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Ashland Hotel Guide - Hotels with Pool in Ashland, Oregon

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Check availability on Ashland Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Ashland hotels with a pool

A pool area with lounge chairs and umbrellas, a small building with a balcony, and surrounding trees.
A two-story house with a porch, a staircase, and a garden.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

1. Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
€103
includes taxes & fees
8 Nov - 9 Nov
Lithia Springs Resort
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 hotel sign with the name "Straford Inn" and a stone pillar.
An outdoor patio with a fire pit, seating, and potted plants.

2. 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.
€111
includes taxes & fees
18 Oct - 19 Oct
Stratford Inn
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

3. 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.
€98
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Express & Suites Ashland by IHG
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
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 hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

4. 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.
€106
includes taxes & fees
31 Oct - 1 Nov
Best Western Windsor Inn
An indoor swimming pool with a clear view of the pool area, a staircase, and seating arrangements.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

5. 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.
€102
includes taxes & fees
28 Oct - 29 Oct
Comfort Inn & Suites Ashland
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 spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

6. 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.
€114
includes taxes & fees
1 Nov - 2 Nov
Ashland Hills Hotel & Suites
A poolside area with lounge chairs and umbrellas, a pool, and a view of trees and mountains.
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.

7. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
  • Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
€62
includes taxes & fees
18 Oct - 19 Oct
Prospero's Flagship Inn
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 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.

8. 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.
€124
includes taxes & fees
8 Nov - 9 Nov
The Bard's Inn, BW Signature Collection by Best Western
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A Zen garden with a statue, surrounded by various plants and rocks.
A covered outdoor seating area with benches and potted plants.

9. Timbers INN and Suites

Timbers INN and Suites
Ashland
  • Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.
€58
includes taxes & fees
18 Oct - 19 Oct
Timbers INN and Suites
A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.
A bedroom with a bed, bedside tables, a nightstand, a dresser, a chair, a rug, and a painting on the wall.
A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.
A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.

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.
€70
includes taxes & fees
16 Oct - 17 Oct
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

A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
€98
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Express & Suites Ashland by IHG
Exterior
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 hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
€106
includes taxes & fees
31 Oct - 1 Nov
Best Western Windsor Inn
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 hotel sign with the name "Straford Inn" and a stone pillar.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
€111
includes taxes & fees
18 Oct - 19 Oct
Stratford Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
€102
includes taxes & fees
28 Oct - 29 Oct
Comfort Inn & Suites Ashland
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
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 breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
€62
includes taxes & fees
18 Oct - 19 Oct
Prospero's Flagship Inn
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 spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
€124
includes taxes & fees
8 Nov - 9 Nov
The Bard's Inn, BW Signature Collection by Best Western
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A garden with a pond, stone walls, and various plants.
A sunlit room with large windows, a dining table, chairs, and a sofa.
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
€176
includes taxes & fees
12 Nov - 13 Nov
Country Willows Inn and Estate
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Hotels with pools and hot tubs in Ashland

A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
€98
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Express & Suites Ashland by IHG
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 hotel sign with the name "Straford Inn" and a stone pillar.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
€111
includes taxes & fees
18 Oct - 19 Oct
Stratford Inn
A resort with a covered walkway, potted plants, and a statue.
A two-story house with a porch, a staircase, and a garden.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

Lithia Springs Resort

Lithia Springs Resort
Ashland
€103
includes taxes & fees
8 Nov - 9 Nov
Lithia Springs Resort
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
€102
includes taxes & fees
28 Oct - 29 Oct
Comfort Inn & Suites Ashland
Exterior
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 hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
€106
includes taxes & fees
31 Oct - 1 Nov
Best Western Windsor Inn
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.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
€114
includes taxes & fees
1 Nov - 2 Nov
Ashland Hills Hotel & Suites
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A garden with a pond, stone walls, and various plants.
A sunlit room with large windows, a dining table, chairs, and a sofa.
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
€176
includes taxes & fees
12 Nov - 13 Nov
Country Willows Inn and Estate
A hallway with a blue wall, a framed welcome sign, a round mirror, and a table.
A modern kitchen with wooden cabinets, a central island, stainless steel appliances, and pendant lighting.
A spacious living room with a fireplace, a dining area, and a view through large windows.
A modern bedroom with a large bed, a bench, a wardrobe, and a ceiling fan.

The Ashland Social | Main House

The Ashland Social | Main House
Ashland
The Ashland Social | Main House
A two-story house with a blue front door, number 485, surrounded by well-maintained lawns and flowering trees.
A modern kitchen with wooden cabinets, a central island, stainless steel appliances, and pendant lighting.
A spacious living room with a fireplace, a dining area, and a view through large windows.
A modern bedroom with a large bed, a bench, a wardrobe, and a ceiling fan.

The Ashland Social | Entire Estate

The Ashland Social | Entire Estate
Ashland
The Ashland Social | Entire 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

Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
Sarah 1-night trip
Posted 2 hours ago
Timbers INN and Suites
Stratford Inn

Stratford Inn

10/10 Excellent
"An easy walk to the theaters and stores. If we needed anything, Safeway was across the street. Well maintained older property, clean and comfortable. The staff was helpful, courteous and informative. We plan on returning."
Dale 2-night trip
Posted 10 hours ago
Stratford Inn
Relax Inn At Ashland

Relax Inn At Ashland

8/10 Good
"Clean environment. Tidy appearance around the facility. Staff were very friendly and helpful."
Phillip 1-night trip
Posted 20 hours ago
Relax Inn At Ashland
The Bard's Inn, BW Signature Collection by Best Western

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

8/10 Good
"The property was clean and the staff was very nice and accommodating. Drawback is for the price of this stay. I would’ve expected a little better quality material or updated fixtures such as a comfort height toilet in the bathroom or an exhaust fan. The bedding was adequate, but not very user-friendly due to the materials chosen. And pretty much everything just felt a little dated and used and in need of an upgrade."
Rhonda 2-night trip
Posted 4 days ago
The Bard's Inn, BW Signature Collection by Best Western
Baymont by Wyndham

Baymont by Wyndham

8/10 Good
"It was quiet, clean and reasonably priced. The wi fi worked well in the room"
Virginia 1-night trip
Posted 4 days ago
Baymont by Wyndham

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 Angus Bowmer 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: 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. Come stay at our farmhouse! A place to integrate all the beauty surrounding you!: Offers complimentary wireless Internet access, a pool and kitchens.
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, Angus Bowmer 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 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.