TOP Hotels with Pool in Ashland, OR for 2026

Q: What are some hotels with pools in Ashland?

Stratford Inn : Features a children's pool, an indoor pool and free self parking. Prospero's Flagship Inn : Offers daily, a seasonal outdoor pool and free self parking. Country Willows Inn and Estate : Provides spa services, a seasonal outdoor pool and full. Arden Forest Inn : Features a snack bar/deli, a seasonal outdoor pool and free self parking.

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Our top choices for Ashland hotels with a pool

Lithia Springs Resort

Ashland

Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.

Tara

฿4,656 total

includes taxes & fees

25 May - 26 May

Prospero's Flagship Inn

Ashland

Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.

Rosana

฿2,293 total

includes taxes & fees

25 May - 26 May

Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

Country Willows Inn and Estate

Ashland

Seasonal outdoor pool tucked in beautiful gardens creates a peaceful sanctuary with comfortable loungers and sun umbrellas.

Carol

฿8,361 total

includes taxes & fees

21 May - 22 May

Comfort Inn & Suites Ashland

Ashland

Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel.

Sarah

฿3,742 total

includes taxes & fees

26 May - 27 May

Holiday Inn Express & Suites Ashland by IHG

Ashland

Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness centre.

Keith

฿4,278 total

includes taxes & fees

31 May - 1 Jun

Stratford Inn

Siskiyou-Hargadine Historic District

Aquatic adventures await with indoor pool and hot tub escapes, perfect for year-round swimming in scenic Ashland.

Cathy

฿4,033 total

includes taxes & fees

24 May - 25 May

Ashland Hills Hotel & Suites

Ashland

Dive into aquatic bliss with a sparkling outdoor pool, hot tub sanctuary, and tennis courts nestled among scenic mountain views.

Michelle

฿4,559 total

includes taxes & fees

25 May - 26 May

Timbers INN and Suites

Ashland

Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.

C

฿2,121 total

includes taxes & fees

25 May - 26 May

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Choose what matters most at hotels with a pool in Ashland

Breakfast included

Hot tub

Hotels with pools and free breakfast in Ashland

Prospero's Flagship Inn

Ashland

฿2,293 total

includes taxes & fees

25 May - 26 May

Holiday Inn Express & Suites Ashland by IHG

Ashland

฿4,278 total

includes taxes & fees

31 May - 1 Jun

The Bard's Inn, BW Signature Collection by Best Western

Historic Downtown District

฿3,997 total

includes taxes & fees

25 May - 26 May

View all properties

Hotels with pools and hot tubs in Ashland

Lithia Springs Resort

Ashland

฿4,656 total

includes taxes & fees

25 May - 26 May

Holiday Inn Express & Suites Ashland by IHG

Ashland

฿4,278 total

includes taxes & fees

31 May - 1 Jun

View all properties

Top Ashland Hotel Reviews

Stratford Inn

10/10 Excellent

"The room was very clean and the staff were friendly. There was a large breakfast area with decent variety mix-ins for the yogurt and oatmeal. "

The Bard's Inn, BW Signature Collection by Best Western

6/10 Okay

"The front desk staff were friendly and helpful. The breakfast staff were efficient, attentive and friendly. The facility is nicely located for all we did in Ashland for the weekend, very walkable. The breakfast was robust and well stocked, offering gluten free and dairy free options. The bed was comfortable and slept well, the noise level was minimal. The reason for the lower rating was cleanliness of the room itself. When we arrived, I went to wash my hands and there was dental floss on the counter. At one point I dropped my glasses off the nightstand and when I went fishing for them under the edge of the bed, I found someone's lost earbud case. Finally, the plate that attaches the lighting fixture above the table near the window to the ceiling was dangling on the chain. These conditions aren't acceptable and were reported. Front desk staff was apologetic and assured prompt attention."

Holiday Inn Express & Suites Ashland by IHG

2/10 Terrible

"We arrived at the hotel and unloaded all our luggage in our room. I didn't notice right away, but I eventually caught this exposed, bare wiring sticking out from under the light fixture. I had my 4 year old in the room at the time clicking all the light switches on and off. I'm no electrician but I'm pretty sure if this wire was live, my toddler could have been SHOCKED. I brought this up to the front desk along with pictures and they apologized, but told me they were unable to comp or discount our room because we booked through Expedia. They moved us to another room, and offered some drinks as a way to apologize. I brought it up with Expedia, who called the hotel on my behalf, and they were told by the front desk once again that a discount was not happening despite this safety concern. That we already were moved, and that they don't know what else was expected. Expedia is escalating. Needless to say I'm pissed. I'm waiting for some accountability from someone. I wanted to make sure before checking out that it was fixed, and the front desk once again tried to assure me "it wasn't live" (how could you know without a volt meter?) and "it wasn't even really hazardous" which infuriated me a bit more. I DARE you to touch a random bare wire with your bare hands without checking it with meter. Tell me how that works out for you. Not necessarily the front desk person's fault. Just don't assert that something is safe when it comes to electrical safety."

Frequently asked questions

What's it like visiting Ashland?

If laying by the pool is your idea of the perfect getaway, you might want to think about welcoming Ashland, which offers 8 places to stay with pools. While you're here, you can explore sights such as Allen Elizabethan Theatre and Oregon Shakespeare Festival, and then relax and unwind poolside at one of the accommodation options in Ashland that guests like for their pools.

What are some hotels with pools in Ashland?

Stratford Inn: Features a children's pool, an indoor pool and free self parking. Prospero's Flagship Inn: Offers daily, a seasonal outdoor pool and free self parking. Country Willows Inn and Estate: Provides spa services, a seasonal outdoor pool and full. Arden Forest Inn: Features a snack bar/deli, a seasonal outdoor pool and free self parking.

How many pool hotels should I expect to find in Ashland?

Expedia has 8 hotels in Ashland for your poolside break.

What is there to see and do in Ashland?

Make a point to visit attractions such as Lithia Park and ScienceWorks Hands-On Museum. Discover sights such as Allen Elizabethan Theatre, Oregon Shakespeare Festival and Oregon Cabaret Theatre during your stay. Ashland appeals to visitors with its picturesque gardens, popular theatre scene and array of dining options.

When is the best time to book a hotel with a pool in Ashland?

Taking the local weather in Ashland into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.

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Check availability on Ashland Hotels with Pool

Our top choices for Ashland hotels with a pool

Lithia Springs Resort

Prospero's Flagship Inn

Country Willows Inn and Estate

Comfort Inn & Suites Ashland

Holiday Inn Express & Suites Ashland by IHG

Stratford Inn

Ashland Hills Hotel & Suites

Timbers INN and Suites

Best Western Windsor Inn

Cedarwood Inn of Ashland

Choose what matters most at hotels with a pool in Ashland

Hotels with pools and free breakfast in Ashland

Prospero's Flagship Inn

Hotels with pools and hot tubs in Ashland

Lithia Springs Resort

Top Ashland Hotel Reviews

Stratford Inn

Frequently asked questions

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