Ashland Holidays

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Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland

Things to do in and around Ashland

Ashland, Oregon, is an ideal destination for outdoor enthusiasts and those seeking adventure, offering stunning scenery and a vibrant arts scene. Visitors can enjoy a range of activities, including exploring art galleries, engaging in active pursuits, and experiencing the renowned theatre. Additionally, the area's recreational opportunities and ski fields provide ample options for adventure seekers, making Ashland a perfect spot for an exciting and culturally enriching holiday.

Shopping

Experience the vibrant Lithia Artisans Market in Ashland, showcasing local crafts and art. If you're up for a drive, the Rogue Valley Mall, 20.9km away, features a range of shops and entertainment, while the Rogue Valley Growers and Crafters Market, 19.3km away, offers fresh produce and handmade goods.

Recreation

At Howard Prairie County Resort, unwind amidst serene landscapes and rejuvenate your spirit with nature walks and relaxation activities. For a round of golf, Centennial Golf Club offers a delightful outdoor experience with scenic views just 14.5km from Ashland, perfect for both sport and leisure.

Adventure

At Mount Ashland Ski Area, immerse yourself in exhilarating skiing experiences amidst breathtaking mountain scenery. For a scenic hike, explore Bull Gap Lower Trailhead, where outdoor beauty meets adventure. Alternatively, enjoy a thrilling ride on the Comer Ski Lift, offering stunning views and a taste of the alpine spirit.

Nightlife

The Allen Elizabethan Theatre offers a romantic and cultural experience with captivating performances. For a cinematic outing, Cinemark Tinseltown Medford 15 is perfect for family entertainment, located 19.3km away. For a dose of adventure, visit Rogue Valley Family Fun Center, just 25.7km from Ashland.

*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 an ideal destination for those seeking outdoor adventures and stunning scenery. With attractions such as lakes, modern colleges, and urban parks, visitors can indulge in experiences that cater to adventure, romance, and nature appreciation. Whether you fancy exploring the great outdoors or simply enjoying the picturesque landscapes, Ashland offers a delightful blend of activities for every traveller.

  • Southern Oregon University: Immerse yourself in the vibrant atmosphere of Southern Oregon University, where the modern campus fosters a dynamic educational environment. Enjoy the blend of academic energy and city vibes as you explore its scenic grounds and engage with local students.
  • Lithia Park: Discover the beauty of Lithia Park, an urban oasis in Ashland. This delightful park features lush gardens, serene walking paths, and family-friendly spaces, perfect for picnics and outdoor activities amidst the city's charm.
  • Howard Prairie Lake: Experience the romantic allure of Howard Prairie Lake, a stunning natural retreat. Enjoy its picturesque scenery, relax on the beach, and indulge in outdoor activities, making it an ideal spot for a getaway with loved ones.

Best time to go to Ashland

The best time to visit Ashland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Ashland falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Ashland falls in December, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.3°F (2.4°C)Light RainMostly SunnyAverageSlightly Low
February37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
March40.5°F (4.7°C)Light RainMostly SunnyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
June60.4°F (15.8°C)No RainMostly SunnySlightly HighSlightly High
July69.3°F (20.7°C)No RainSunnySlightly HighSlightly High
August68.7°F (20.4°C)No RainSunnyAverageSlightly High
September61.5°F (16.4°C)No RainSunnyAverageAverage
October51.1°F (10.6°C)Light RainMostly SunnySlightly LowAverage
November40.8°F (4.9°C)Light RainMostly SunnySlightly LowAverage
December34.7°F (1.5°C)Light RainMostly SunnySlightly LowSlightly Low

Booking tips and Expedia advantages for Ashland

Ashland, Oregon, provides numerous options for budget-conscious travellers. Enjoy free attractions such as Southern Oregon University and Howard Prairie Lake. To save on accommodation, consider visiting between December and February, when prices dip, and aim for a stay on a Monday, the least expensive day. Use Expedia's search tool to find affordable hotels and consider bundling your hotel, flights, and activities for additional savings. Eco-certified hotels offer sustainable options without breaking the bank, and look out for discounts like AARP for even better rates.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Ashland are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Ashland is Monday. The most expensive day to stay in Ashland is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget, chosen location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Ashland hotel reservation with your flights and activities through an Expedia package.

Top hotels in Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is Rp972.913 per night from 4 Nov to 5 Nov
Rp972.913
Rp1.084.798 total
4 Nov - 5 Nov
includes taxes & fees
8.6/10 Excellent! (1,108 reviews)
I really liked this hotel and would definitely stay again. Safe parking, great location, clean, good views and in summer the pool is great. The breakfast is disappointing but a least the coffee is good.

Reviewed on 26 Oct 2025

Flagship Inn of Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is Rp1.577.118 per night from 16 Nov to 17 Nov
Rp1.577.118
Rp1.924.706 total
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (1,488 reviews)
This hotel is an expansive, beautiful propert. I would recommend for any kind of traveler. The hottub was an extra bonus.

Reviewed on 27 Oct 2025

Ashland Hills Hotel & Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Fully refundable
The price is Rp1.496.790 per night from 1 Dec to 2 Dec
Rp1.496.790
Rp1.668.921 total
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (1,572 reviews)
Staff was very helpful and cheerful. Older property, but well kept up. Very convenient location right in the middle of Ashland.

Reviewed on 28 Oct 2025

Stratford Inn
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.

What to do in Ashland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.