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Prospero's Flagship Inn

2.5 star property
Travelers find exceptional value and genuine hospitality at this Ashland retreat, where to-go breakfasts can be enjoyed poolside or amid garden surroundings

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Photo gallery for Prospero's Flagship Inn

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby. - Prospero's Flagship Inn (Ashland)
Desk, blackout drapes, iron/ironing board, WiFi - Prospero's Flagship Inn (Ashland)
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees. - Prospero's Flagship Inn (Ashland)
Free daily on-the-go breakfast - Prospero's Flagship Inn (Ashland)
Sundeck - Prospero's Flagship Inn (Ashland)
The Flagship Inn of Ashland offers practical comforts like to-go breakfast, a seasonal outdoor pool, and a peaceful garden. Guests enjoy free WiFi, a convenient restaurant, and barbecue grills for outdoor meals. Previous travelers consistently praise the helpful staff.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • 24/7 front desk

Room options

Available filters for rooms
Showing 6 of 6 rooms

View all photos for Deluxe Room, 2 Queen Beds

Desk, blackout drapes, iron/ironing board, WiFi

Deluxe Room, 2 Queen Beds

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

View all photos for Room, 1 King Bed, Accessible

Desk, blackout drapes, iron/ironing board, WiFi

Room, 1 King Bed, Accessible

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

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds | Desk, blackout drapes, iron/ironing board, WiFi

Standard Room, 2 Queen Beds

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

View all photos for Standard Room, 1 King Bed

Desk, blackout drapes, iron/ironing board, WiFi

Standard Room, 1 King Bed

9.6 out of 10
Exceptional
(4 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 1 Queen Bed

Desk, blackout drapes, iron/ironing board, WiFi

Standard Room, 1 Queen Bed

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

View all photos for Superior Room, 2 Queen Beds

Superior Room, 2 Queen Beds | Desk, blackout drapes, iron/ironing board, WiFi

Superior Room, 2 Queen Beds

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

About the neighborhood

Ashland is home to Prospero's Flagship Inn. Lithia & Driveway Fields and North Mountain Park reflect the area's natural beauty and area attractions include ScienceWorks Hands-On Museum and The RRRink. Practice your golf swing on a nearby course, or enjoy other activities in the great outdoors, such as hiking/biking trails and mountain biking in the area. Visit our Ashland travel guide
Map
1193 Siskiyou Blvd, Ashland, OR, 97520

What's nearby

  • Lithia Park
    Lithia Park
    4 min drive - 1.3 miles
  • Oregon Shakespeare Festival
    Oregon Shakespeare Festival
    4 min drive - 1.5 miles
  • Southern Oregon University
    1 min walk - 0.1 miles
  • Ashland Library
    20 min walk - 1.1 miles
  • Oregon Cabaret Theatre
    3 min drive - 1.3 miles

Getting around

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

Restaurants

  • Dutch Bros Coffee
    10 min walk
  • Xerxes Mediterranean Grill
    13 min walk
  • House Of Thai
    11 min walk
  • Wendy's
    9 min walk
  • Sammich
    1 min walk

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  • Hot tub
  • Breakfast included
  • Pet friendly
8.8 out of 10, Excellent, 1,003 reviews
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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

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

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

We should mention

This property does not have elevators
The seasonal pool will be open from April to October
Pool access available from 8:00 AM to 8:00 PM
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Frequently asked questions

Does Prospero's Flagship Inn have a pool?

Yes, this property has a seasonal outdoor pool. Pool access is from 8:00 AM–8:00 PM.

Is Prospero's Flagship Inn pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at Prospero's Flagship Inn?

Check-in start time: 4:00 PM; Check-in end time: anytime.

What time is check-out at Prospero's Flagship Inn?

Check-out is at 11 AM.

Where is Prospero's Flagship Inn located?

