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Check availability on Ashland Hotels with a Pool

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Ashland hotels with a pool

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.

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.
₩135,837
₩151,458 total
includes taxes & fees
Sep 21 - Sep 22
Stratford Inn
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

2. 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.
₩150,943
₩168,302 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Windsor Inn
A pool area with lounge chairs and umbrellas, a small building with a balcony, and surrounding trees.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A two-story house with a porch, a staircase, and a garden.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

3. Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
₩194,659
₩224,411 total
includes taxes & fees
Oct 5 - Oct 6
Lithia Springs Resort
An indoor swimming pool with a clear view of the pool area, a staircase, and seating arrangements.
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

4. 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.
₩142,478
₩144,615 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

5. 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 center.
₩143,551
₩160,059 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Express & Suites Ashland by IHG
A poolside area with lounge chairs and umbrellas, a pool, and a view of trees and mountains.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.
A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

6. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
  • Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
₩95,387
₩106,355 total
includes taxes & fees
Sep 27 - Sep 28
Prospero's Flagship Inn
A swimming pool with orange and white lounge chairs, surrounded by a fence and trees.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

7. 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.
₩150,295
₩180,995 total
includes taxes & fees
Sep 29 - Sep 30
Ashland Hills Hotel & Suites
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.
A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

8. Timbers INN and Suites

Timbers INN and Suites
Ashland
  • Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.
₩102,632
₩114,434 total
includes taxes & fees
Sep 14 - Sep 15
Timbers INN and Suites
A pool area with lounge chairs and a covered seating area.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A spacious lobby with a reception desk, seating area, and large windows.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.

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 downtown Asheville's cultural hub.
₩226,744
₩252,819 total
includes taxes & fees
Sep 14 - Sep 15
The Bard's Inn, BW Signature Collection by Best Western
A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.
A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.
A bedroom with a bed, bedside tables, a nightstand, a dresser, a chair, a rug, and a painting on the wall.

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.
₩130,122
₩145,085 total
includes taxes & fees
Sep 14 - Sep 15
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

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
₩135,837
₩151,458 total
includes taxes & fees
Sep 21 - Sep 22
Stratford Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
₩142,478
₩144,615 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
A spacious lobby with a reception desk, seating area, and large windows.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
₩226,744
₩252,819 total
includes taxes & fees
Sep 14 - Sep 15
The Bard's Inn, BW Signature Collection by Best Western
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
₩143,551
₩160,059 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Express & Suites Ashland by IHG
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
₩150,943
₩168,302 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Windsor Inn
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
₩95,387
₩106,355 total
includes taxes & fees
Sep 27 - Sep 28
Prospero's Flagship Inn
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A garden with a pond, stone walls, and various plants.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
₩339,921
₩345,019 total
includes taxes & fees
Sep 14 - Sep 15
Country Willows Inn and Estate
View all properties

Hotels with pools and hot tubs in Ashland

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
₩135,837
₩151,458 total
includes taxes & fees
Sep 21 - Sep 22
Stratford Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
₩142,478
₩144,615 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
₩150,295
₩180,995 total
includes taxes & fees
Sep 29 - Sep 30
Ashland Hills Hotel & Suites
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
₩143,551
₩160,059 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Express & Suites Ashland by IHG
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
₩150,943
₩168,302 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Windsor Inn
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A two-story house with a porch, a staircase, and a garden.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

Lithia Springs Resort

Lithia Springs Resort
Ashland
₩194,659
₩224,411 total
includes taxes & fees
Oct 5 - Oct 6
Lithia Springs Resort
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A garden with a pond, stone walls, and various plants.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
₩339,921
₩345,019 total
includes taxes & fees
Sep 14 - Sep 15
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

Relax Inn At Ashland

Relax Inn At Ashland

8/10 Good
"Room was very clean and parking was convenient."
Gerald 2-night trip
Posted 5 hours ago
Relax Inn At Ashland
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"This is always a go to when we travel for the Shakespeare festival - the pool is 24hrs so it’s great for traveling with older kids."
Amber 3-night trip
Posted 5 hours ago
Comfort Inn & Suites Ashland
Ashland Motel - Oregon

Ashland Motel - Oregon

10/10 Excellent
"Thank you very much! I had a pleasant stay!"
Elizabeth 1-night trip
Posted 10 hours ago
Ashland Motel - Oregon
The Bard's Inn, BW Signature Collection by Best Western

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

10/10 Excellent
"It is walking distance to Oregon Shakespeare Festival and lovely, clean area. Quiet, safe and near fine eating and shopping locations"
Julie 2-night trip
Posted 10 hours ago
The Bard's Inn, BW Signature Collection by Best Western
Baymont by Wyndham

Baymont by Wyndham

8/10 Good
"Rooms are being re-furbished. Very nice job. I'll stay again."
Brooke 2-night trip
Posted 1 day ago
Baymont by Wyndham
Prospero's Flagship Inn

Prospero's Flagship Inn

10/10 Excellent
"This place is reliably wonderful… spotless and affordable and friendly."
Tina 1-night trip
Posted 2 days ago
Prospero's Flagship Inn
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

8/10 Good
"The sink arrangement outside of the bathroom is a little inconvenient. The offerings in the continental breakfast were a bit scant."
William 2-night trip
Posted 4 days ago
Cedarwood Inn of Ashland

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.
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.

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