Find Hotels with a Pool in Ashland, OR

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Ashland hotels with a pool

1. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,795 reviews)
  • cleanliness
    Aquatic adventures await with indoor pool and hot tub escapes, perfect for year-round swimming in scenic Ashland.
The price is ₩138,945
₩154,924 total
includes taxes & fees
Nov 8 - Nov 9
Stratford Inn

2. 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, (1,005 reviews)
  • cleanliness
    Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness center.
The price is ₩125,607
₩140,052 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express & Suites Ashland by IHG

3. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,068 reviews)
  • cleanliness
    Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel.
The price is ₩132,297
₩134,282 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Ashland

4. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into relaxation at this sun-soaked hotel pool with bubbling hot tub and mountain views.
The price is ₩152,738
₩170,303 total
includes taxes & fees
Nov 14 - Nov 15
Best Western Windsor Inn

5. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,577 reviews)
  • cleanliness
    Dive into aquatic bliss with a sparkling outdoor pool, hot tub sanctuary, and tennis courts nestled among scenic mountain views.
The price is ₩133,176
₩162,065 total
includes taxes & fees
Nov 19 - Nov 20
Ashland Hills Hotel & Suites

6. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.4 out of 10, Very good, (1,491 reviews)
  • cleanliness
    Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
The price is ₩96,521
₩107,621 total
includes taxes & fees
Nov 8 - Nov 9
Prospero's Flagship Inn

7. 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
8.4 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Splash into a seasonal oasis with pool-side relaxation in downtown Asheville's cultural hub.
The price is ₩129,716
₩144,633 total
includes taxes & fees
Nov 24 - Nov 25
The Bard's Inn, BW Signature Collection by Best Western

8. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,010 reviews)
  • cleanliness
    Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
The price is ₩127,763
₩156,986 total
includes taxes & fees
Nov 16 - Nov 17
Lithia Springs Resort

9. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.
The price is ₩92,857
₩103,536 total
includes taxes & fees
Nov 11 - Nov 12
Timbers INN and Suites

10. Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (45 reviews)
  • cleanliness
    Seasonal outdoor pool tucked in beautiful gardens creates a peaceful sanctuary with comfortable loungers and sun umbrellas.
The price is ₩223,575
₩226,928 total
includes taxes & fees
Nov 8 - Nov 9
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.

Choose what matters most at hotels with a pool in Ashland

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

Frequently Asked Questions

How many pool hotels are there in Ashland?

Expedia has 10 hotels in Ashland for your poolside break.

What's it like visiting Ashland?

If lounging by a pool is your idea of the perfect getaway, you might want to think about welcoming Ashland, which offers 10 places to stay with pools. While you're visiting, you can explore attractions like Allen Elizabethan Theatre and Angus Bowmer Theatre, and then take it easy poolside at one of the accommodations in Ashland that guests like for their pools.

What are some hotels with pools in Ashland?

Prospero's Flagship Inn: Features daily, a seasonal outdoor pool, and free self parking. Stratford Inn: Offers a children's pool, an indoor 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.

What is there to see and do in Ashland?

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

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

Taking into account the local weather in Ashland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.