Search Hotels with Pool in Ashland

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Check availability on Ashland Hotels with Pool

Our top choices for Ashland hotels with a pool

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1599)
"Clean room, attentive staff, easy walk to downtown. "
United States
Richard
The price is 2.368.080 ₫
2.640.409 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Stratford Inn

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1193)
"Huge room Great check in Very comfortable My 5th stay here "
United States
Michael L
The price is 1.657.656 ₫
1.848.418 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Flagship Inn of Ashland

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1007)
"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "
United States
hannelie
The price is 2.467.326 ₫
3.030.476 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Lithia Springs Resort

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
Ashland
9.2 out of 10, Wonderful, (1005)
"Very nice property with nice decor. Room much nicer than competitors I’ve stayed with . Extremely clean, super staff. Will stay here again!"
United States
Christopher
The price is 2.736.448 ₫
3.051.140 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Ashland by IHG

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1002)
"Room very good and vintage 70s style. "
United States
James P
The price is 1.633.665 ₫
1.821.537 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Timbers INN and Suites

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1006)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is 2.196.526 ₫
2.229.473 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites Ashland

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1003)
"Friendly staff and very clean"
United States
Noel
The price is 2.868.008 ₫
3.197.960 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Best Western Windsor Inn

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1499)
"A very great stay with our two dogs!"
United States
Yaolin
The price is 2.357.818 ₫
2.923.790 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Hills Hotel & Suites

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

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District
8.6 out of 10, Excellent, (1010)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is 2.762.498 ₫
3.080.186 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
The Bard's Inn, BW Signature Collection by Best Western

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
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.

Hotels with pools and free breakfast in Ashland

Hotels with pools and hot tubs in Ashland

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.

Top Ashland Hotel Reviews

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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 6 places to stay with pools. While you're here, you can explore sights such as Thomas 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.
How many pool hotels should I expect to find in Ashland?
Expedia has 6 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 Thomas 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.