Members-only rates
4.3 / 5 Excellent

Prospero's Flagship Inn

Prospero's Flagship Inn
Prospero's Flagship Inn – Ashland, OR
Prospero's Flagship Inn – Ashland, OR
Check in 3:00 PM
Check out 11:00 AM

About Prospero's Flagship Inn

A 5-minute walk from Southern Oregon University, the Ashland Flagship Inn features an outdoor swimming pool. All guest rooms include a flat-screen TV with cable and free Wi-Fi. All air-conditioned rooms at the Prospero's Flagship Inn provide a fridge, microwave and tea and coffee making facilities. The simply furnished rooms feature floral décor. A work desk is included for added convenience. Located on the premises of this Oregon hotel, La Casa Del Pueblo serves Mexican cuisine and a variety of cocktails. Mount Ashland Ski Area is a 5-minute drive from this hotel. Discounted ski packages are available. The Oregon Shakespeare Festival is 2 miles away.

Amenities

  • 24-hour front desk
  • On-site dining
  • Café / coffee shop
  • Business center
  • Express check-in / check-out
  • Concierge
  • Pool
  • Pet friendly
  • Family friendly
  • Wheelchair accessible
  • Smoke-free property
  • Air conditioning

Reviews

4.3 / 5
Excellent 1376 reviews
  • Engine customer Jun 2026

    Virtual check in was efficient but very eerie. Rarely ever leave a bad review but this was egregious

  • Engine customer Jun 2026

    The room was clean, but small. The shower was really small. The staff were friendly. We did not like the breakfast. The blow dryer was broken.

  • Engine customer Jun 2026

    I didn’t really like the self check in, especially when they had staff in the office available. You’re tired from traveling, I just want someone to check my id, hand me my room key, and send me on my way with a smile. Our room did not look like the “suite” we booked online at all. We had 3 adults in our room and there were exactly that many towels in our unit. You had to go to the office & request more. Our biggest issue was that our tv did not work correctly. We let the staff know, she gave us new batteries and said she would send someone down; that never happened. I told them again during checkout, so we did get a percentage off of our bill. That was nice. The pros: it was within walking distance to graduation, so that was very convenient. Cons: for what I paid, I would not book again, especially with tv not working during USA World Cup match & Knicks championship game airing.

  • Engine customer Jun 2026

    This place is old, rundown, unkept, and not in a safe area. Don’t stay here even if you’re trying to save money, it’s not worth it.

  • Engine customer Jun 2026

    When we raised the issue, we were told that our room would be cleaned the following day, but that never happened. We also had to request clean towels ourselves. This is the main reason we would not stay here again. The rates are not low enough to justify the lack of this basic service. We travel frequently, and this is the first hotel we’ve experienced that did not provide daily housekeeping during our stay. Unless you don’t mind not having your room cleaned or your bed made during your stay, this hotel may be acceptable. However, for the price, I believe there are better options that provide the level of service most travelers would expect.

  • Engine customer Jun 2026

    Second time here and always perfect; location near breakfast places makes it so easy to stay, or you can grab something in the breakfast room

  • Engine customer Jun 2026

    Staff was friendly.

  • Engine customer Jun 2026

    Very comfortable bed, great AC- a good standard hotel experience

  • Engine customer Jun 2026

    The location and the room were just fine! And when I needed something from the front desk, Shasta, the manager, was a great help. It was about a 20 minute walk to downtown, which was nice after the 8 PM show that night. owever, the breakfast was cleaned out pretty early. They seemed a bit overwhelmed by the number of people who wanted it.

  • Engine customer Jun 2026

    The room was basic and clean. Breakfast was slim pickings. The staff was wonderful.

  • Engine customer Jun 2026

    Great price for a very decent and comfortable motel. The staff are very friendly and helpful and the location felt very safe. I was surprised at the size of the room - 2 double beds with good sized mini fridge and microwave with a small seating area. Another plus is that there are many amenities nearby. You can walk to Safeway and other dining options. Only caveat is that the TV was local channels only and I couldn’t stream anything. No big deal, I will definitely stay here again.

  • Engine customer Jun 2026

    Even though I booked a room with 2 queen beds weeks in advance, they gave me a room with one king because they overbooked. They apologized but did or said nothing else to try to make my stay better.

  • Engine customer Jun 2026

    Location Best price for dollars spent

  • Engine customer Jun 2026

    All in all just a disappointment.

  • Engine customer Jun 2026

    I have stayed at Flag Ship several times because it formerly offered pet-free rooms and spaces. I greatly appreciated this as I have severe allergies to all fur babies, even when just in close proximity to them. This time, I requested a pet free room away from pet-friendly rooms but had people on either side stay with their fur babies throughout the week. This was a bit disappointing. I hope this property will continue to offer pet-free rooms and spaces (away from pet-friendly rooms) for those who physically cannot tolerate furry pets.

  • Engine customer Jun 2026

    The room carpet was filthy and stained throughout. Hair in the bathtub. Room smelled like moldy and ‘dead’. Staff were very nice. Bed was comfortable but wouldn’t go back.

  • Engine customer Jun 2026

    The room was a standard, well-appointed room - suitable for a short stay with plenty of parking. Room maintenance was not kept up as one of the sinks barely had any water flow and the bathroom counter light did not work. Both late check-in (after 9PM) and regular-time check-out (~8AM) were performed virtually on a kiosk. The receptionists were professional and nice; however, it was strange not to have any on-site staff during the length of our stay.

  • Engine customer Jun 2026

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  • Engine customer Jun 2026

    The hotel is in a great location and I liked that there was a good quality Mexican restaurant practically on the property. I also like a hotel where I can easily go from room to my car quickly. Room layout and amenities were very good and the room was spacious.

  • Engine customer Jun 2026

    The room deodorizer was terrible Overall stay was fine, just not great.

Frequently asked questions about Prospero's Flagship Inn

Does Prospero's Flagship Inn have free Wi-Fi?
Yes, Prospero's Flagship Inn offers free Wi-Fi for all guests. Free wired internet is also available in select rooms.
Does Prospero's Flagship Inn offer parking?
Yes, Prospero's Flagship Inn offers free parking on-site.
Does Prospero's Flagship Inn have meeting spaces, conference centers, or conference rooms?
Prospero's Flagship Inn does not list dedicated meeting or conference facilities. For business event venues in Ashland, see business hotels in Ashland.
Does Prospero's Flagship Inn have a fitness center?
Prospero's Flagship Inn does not list an on-site fitness center. Some properties partner with nearby gyms — check directly with the hotel.
Where is Prospero's Flagship Inn located, and how walkable is the area?
Prospero's Flagship Inn is located at 1193 Siskiyou Blvd, Ashland, OR 97520. With a Walk Score of 79, the area is rated Very Walkable. Most errands can be completed on foot, with public transit and rideshare easily accessible.

What's nearby

Map of points of interest near Prospero's Flagship Inn
  • Southern Oregon University 0.1 mi

Why no public rates?

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