Title: 10 TOP Things to Do in Ashland November 2025 | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[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) # What to do in Ashland, OR ## Activities, attractions and tours ## Visit Ashland Types of activities Where to stay [Ashland travel guide](https://expedia.ca/Ashland.dx6290) ![Ashland](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Photo by Lily S](https://mediaim.expedia.com/destination/2/e7e8e2631e7be8e84be2d9fab36c0437.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Lily S](https://mediaim.expedia.com/destination/2/e7e8e2631e7be8e84be2d9fab36c0437.jpg) ![Photo by Jacqueline Sawatzky](https://mediaim.expedia.com/destination/2/f23733c59fb89dcb45c386037b71caff.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Jacqueline Sawatzky](https://mediaim.expedia.com/destination/2/f23733c59fb89dcb45c386037b71caff.jpg) ![Photo by Shannon Willitts ](https://mediaim.expedia.com/destination/2/c3984b62b75fb53f290ed89a1a691990.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Shannon Willitts](https://mediaim.expedia.com/destination/2/c3984b62b75fb53f290ed89a1a691990.jpg) ![Photo by Shannon Willitts ](https://mediaim.expedia.com/destination/2/ed7d471e3db4861665201b87b179f849.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Shannon Willitts](https://mediaim.expedia.com/destination/2/ed7d471e3db4861665201b87b179f849.jpg) ## Ashland Attractions Let Expedia help you experience the best that Ashland has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Ashland is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Ashland to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Ashland Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Ashland. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Ashland attractions ensure that you’ll have a successful trip, whatever the season. * * * - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=ACTIVITIES_BF_PROMO_6290) ## Recommended things to do in Ashland | Number of things to do | 2 | | --- | --- | | Cheapest thing to do on Expedia | [Ashland Puzzling Adventure](https://expedia.ca/things-to-do/ashland-puzzling-adventure.a45939288.activity-details): CA $50 | | Top 5 things to do | - [Ashland Team Trivia Hunt: New 2024 Mobile Game App!](https://expedia.ca/things-to-do/ashland-scavenger-hunt-trivia.a3534227.activity-details) - [Ashland Puzzling Adventure](https://expedia.ca/things-to-do/ashland-puzzling-adventure.a45939288.activity-details) | | Half-day tours | - [Ashland Puzzling Adventure](https://expedia.ca/things-to-do/ashland-puzzling-adventure.a45939288.activity-details) | | With kids | | ## What to do in Ashland * * * ### Discover the most popular places to visit in Ashland ![Oregon Shakespeare Festival](https://mediaim.expedia.com/destination/2/e7d42a6fce65f5ab7a72ba316bf31a64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oregon Shakespeare Festival 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.ca/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction) ![Mount Ashland Ski Area](https://mediaim.expedia.com/destination/2/73f22d4b9709c52f846261d75ff942ad.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mount Ashland Ski Area Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area. [](https://expedia.ca/Mount-Ashland-Ski-Area-Ashland.d6087455.Vacation-Attraction) #### Southern Oregon University Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's acclaimed theater scene and entertainment choices. [](https://expedia.ca/Southern-Oregon-University-Ashland.d6188400.Vacation-Attraction) #### Lithia Park 5/5(8 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.ca/Lithia-Park-Ashland.d553248621532642212.Vacation-Attraction) #### Howard Prairie Lake Commune with nature and explore the great outdoors at Howard Prairie Lake during your travels in Ashland. While in this family-friendly area, you can savor the top-notch restaurants. [](https://expedia.ca/Howard-Prairie-Lake-Ashland.d553248621532642226.Vacation-Attraction) #### Ashland Library Ashland Library is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels? Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants. [](https://expedia.ca/Ashland-Library-Siskiyou-Hargadine-Historic-District.d553248621532642211.Vacation-Attraction) #### Allen Elizabethan Theatre You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its entertainment choices. [](https://expedia.ca/Allen-Elizabethan-Theatre-Historic-Downtown-District.d6078449.Vacation-Attraction) #### Oregon Cabaret Theatre You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants. [](https://expedia.ca/Oregon-Cabaret-Theatre-Historic-Downtown-District.d553248621532642225.Vacation-Attraction) #### Emigrant Lake Commune with nature and explore the great outdoors at Emigrant Lake during your travels in Ashland. Experience the lively festivals and entertainment choices in this family-friendly area. [](https://expedia.ca/Emigrant-Lake-Ashland.d553248621558078461.Vacation-Attraction) ### Explore areas of Ashland ![Default Image](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Downtown District 4.5/5(2 area reviews) If you're spending some time in Historic Downtown District, Oregon Shakespeare Festival and Lithia Park are top sights worth seeing. [](https://expedia.ca/Ashland-Historic-Downtown-District.dx553248635976471666) ![Default Image](https://mediaim.expedia.com/destination/2/706bfa5fabaff57e835c70e5c4f4c2eb.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Railroad District Historic Railroad District might not have many top sights, but Oregon Shakespeare Festival and Lithia Park are two attractions nearby that you can check out. [](https://expedia.ca/Ashland-Historic-Railroad-District.dx553248635976471888) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Siskiyou-Hargadine Historic District While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library. [](https://expedia.ca/Ashland-Siskiyou-Hargadine-Historic-District.dx553248635976473896) ![Default Image](https://mediaim.expedia.com/destination/2/87dfcc613b81a05a53a2dabfb311a2f7.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Skidmore Academy Historic District Skidmore Academy Historic District might not have many top sights, but Oregon Shakespeare Festival and Allen Elizabethan Theatre are two attractions nearby that you can check out. [](https://expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Ashland ![Medford](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/347000/347599-Medford-And-Vicinity.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Medford [](https://expedia.ca/Medford.dx602702) ![Klamath Falls](https://mediaim.expedia.com/destination/9/af575629f34a3102b2bdd1e2dabfd9d0.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Klamath Falls [](https://expedia.ca/Klamath-Falls.dx6054382) ![Photo by TnT Travel](https://mediaim.expedia.com/destination/2/c50f429c9ee2e62d73b99c3a16052495.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hornbrook [](https://expedia.ca/Hornbrook.dx3000428083) ## Frequently asked questions ### Is Ashland worth visiting? > One of the most common things to do in Ashland is visit Oregon Shakespeare Festival. Check this major sight off your to-do list, then discover more of this area's hiking and cafes. ### How do I spend a day in Ashland? > Start your day with a visit to Lithia Park and Bull Gap Lower Trailhead. Then, explore different parts of Ashland for local restaurants and some shopping. ### What is the top tourist attraction in Ashland? > Oregon Shakespeare Festival is one of the top tourist attractions in Ashland and deserves a place on every sightseeing list of the area. ### Is three days enough to stay in Ashland? > Three days will give you enough time to check out many city sights, including Oregon Shakespeare Festival, Oregon Cabaret Theatre and Thomas Theatre. The average stay in Ashland is two days. If you have the urge to extend your trip, Medford isn't far away. ### Is Ashland a walkable city? > Some leading sights in Ashland, such as Oregon Shakespeare Festival and Oregon Cabaret Theatre, are within walking distance. You can also experience several of the city's popular neighbourhoods on foot. Only 0.97 kilometres from central Ashland is Siskiyou-Hargadine Historic District and Historic Railroad District is 0.48 kilometres away. ### What are some activities to do in Ashland with kids? > If you're searching for activities and attractions for all ages, take a look at these fabulous ideas for what to do in Ashland with kids. ### What to do in Ashland for adults? > From regional food and cultural highlights to thrilling adventures and one-of-a-kind experiences, there are loads of exciting things to do in Ashland for adults. ### Are there free things to do in Ashland? > In Ashland, Thomas Theatre is a top spot for anyone wishing to experience the city without opening their wallet. Also, check out the parks and other neighbourhoods, and ask a local tour guide for ideas. 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