. [Find hotels in Historic Railroad District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976471888) ![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 If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing. [Find hotels in Siskiyou-Hargadine Historic District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976473896) ![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 While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival. [Find hotels in Skidmore Academy Historic District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976482103) ## Top hotels in Historic Downtown District ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/477e599d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ashland Springs Hotel 212 E Main St Ashland OR Fully refundableReserve now, pay when you stay £92 31 Mar - 1 Apr includes taxes & fees 9.2/10 Wonderful! (1,001 reviews) Great breakfast, beautiful but small rooms for the price. Reviewed on 29 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=660933&PinnedHotelID=660933&HadPinnedHotel=true®ionId=553248635976471666) ![The Bard's Inn, BW Signature Collection by Best Western](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Bard's Inn, BW Signature Collection by Best Western 132 N Main Street Ashland OR Fully refundableReserve now, pay when you stay £87 7 Apr - 8 Apr includes taxes & fees 8.6/10 Excellent! (1,001 reviews) There were a lot of different buildings so maybe some were different but my room was dark and depressing. Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=9249&PinnedHotelID=9249&HadPinnedHotel=true®ionId=553248635976471666) ![Winchester Inn](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/a65795fb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Winchester Inn 35 S. 2nd St. Ashland OR £206 12 Apr - 13 Apr includes taxes & fees 9.6/10 Exceptional! (270 reviews) The room is fantastic!! Highly recommend! Reviewed on 15 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=1505812&PinnedHotelID=1505812&HadPinnedHotel=true®ionId=553248635976471666) [See all 698 properties in Historic Downtown District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F03%2F2026&endDate=01%2F04%2F2026®ionId=553248635976471666) 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. ![](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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Frequently asked questions ### How much does a Historic Downtown District travel package cost? ### If I'm not able to travel, can I cancel my Historic Downtown District travel package? ### How do I get a cheap travel package to Historic Downtown District? ### Does Expedia offer Book Now, Pay Later Historic Downtown District holidays? > - Pay monthly holidays: Realise your holiday dreams sooner with Klarna's manageable monthly instalment plans. If paying bite-sized amounts each month sounds right for you, choose this option during the checkout process. > - Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna. > - Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna. ### How far in advance should I book my Historic Downtown District holiday? ### What does an Expedia Historic Downtown District travel package include? ### What should I know before booking a Historic Downtown District travel package? ### Can I choose my airline with a Historic Downtown District Expedia travel package? ### Popular places to visit #### Emigrant Lake Commune with nature and explore the great outdoors at Emigrant Lake during your travels in Ashland. Experience the entertainment choices and lively festivals in this family-friendly area. [](https://expedia.co.uk/Emigrant-Lake-Ashland.d553248621558078461.Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.