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Prospero's Flagship Inn

Property class: 2.5

Choose dates to view prices

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 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.
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.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • 24/7 front desk

Explore the area

View in a 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

8.6 out of 10
Excellent
(7 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

8.4 out of 10
Very good
(34 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Superior Room, 2 Queen Beds

A hotel room with a bed, a desk, a chair, and a small table. There are two lamps on the bedside table. The room has a striped carpet and a picture on the wall.

Superior Room, 2 Queen Beds

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

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About the neighborhood

Ashland

Prospero's Flagship Inn places you next to Southern Oregon University and within a 10-minute walk of Schneider Museum of Art. This 61-room hotel welcomes guests with conveniences like free breakfast, a restaurant, and free self parking.

What's nearby

  • Southern Oregon University - 1 min walk - 0.1 miles
  • Oregon Cabaret Theatre - 3 min drive - 1.3 miles
  • Lithia Park - 4 min drive - 1.3 miles
  • Oregon Shakespeare Festival - 4 min drive - 1.5 miles
  • Allen Elizabethan Theatre - 4 min drive - 1.5 miles

Getting around

  • Rogue Valley Intl. Airport (MFR) - 24 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬10 min walk
  • ‪Taco Bell - ‬3 min drive
  • ‪Xerxes Mediterranean Grill - ‬13 min walk
  • ‪Wendy's - ‬9 min walk
  • ‪Sammich - ‬1 min walk

About this property

Prospero's Flagship Inn

Guests of Prospero's Flagship Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a picnic area, a garden, and barbecue grills.
Guests can expect WiFi and 40-inch flat-screen TVs with cable channels. Bathrooms offer hair dryers and free toiletries. Other amenities include refrigerators, microwaves, and coffee makers. Housekeeping is available on request.
Recreational amenities at the hotel include a seasonal outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

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Property amenities

Internet

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

Parking and transportation

  • Free self parking on site
  • 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 elevator
  • 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 available
Minimum check-in age: 21

Check-out

Check-out before 11 AM
Contactless check-out available

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

  • This property doesn't allow pets

Property 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
  • Check-in: 4:00 PM—-anytime
  • Check-out: 11 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards and debit cards. Cash is not accepted. 
  • Onsite safety features include a fire extinguisher.

Additional information about polices, regulations, and more:

  • The seasonal pool is open from April to October.
  • Pool access available from 8:00 AM to 8:00 PM.
  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • There are no elevators.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

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

Are free cancellation options available at Prospero's Flagship Inn?

Prospero's Flagship Inn provides free cancellation on some room rates. To learn more, look at the cancellation policy on our site.

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

As of Aug 14, 2026, prices found for a 1-night stay for 2 adults at Prospero's Flagship Inn on Aug 18, 2026 start from $91, 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.

What's there to do close to Prospero's Flagship Inn?

Based on positive ratings, guests enjoy the hotel's walkable location in Ashland, and it's just steps from Schneider Museum of Art. You'll also find Ashland Library and ScienceWorks Hands-On Museum less than a mile away.

Will I be able to park at Prospero's Flagship Inn?

Yes, self parking is offered for free at the hotel. Wheelchair-accessible parking is also available for guests.

Does Prospero's Flagship Inn feature a casino?

No, Prospero's Flagship Inn doesn't have a casino.

Is there an indoor pool at Prospero's Flagship Inn?

No, this hotel doesn't have an indoor pool; however, there is an outdoor pool. Guests have access between 8:00 AM and 8:00 PM and the seasonal pool is normally open from April until October.

What do couples enjoy most about Prospero's Flagship Inn?

Couples staying at this hotel will appreciate amenities like a restaurant and a seasonal outdoor pool plus some guestrooms include a kitchen.

Does Prospero's Flagship Inn have a hot tub?

No, this hotel doesn't have a spa tub.

Does Prospero's Flagship Inn have a restaurant with a breakfast menu?

Yes, Prospero's Flagship Inn serves free on-the-go breakfast at La Casa Del Pueblo each morning.

Will Prospero's Flagship Inn allow pets to stay for free?

No, pets aren't allowed at Prospero's Flagship Inn.

Does Prospero's Flagship Inn have connecting rooms available?

Yes, this hotel has connecting rooms you can book for your group event or vacation.

How far is the airport from Prospero's Flagship Inn?

The closest major airport to Prospero's Flagship Inn is Rogue Valley Intl. Airport (MFR), which is 19.4 mi away (24 minutes by car).

Can I book a room with a balcony at Prospero's Flagship Inn?

No, there aren't any guestrooms with balconies at Prospero's Flagship Inn.

Prospero's Flagship Inn Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 735 out of 1403 reviews
Rating 8 - Good. 405 out of 1403 reviews
Rating 6 - Okay. 167 out of 1403 reviews
Rating 4 - Poor. 52 out of 1403 reviews
Rating 2 - Terrible. 44 out of 1403 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

8.0/10

Amenities

8.2/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, property conditions & facilities
Comfy sheets! Easy check-in with remote workers from the Philippines! It was a cool conversation. AC worked well! Very happy with our late check-in.
Stayed 1 night in Aug 2026
Verified review

8/10 Good

Tammy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, friendly staff, good parking. It was the perfect choice for a long road trip stop.
Stayed 1 night in May 2026
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

10/10 Excellent

Cooper

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect place for a one-night stay off the 5! Delightful, clean room, loved the Shakespeare theme, and the staff were very sweet and helpful. Will stay here again and recommend to friends passing through Ashland!
Stayed 1 night in May 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

Gregory

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was a bit skimpy. Staff was pleasant and kind. Rooms were clean.
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

Curtis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast was very good and an attendant was there for assistance. Parking was fine and staff extremely helpful.
Stayed 1 night in May 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

10/10 Excellent

Sylvia

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

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

10/10 Excellent

Kaitlyn

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