Compare Hotels with Pools in Ashland
Secret Bargains - Save an extra 10% or more on select Hotels with Pools
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Ashland Hotels with Pools

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
$113 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of Southern Oregon University and Weisinger Family Winery.
Pool
Hot Tub

Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
$82 nightly
The price is $83 total per night
$83 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Free Cancellation
Located in Ashland, Comfort Inn & Suites Ashland is a 5-minute drive from Talent Library and 5 minutes from Ashland Creek.
Pool
Hot Tub

Cedarwood Inn of Ashland
Siskiyou Blvd, 1801 Ashland OR
$100 nightly
The price is $111 total per night
$111 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Ashland, Cedarwood Inn of Ashland is within a 5-minute drive of Southern Oregon University and Schneider Museum of Art.
Pool
Parking included

Stratford Inn
555 Siskiyou Blvd Ashland OR
$90 nightly
The price is $100 total per night
$100 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Located in Ashland (Siskiyou-Hargadine Historic District), Stratford Inn is a 4-minute walk from Ashland Library and 9 minutes by foot from Oregon Cabaret Theatre.
Pool
Hot Tub

Best Western Windsor Inn
2520 Ashland St Ashland OR
$109 nightly
The price is $122 total per night
$122 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Best Western Windsor Inn in Ashland, you'll be within a 5-minute drive of Southern Oregon University and ScienceWorks Hands-On Museum.
Pool
Hot Tub

Lithia Springs Resort
2165 W Jackson Rd Ashland OR
$124 nightly
The price is $126 total per night
$126 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Lithia Springs Resort in Ashland, you'll be within a 10-minute drive of Ashland Creek and Talent Library.
Pool
Hot Tub

Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
$68 nightly
The price is $75 total per night
$75 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Flagship Inn of Ashland in Ashland, you'll be a 1-minute walk from Southern Oregon University and 5 minutes by foot from Schneider Museum of Art.
Pool
Breakfast included

Timbers INN and Suites
1450 Ashland Street Ashland OR
$79 nightly
The price is $88 total per night
$88 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you a stay at Timbers INN and Suites in Ashland, you'll be in the historical district, within a 5-minute walk of Southern Oregon University and Schneider Museum of Art.
Pool
Pet friendly

Holiday Inn Express & Suites Ashland by IHG
565 Clover Lane Ashland OR
$104 nightly
The price is $116 total per night
$116 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Free Cancellation
Located in Ashland, Holiday Inn Express & Suites Ashland by IHG is within a 5-minute drive of Southern Oregon University and Schneider Museum of Art.
Pool
Hot Tub

Super 8 by Wyndham Ashland
2350 Ashland St Ashland OR
A stay at Super 8 by Wyndham Ashland places you in the heart of Ashland, a 2-minute drive from Southern Oregon University and 6 minutes from North Mountain Park.
Pool
Parking included

Scottish Inn
2359 Ashland Street Ashland OR
Free Cancellation
Reserve now, pay when you stay
With a stay at Scottish Inn in Ashland, you'll be within a 5-minute drive of Southern Oregon University and Schneider Museum of Art.
Parking included
Free WiFi

Ashland Motel - Oregon
1145 Siskiyou Blvd Ashland OR
$73 nightly
The price is $81 total per night
$81 total
Dec 13 - Dec 14
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Ashland Motel - Oregon places you in the heart of Ashland, steps from Southern Oregon University and a 3-minute drive from North Mountain Park.
Pool
Free WiFi
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Ashland hotels essential information
Accommodation | 780 hotels |
|---|---|
Lowest Price | $75 |
Highest Price | $126 |
Popular hotels | Ashland Hills Hotel & Suites, Comfort Inn & Suites Ashland, Cedarwood Inn of Ashland, Stratford Inn, Best Western Windsor Inn, Lithia Springs Resort, Flagship Inn of Ashland, Timbers INN and Suites, Holiday Inn Express & Suites Ashland by IHG, Super 8 by Wyndham Ashland, Scottish Inn, Ashland Motel - Oregon |
Most Recent Ashland Hotel Reviews

Stratford Inn
5 out of 5
Posted 15 hours ago
CheapTickets Verified Review
"Clean room, attentive staff, easy walk to downtown. "
A verified traveler stayed at Stratford Inn
Types of Hotels
Top 20 Ashland Hotels
Hotels Near Ashland
Top Hotel Brands
Hotels By Star Rating
Cities near Ashland
More to Explore in Ashland
Top Picks
Hotels
- Hotels in Gearhart
- 4 Star Hotels in Grants Pass
- Hotels in Hillsboro
- Hotels in Eugene
- Hotels in La Pine
- Hotels in Bend
- Hotels in Astoria
- Hotels in Cave Junction
- Hotels in Woodburn
- Hotels in Cascade Locks
- Hotels in Medford
- Hotels in Madras
- Hotels in Seaside
- Hotels in Cannon Beach
- Hotels in Salem
- Hotels in Coos Bay
- Hotels in St. Helens
- Hotels in Forest Grove
Flights
Packages





