A deer on a road with vegetation on the sides.

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 availability on Ashland Hotels with a Pool

Next weekend
In two weeks

Our top choices for Ashland hotels with a pool

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
The price is AED 575
AED 657 total
includes taxes & fees
5 Jul - 6 Jul
Lithia Springs Resort

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.6 out of 10, Excellent, (1,368 reviews)
  • cleanliness
    Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
The price is AED 324
AED 361 total
includes taxes & fees
6 Jul - 7 Jul
Prospero's Flagship Inn

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,000 reviews)
  • cleanliness
    Dive into year-round swimming bliss with indoor and outdoor pools at this relaxing Ashland retreat.
The price is AED 397
AED 443 total
includes taxes & fees
23 Jun - 24 Jun
Cedarwood Inn of Ashland

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel.
The price is AED 433
AED 440 total
includes taxes & fees
5 Jul - 6 Jul
Comfort Inn & Suites Ashland

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 AED 408
AED 455 total
includes taxes & fees
19 Jul - 20 Jul
Best Western Windsor Inn

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, (1,000 reviews)
  • cleanliness
    Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness center.
The price is AED 481
AED 537 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express & Suites Ashland by IHG

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.
The price is AED 294
AED 328 total
includes taxes & fees
19 Jul - 20 Jul
Timbers INN and Suites

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (37 reviews)
  • cleanliness
    Seasonal outdoor pool tucked in beautiful gardens creates a peaceful sanctuary with comfortable loungers and sun umbrellas.
The price is AED 931
AED 945 total
includes taxes & fees
22 Jun - 23 Jun
Country Willows Inn and Estate

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,480 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 AED 493
AED 586 total
includes taxes & fees
22 Jun - 23 Jun
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, (1,001 reviews)
  • cleanliness
    Splash into a seasonal oasis with pool-side relaxation in downtown Asheville's cultural hub.
The price is AED 497
AED 554 total
includes taxes & fees
5 Jul - 6 Jul
The Bard's Inn, BW Signature Collection by Best Western
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

Explore a world of travel with Expedia

Frequently asked questions

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: Hotel located near Oregon Shakespeare Festival. Features daily, a seasonal outdoor pool, and free self parking. Stratford Inn: Hotel, 9-minute walk from Oregon Shakespeare Festival. Offers a children's pool, an indoor pool, and free self parking. Country Willows Inn and Estate: B&B located near Oregon Shakespeare Festival. Provides spa services, a seasonal outdoor pool, and full. Arden Forest Inn: B&B, 12-minute walk from Oregon Shakespeare Festival. Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Come stay at our farmhouse! A place to integrate all the beauty surrounding you!: Country house located near Oregon Shakespeare Festival. Offers complimentary wireless internet access, a pool, and kitchens.
How many pool hotels are there in Ashland?
Expedia has 10 hotels in Ashland for your poolside break.
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.