Situated in Ashland, this hotel is within a 10-minute walk of Southern Oregon University and Schneider Museum of Art. Ashland Library and ScienceWorks Hands-On Museum are also within 1 mi (2 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Prospero's Flagship Inn Reviews

8.6

Excellent

8.8

Cleanliness

8.0

Amenities

9.2

Staff & service

8.4

Property conditions & facilities
Rating 10 - Excellent. 737 out of 1368 reviews
Rating 8 - Good. 395 out of 1368 reviews
Rating 6 - Okay. 150 out of 1368 reviews
Rating 4 - Poor. 48 out of 1368 reviews
Rating 2 - Terrible. 38 out of 1368 reviews

Reviews

Verified

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location to SOU and downtown . Great room!
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, nice location, polite and helpful staff.
Stayed 1 night in May 2026
Verified

10/10 Excellent

Christina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I checked in on June 8 and the girl that checked me in was very sweet. Love that there was complementary cookies in the lobby. The room was clean, it was nearby some convenient restaurants, I would definitely stay again.
Stayed 1 night in Jun 2026
Verified

8/10 Good

Danielle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff are very friendly, price is great and it is a walkable location. We will continue to come back!
Stayed 1 night in May 2026
Verified

8/10 Good

JD

Liked: Cleanliness, staff & service, property conditions & facilities
Room was of modest size but clean, comfortable, quiet, well maintained and very reasonably priced. It is very near the university though a bit over 1 mile pleasant walk from the more interesting primary business district and fine restaurants.
Stayed 1 night in Jun 2026
Verified

10/10 Excellent

Ramon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly staff. Very clean and highly recommended
Stayed 1 night in Apr 2026
Verified

8/10 Good

Nadia

Liked: Cleanliness, staff & service, property conditions & facilities
simple clean and convenient
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

jane

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel was such a pleasant surprise. It was cozy, comfy and exactly what and where we needed to be. The staff was exceptional. Very friendly, helpful and knowledgeable. We highly recommend this hotel for those who are looking a good, safe good sleeping stay.
Stayed 1 night in May 2026
Verified

10/10 Excellent

Shonna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really good value for a nice room. The breakfast could have been a bit better, they had good bagels but did not offer cream cheese. I would absolutely stay again for the price. The Mexican restaurant next door is fantastic and the staff at the hotel are very nice!
Stayed 1 night in May 2026
Verified

10/10 Excellent

James

Liked: Cleanliness, staff & service
What a pleasant surprise. Great staff, clean quiet rooms. Even fresh baked cookies at check in.Many restaurants within walking distance and a decent breakfast.
Stayed 1 night in May 2026
Verified

6/10 Okay

Susanna

Liked: Cleanliness, amenities, property conditions & facilities
Late check in with the virtual front desk was clunky, and after taking a while for the check-in process, the key card didn't work. Beds were comfortable and the bathroom was well maintained.
Stayed 1 night in Jun 2026
Verified

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

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

10/10 Excellent

Lee

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rare find of 3 chairs and 2 tables! On request, they opened breakfast way before their usual 7am
Stayed 1 night in May 2026
Verified

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

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

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

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

10/10 Excellent

Rachael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I felt very safe here.
Stayed 2 nights in Feb 2026
Verified

6/10 Okay

Cheryl

Liked: Cleanliness, staff & service
Disliked: Amenities
The price was great. Unfortunately, the pool was drained and in the process of being refilled and the ice maker did not work
Stayed 1 night in May 2026
Verified

8/10 Good

Mary Lou

Liked: Cleanliness, staff & service
Every things was excellent about our stay, the staff, the room, location, etc. except that the shower wouldn't adjust to a comfortable temperature. I did tell the staff about that and fully expect it will be fixed. I have stayed there before and would normally give it 5 stars in all categories.
Stayed 1 night in May 2026
Verified

10/10 Excellent

Donna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff is friendly and helpful. Room is clean. Easy, plentiful parking. Great location.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Kaitlyn

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

10/10 Excellent

Monika

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staffand, clean room.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Jochele

Liked: Cleanliness, amenities, property conditions & facilities
Pleasant staff and room was clean
Stayed 2 nights in Jan 2026