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Prospero's Flagship Inn

2.5 star property
Hotel near Oregon Shakespeare Festival in Ashland

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.
Sundeck
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
Free daily on-the-go breakfast
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.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Air conditioning
  • 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

Desk, blackout drapes, iron/ironing board, WiFi (surcharge)

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

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

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

Desk, blackout drapes, iron/ironing board, WiFi (surcharge)

Standard Room, 1 Queen Bed

8.2 out of 10
Very good
(30 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 (surcharge)

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

In Ashland .Within a 10-minute walk of the hotel, you'll find Southern Oregon University and Schneider Museum of Art. Ashland Library and ScienceWorks Hands-On Museum are also within 2 miles (3 km).

What's nearby

  • Southern Oregon University - 1 min walk - 0.1 miles
  • Schneider Museum of Art - 3 min walk - 0.2 miles
  • ScienceWorks Hands-On Museum - 16 min walk - 0.9 miles
  • Lithia Park - 4 min drive - 1.3 miles
  • Oregon Shakespeare Festival - 4 min drive - 1.5 miles

Getting around

  • Rogue Valley Intl. Airport (MFR) - 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

Hotel near Oregon Shakespeare Festival in Ashland
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 feature coffee/tea makers and hair dryers. 40-inch flat-screen televisions come with cable channels. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include shower/tub combinations and complimentary toiletries.

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

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Property amenities

Family friendly

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

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

Things to do

  • Seasonal outdoor pool

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

Room amenities

Entertainment

  • 40-inch flat-screen TV with cable channels

Bedroom

  • Bedsheets provided
  • Blackout drapes

Bathroom

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

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

  • No pets 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
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 each 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

How close is Prospero's Flagship Inn to the airport?

Prospero's Flagship Inn is 19.4 mi (24-min drive) away from the Rogue Valley Intl. Airport (MFR) airport, the closest popular airport to the property.

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

As of Jul 29, 2026, prices found for a 1-night stay for 2 adults at Prospero's Flagship Inn on Aug 3, 2026 start from $94, 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.

Does Prospero's Flagship Inn have an airport shuttle?

Airport shuttle services are not available at Prospero's Flagship Inn.

Does Prospero's Flagship Inn offer free breakfast?

Prospero's Flagship Inn offers free on-the-go breakfast every day from 7:00 AM to 9:30 AM.

Is there a casino at Prospero's Flagship Inn?

No, there is no casino at this hotel, but Ko-Kwel Casino Resort Medford (19-min drive) is nearby.

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

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

Is there free parking at Prospero's Flagship Inn?

This hotel offers free self parking.

Does Prospero's Flagship Inn have a pool?

Prospero's Flagship Inn features a seasonal outdoor pool. Guests can enjoy pool access from 8:00 AM to 8:00 PM.

Does Prospero's Flagship Inn have a restaurant?

Prospero's Flagship Inn is home to La Casa Del Pueblo, which features Mexican cuisine.

Does Prospero's Flagship Inn have a spa?

There are no spa services available at this hotel.

How close is Prospero's Flagship Inn to downtown Ashland?

Prospero's Flagship Inn is 1.2 mi away from Ashland.

Prospero's Flagship Inn Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 751 out of 1416 reviews
Rating 8 - Good. 407 out of 1416 reviews
Rating 6 - Okay. 163 out of 1416 reviews
Rating 4 - Poor. 52 out of 1416 reviews
Rating 2 - Terrible. 43 out of 1416 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

8.0/10

Amenities

8.2/10

Property conditions & facilities

Reviews

Verified

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

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

10/10 Excellent

BETH

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staff
Stayed 3 nights in May 2026
Verified

10/10 Excellent

A'Ryon

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

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

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

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

8/10 Good

Sam

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

10/10 Excellent

Sara

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

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

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

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

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

10/10 Excellent

Sylvia

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

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

10/10 Excellent

Kaitlyn

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

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

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
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

10/10 Excellent

Donnie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always clean and nice
Stayed 2 nights in Apr 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

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

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