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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

Choose dates to view prices

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
The current price is Rp1.718.766
Rp1.916.470 total
includes taxes & fees
16 Jun - 17 Jun

Room options

Available filters for rooms
Showing 6 of 6 rooms

View all photos for Deluxe Room, 2 Queen Beds

Desk, blackout curtains, iron/ironing board, WiFi

Deluxe Room, 2 Queen Beds

9.0 out of 10
Wonderful
(2 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Accessible

Desk, blackout curtains, iron/ironing board, WiFi

Room, 1 King Bed, Accessible

9.0 out of 10
Wonderful
(4 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds

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

Standard Room, 2 Queen Beds

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

View all photos for Standard Room, 1 King Bed

Desk, blackout curtains, 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 curtains, iron/ironing board, WiFi

Standard Room, 1 Queen Bed

8.0 out of 10
Very good
(20 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Superior Room, 2 Queen Beds

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

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 area

Ashland is home to Prospero's Flagship Inn. North Mountain Park and Cascade-Siskiyou National Monument reflect the area's natural beauty and area attractions include ScienceWorks Hands-On Museum and The RRRink. Practise 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 - 2.1 km
  • Oregon Shakespeare Festival
    Oregon Shakespeare Festival
    4 min drive - 2.4 km
  • Southern Oregon University
    1 min walk - 0.1 km
  • Oregon Cabaret Theatre
    3 min drive - 2.1 km
  • Allen Elizabethan Theatre
    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
  • House Of Thai
    11 min walk
  • Wendy's
    9 min walk
  • Sammich
    1 min walk

About this property

Prospero's Flagship Inn

  • Hotel near Oregon Shakespeare Festival
  • Consider a stay at Prospero's Flagship Inn and take advantage of free on-the-go breakfast, a garden and a restaurant. Guests can connect to free WiFi in public areas.
  • Other perks at this hotel include:
    • A seasonal outdoor pool
    • Free self-parking
    • Coffee/tea in reception, a vending machine and barbecues
    • A 24-hour front desk
    • Guest reviews speak highly of the breakfast, overall value and helpful staff
  • Room features
  • All 61 rooms feature comforts such as air conditioning, as well as amenities such as free Internet access. Guest reviews speak positively of the cleanliness rooms at the property.
  • Other conveniences in all rooms include:
    • Bathrooms with shower/bath combinations and free toiletries
    • 40-inch flat-screen TVs with cable channels
    • Fridges, microwaves and coffee/tea makers

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The price is Rp2.491.101
Rp2.777.577 total
includes taxes & fees
22 Jun - 23 Jun
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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

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

Pets not allowed

Children and extra beds

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

Payment types at the property

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 any lifts
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 to 8:00 PM.

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

As of 10 Jun 2026, prices found for a 1-night stay for 2 adults at Prospero's Flagship Inn on 16 Jun 2026 start from Rp1.718.766, excluding 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 Prospero's Flagship Inn pet-friendly?

No, pets are not allowed at this property.

How much is parking at Prospero's Flagship Inn?

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?

Checkout 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 mile (2 km).

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

Yes, this property offers free cancellation on selected 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

9.0

Cleanliness

8.0

Amenities

9.2

Staff & service

8.4

Property conditions & facilities
Rating 10 - Excellent. 744 out of 1353 reviews
Rating 8 - Good. 387 out of 1353 reviews
Rating 6 - Okay. 141 out of 1353 reviews
Rating 4 - Poor. 44 out of 1353 reviews
Rating 2 - Terrible. 37 out of 1353 reviews

Reviews

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

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

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

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

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

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

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

8/10 Good

Melody

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was plain and simple, but clean and functional. Bathroom was awkward, with the toilet/shower area VERY small. Could barely turn around in there. However, it is nice to have that separate from the sink/vanity area. TV very small. Beds and pillows ok. Breakfast was ok, and it was nice to have a waffle maker. Parking was good.
Stayed 1 night in Jun 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

Don

Great staff, friendly and helpful. Room was clean and adequate. Good Mexican restaurant and coffee shop nearby.
Stayed 4 nights 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
Verified

10/10 Excellent

MARGARET

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed here twice. The first time the room was super clean- we were amazed. The 2nd time it wasn't quite as clean but still good. Our neighbors left a few discarded cans outside our front door at night and staff was slow in getting rid of them. A few towels had stains which were a bit disconcerting, but staff were very nice about replacing them. Over all we really liked the staff and found them to be very nice and helpful with great customer service. Breakfast was adequate, not great but enough decent choices to get you on the road.
Stayed 1 night in May 2026
Verified

8/10 Good

Tanya

Clean, safe room for a night.
Stayed 1 night in Feb 2026
Verified

6/10 Okay

Adam

Disliked: Staff & service
Room was clean. The receptionist, who was found sleeping at the front desk, refused to print out a receipt for my hotel stay when checked out. The complete laziness and lack of customer service is just straight incompetence.
Stayed 7 nights in May 2026