See all properties
Save

Prospero's Flagship Inn

2.5 star property

Photo gallery for Prospero's Flagship Inn

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
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 hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
Sun deck

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Air-conditioning
  • 24/7 front desk
The current price is AU$170
includes taxes & fees
10 Aug - 11 Aug

Explore the area

View map
1193 Siskiyou Blvd, Ashland, OR, 97520
  • Place, Southern Oregon University
    ‪1 min walk‬
  • Place, Lithia Park
    ‪4 min drive‬
  • Place, Oregon Shakespeare Festival
    ‪4 min drive‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪24 min drive‬

Room options

View all photos for Deluxe Room, 2 Queen Beds

A hotel room with two beds, a desk, a chair, and a window with curtains.

Deluxe Room, 2 Queen Beds

7.0 out of 10
Good
(6 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Accessible

A hotel room with a bed, desk, chair, and a window with curtains.

Room, 1 King Bed, Accessible

9.2 out of 10
Wonderful
(7 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds

A hotel room with two beds, a desk with a TV, and a window with curtains.

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(26 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 King Bed

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.

Standard Room, 1 King Bed

9.2 out of 10
Wonderful
(5 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 1 Queen Bed

A hotel room with a bed, bedside lamps, a dresser, a mirror, and a television.

Standard Room, 1 Queen Bed

8.2 out of 10
Very good
(31 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Superior Room, 2 Queen Beds

Superior Room, 2 Queen Beds

Superior Room, 2 Queen Beds

8.0 out of 10
Very good
(1 review)
  • Sleeps 4
  • 2 Queen Beds

You may also like

Ad
Lobby sitting area

Ashland Hills Hotel & Suites

Ashland
  • Pool
  • Spa pool
  • Spa
  • Pet-friendly
8.8 out of 10, Excellent, 1,518 reviews
The price is AU$233
includes taxes & fees
30 Aug - 31 Aug
Ashland Hills Hotel & Suites

About the area

Ashland

Prospero's Flagship Inn places you steps from Southern Oregon University and within a 10-minute stroll of Schneider Museum of Art. Highlights at this hotel include free daily breakfast, a restaurant and free self-parking. .The restaurant, La Casa Del Pueblo, serves Mexican cuisine and is open for lunch and dinner. Other amenities include free Wi-Fi in public areas, a seasonal outdoor swimming pool and coffee/tea in a common area. Free on-the-go breakfast is available daily between 7:00 AM and 9:30 AM. .Near this Ashland hotel, you'll find Oregon Shakespeare Festival.

What's nearby

  • Southern Oregon University - 1 min walk - 0.1 km
  • Oregon Cabaret Theatre - 3 min drive - 2.1 km
  • North Mountain Park - 3 min drive - 2.1 km
  • Lithia Park - 4 min drive - 2.1 km
  • Oregon Shakespeare Festival - 4 min drive - 2.4 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 24 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬10 min walk
  • ‪Xerxes Mediterranean Grill - ‬13 min walk
  • ‪Wendy's - ‬9 min walk
  • ‪Sammich - ‬1 min walk
  • ‪Omar's - ‬5 min walk

About this property

Prospero's Flagship Inn

There's a restaurant on site. Free breakfast is served daily. Public spaces have free WiFi. A seasonal outdoor pool, barbecue grills, and a vending machine are also featured at the business-friendly Prospero's Flagship Inn. Free self parking is available.

Smoking is allowed in designated areas at this Ashland hotel.

  • 61 guestrooms or units
  • 3 levels
  • 2 buildings
  • To-go breakfast (free)
  • Coffee in lobby
  • Front desk (24 hours)
  • Garden
  • BBQ grill(s)
  • Outdoor picnic space
  • Smoking in designated areas
  • Dining venue
Prospero's Flagship Inn offers 61 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and a hairdryer. 40-inch flat-screen televisions come with cable channels. Guests can make use of the in-room fridges and microwaves. Bathrooms include a combined bath/shower unit and complimentary toiletries.

This Ashland hotel provides wireless Internet access for a surcharge. Business-friendly amenities include desks and telephones; free local calls are provided (restrictions may apply). Additionally, rooms include an iron/ironing board and blackout curtains. Housekeeping is provided on request.

Similar properties

Exterior
Comfort Inn & Suites Ashland
Ashland
  • Pool
  • Spa pool
  • Breakfast included
  • Pet-friendly
4.4 out of 5, Excellent, 1,016 reviews
The price is AU$179
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Ashland

Property amenities

Internet

  • Available in all rooms: WiFi (surcharge)
  • Available in some public areas: Free WiFi

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking available

Food and drink

  • Free on-the-go breakfast available daily 7:00 AM to 9:30 AM
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • La Casa Del Pueblo

Things to do

  • Seasonal outdoor pool

Family friendly

  • In-room microwave
  • In-room refrigerator
  • Seasonal outdoor pool

Conveniences

  • 24-hour front desk
  • Vending machine

Guest services

  • Housekeeping on request

Outdoors

  • Barbecue grill
  • Garden
  • Picnic area

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk

More

  • 2 buildings
  • 3 floors
  • Designated smoking areas

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • 40-inch flat-screen TV with cable channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning
  • Connecting rooms available
  • Desk
  • Free local calls
  • Heating
  • Iron/ironing board
  • Phone

Policies

Check-in

Check-in start time: 4:00 PM; check-in end time: anytime
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and debit cards; cash is not accepted
Safety features at this property include a fire extinguisher
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express, Discover and debit cards. Cash is not accepted. For guests' safety, the property includes a fire extinguisher in all accommodation.

