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Ashland Hotels with Swimming Pool

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Check availability on Ashland Hotels with Swimming Pools

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Ashland hotels with a pool

1. Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
  • Aquatic adventures await with indoor pool and hot tub escapes, perfect for year-round swimming in scenic Ashland.
RM448
RM499 total
includes taxes & fees
21 Sept - 22 Sept
Stratford Inn

2. Ashland Hills Hotel & Suites

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.
RM417
RM505 total
includes taxes & fees
2 Sept - 3 Sept
Ashland Hills Hotel & Suites

3. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
  • Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel.
RM424
RM431 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Ashland

4. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
  • Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness centre.
RM448
RM499 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Ashland by IHG

5. Best Western Windsor Inn

Best Western Windsor Inn
Ashland
  • Splash into relaxation at this sun-soaked hotel pool with bubbling hot tub and mountain views.
RM453
RM505 total
includes taxes & fees
21 Sept - 22 Sept
Best Western Windsor Inn

6. Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
RM689
RM780 total
includes taxes & fees
7 Sept - 8 Sept
Lithia Springs Resort

7. Timbers INN and Suites

Timbers INN and Suites
Ashland
  • Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.
RM308
RM343 total
includes taxes & fees
6 Sept - 7 Sept
Timbers INN and Suites

8. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
  • Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
RM250
RM279 total
includes taxes & fees
1 Sept - 2 Sept
Prospero's Flagship Inn

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
  • Splash into a seasonal oasis with pool-side relaxation in city centre Asheville's cultural hub.
RM680
RM759 total
includes taxes & fees
21 Sept - 22 Sept
The Bard's Inn, BW Signature Collection by Best Western

10. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
  • Dive into year-round swimming bliss with indoor and outdoor pools at this relaxing Ashland retreat.
RM390
RM435 total
includes taxes & fees
30 Aug - 31 Aug
Cedarwood Inn of Ashland
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Choose what matters most at hotels with a pool in Ashland

Breakfast included
Hot tub
4 stars
Spa
5 stars

Hotels with pools and free breakfast in Ashland

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
RM448
RM499 total
includes taxes & fees
21 Sept - 22 Sept
Stratford Inn

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
RM250
RM279 total
includes taxes & fees
1 Sept - 2 Sept
Prospero's Flagship Inn

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
RM424
RM431 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Ashland

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
RM448
RM499 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Ashland by IHG

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
RM453
RM505 total
includes taxes & fees
21 Sept - 22 Sept
Best Western Windsor Inn

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
RM680
RM759 total
includes taxes & fees
21 Sept - 22 Sept
The Bard's Inn, BW Signature Collection by Best Western

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
RM1,020
RM1,035 total
includes taxes & fees
30 Aug - 31 Aug
Country Willows Inn and Estate
View all properties

Hotels with pools and hot tubs in Ashland

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
RM448
RM499 total
includes taxes & fees
21 Sept - 22 Sept
Stratford Inn

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
RM417
RM505 total
includes taxes & fees
2 Sept - 3 Sept
Ashland Hills Hotel & Suites

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
RM424
RM431 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Ashland

Lithia Springs Resort

Lithia Springs Resort
Ashland
RM689
RM780 total
includes taxes & fees
7 Sept - 8 Sept
Lithia Springs Resort

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
RM448
RM499 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Ashland by IHG

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
RM453
RM505 total
includes taxes & fees
21 Sept - 22 Sept
Best Western Windsor Inn

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
RM1,020
RM1,035 total
includes taxes & fees
30 Aug - 31 Aug
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.
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Top Ashland Hotel Reviews

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

8/10 Good
"Older hotel showing her age."
brenda 1-night trip
Posted 5 hours ago
Ashland Hills Hotel & Suites
Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"The check-in desk manager was excellent."
Kyle 2-night trip
Posted 13 hours ago
Timbers INN and Suites
Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"Our first stay. We found the property well-located for activities in downtown Ashland with adequate safe parking. The staff was available without being intrusive. Ryan was particularly helpful. Our room was quiet, clean and furnished as advertised, no surprises. One of the most organized and comfortable (included) breakfast options we've had– simple, but with a nice range of options and, again, clean. The grounds are well-maintained and there is easy on/off I-5 access. (one note: the property has no elevator, so if this is a concern, would recommend contacting the desk in advance for assistance in planning)"
Mary 1-night trip
Posted 15 hours ago
Best Western Windsor Inn
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

8/10 Good
"This is the best place for the right price. Check in is easy. We've stayed twice traveling through. First room was a bit better than the second. Both rooms were good. It's definitely an upgraded old motel but they have added nice modern upgrades. It's quiet too."
Julie 1-night trip
Posted 2 days ago
Cedarwood Inn of Ashland
Ashland Street Inn

Ashland Street Inn

10/10 Excellent
"The staff was very accommodating, helpful and friendly."
Virgilio 1-night trip
Posted 5 days ago
Ashland Street Inn
The Bard's Inn, BW Signature Collection by Best Western

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

8/10 Good
"Very good for walking Mainstreet and to the Theaters."
David 2-night trip
Posted 6 days ago
The Bard's Inn, BW Signature Collection by Best Western

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 10 places to stay with pools. While you're here, you can explore sights such as Allen Elizabethan Theatre and Thomas Theatre, 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?
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.
How many pool hotels should I expect to find 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 such as Lithia Park and ScienceWorks Hands-On Museum. Discover sights such as Allen Elizabethan Theatre, Thomas Theatre and Oregon Shakespeare Festival 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 18Β°C, while the coldest months are December and January, with an average of 3Β°C. Average annual precipitation for Ashland is 850 mm.

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