We should mention

  • The seasonal pool will open in April and close in October.
  • Pool access available from 8:00 AM to 8:00 PM
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.

Property is also known as

Ashland Flagship Inn
Flagship Ashland
Flagship Inn of Ashland Hotel
Flagship Inn Ashland
Flagship Hotel Ashland
Flagship Inn of Ashland Ashland
Flagship Inn of Ashland Hotel Ashland

Frequently asked questions

What is the cancellation policy at Prospero's Flagship Inn?

Prospero's Flagship Inn offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Prospero's Flagship Inn?

As of 4 Aug 2026, prices found for a 1-night stay for 2 adults at Prospero's Flagship Inn on 10 Aug 2026 start from AU$170, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at Prospero's Flagship Inn?

Yep, Prospero's Flagship Inn has a free self car park.

Does Prospero's Flagship Inn have a pool?

Prospero's Flagship Inn has a seasonal outdoor pool. The pool is open 8:00 AM to 8:00 PM (Seasonal outdoor pool open from April to October).

Does Prospero's Flagship Inn serve breakfast?

You bet, guests highly rate the free on-the-go breakfast here! Offered daily between 7:00 AM and 9:30 AM, this is the place to fuel up for a day full of adventure.

Is there a free airport shuttle available at Prospero's Flagship Inn?

No, Prospero's Flagship Inn does not offer an airport shuttle service.

Is there a bar or restaurant at Prospero's Flagship Inn?

Yep, you can grab a meal at Prospero's Flagship Inn's onsite restaurant that serves Mexican cuisine.

What time are check-in & check-out at Prospero's Flagship Inn?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Prospero's Flagship Inn?

No, pets are not allowed.

Prospero's Flagship Inn Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 740 out of 1406 reviews
Rating 8 - Good. 405 out of 1406 reviews
Rating 6 - Okay. 165 out of 1406 reviews
Rating 4 - Poor. 52 out of 1406 reviews
Rating 2 - Terrible. 44 out of 1406 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

7.8/10

Amenities

8.2/10

Property conditions & facilities

Reviews

Verified review

8/10 Good

Donnie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place to stay in Ashland and good prices
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Kurt

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Ladies on staff were great, place was clean.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Samantha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great room for a decent price. Check-in was easy and quick and room was clean and well laid out.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Donnie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always clean and nice and the staff is friendly
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our 2nd of 3 stays. Great value and lovely stay every time.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

A'Ryon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This room was great!
Stayed 1 night in Apr 2026
Verified review

8/10 Good

Danielle

The hotel was in a great location for walking around Ashland and had places to sit outside around the property.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Divine

Liked: Cleanliness, staff & service, property conditions & facilities
The perfect place to stay. I loved every it of our stay there.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Audrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything from check in to Breakfast before checking out was quick, easy, and fast! Appreciate the stay while passing through!
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Rosie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was spacious clean and convenient! Amazingly reasonable prices!
Stayed 1 night in Apr 2026
Verified review

8/10 Good

Sam

Liked: Cleanliness, staff & service, amenities
Great breakfast
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Sara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely spot!!
Stayed 1 night in Mar 2026
Verified review

8/10 Good

tina

Liked: Cleanliness, staff & service
Room was clean, staff very friendly and helpful able to check in easily
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

Komoki

Liked: Cleanliness, staff & service, property conditions & facilities
We’ve stayed here a couple times and will stay again. It’s comfortable, nice staff and well priced for what you get.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Constance

Great place for the price. The front desk staff were excellent. The room was quiet; security lights, low; windows opened; and the location; fantastic - convenient to everything.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Sylvia

Liked: Cleanliness, staff & service, amenities
Was a great stay
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Tina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
For the price this establishment was wonderful! Coming back!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Front office staff was amazing. Very accommodating to all requests.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Prospero's Flagship Inn was a welcome relief on a long journey. This Inn is very affordable, clean and comfortable, quiet and welcoming. The staff was helpful and friendly, and they actually seem to enjoy their jobs! 100% would stay here again.
Stayed 1 night in Apr 2026
Verified review

6/10 Okay

Elizabeth

Liked: Cleanliness, staff & service
The room seemed a bit tired but the staff was friendly.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Kaitlyn

Liked: Cleanliness, staff & service
Great location, nice staff, clean room!
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Antonio

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean. Close to Shakespeare festival. Good coffee. Friendly and helpful staff.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Blake

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent place to stay. Had everything I needed Staff was great. Only negative was the breakfast could have had eggs and some different types of fruits other than just bananas.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay and great staff. Shasta is great in the front office.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Gail

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great customer service. Plenty of parking. Clean. Convenient to downtown and the Shakespeare Festival. Wonderful Case coffee shop just across the street.
Stayed 4 nights in Apr 2026