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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 €61
includes taxes & fees
25 May - 26 May
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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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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 21 May 2026, prices found for a 1-night stay for 2 adults at Prospero's Flagship Inn on 25 May 2026 start from €61, 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.

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

Reviews

8.6

Excellent

9.0

Cleanliness

8.0

Amenities

9.2

Staff & service

8.4

Property conditions & facilities
Rating 10 - Excellent. 722 out of 1313 reviews
Rating 8 - Good. 377 out of 1313 reviews
Rating 6 - Okay. 135 out of 1313 reviews
Rating 4 - Poor. 43 out of 1313 reviews
Rating 2 - Terrible. 36 out of 1313 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

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

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

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

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

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

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

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

Kaitlyn

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

10/10 Excellent

Thomas G

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was supportive and helpful.
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly and efficient staff. Clean room. Badly peeling paint in the bathroom. Overall, an exceptional room at a great price.
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Drake

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was my favorite overnight stop on my trip. Couldn't hear neighbours through walls, staff answered all questions & were really nice, room was comfy & clean, had a nice lil breakfast room. Only stayed one night & couldn't tell ya about any other amenities, but I enjoyed it. There was even a guide in the room for restaurants & such in town which was really nice.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Jackie

Liked: Cleanliness, amenities, property conditions & facilities
Beautiful room and friendly staff.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Jonathan

Liked: Cleanliness, staff & service, amenities
Clean and staff had great attitude with friendly service.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

François

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Possibly the nicest motel i've ever stayed at. Amazing space and up-to-date amenities. I checked in late with a remote front desk agent and everything went well. Parking spaces are wide. Great value for the price!
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was clean and the staff was courteous.
Stayed 1 night in Dec 2025
Verified

6/10 Okay

Karla

Liked: Staff & service
Disliked: Amenities
Great price. Location is good for proximity to SOU. Staff is friendly. But the breakfast has gone downhill. I've stayed here 3 times, and each time, the selection and quality have gotten worse. I may not stay here next time.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Susan

Liked: Cleanliness, amenities, property conditions & facilities
The room was clean and the staff was very friendly. Would definitely stay again.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Jill

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great hotel for the price (about $65 in March). Comfortable bed, fridge, microwave, keurig and breakfast. The carpet is my room had some stains and the outdoor rug is thin and coming up in places. Otherwise, a nice stay.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Maureen

Liked: Cleanliness, staff & service, amenities
The room was clean and warmed up easily. The bed was comfy. The staff was friendly and courteous, and the freshly-baked cookies were a treat!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Michael

Liked: Cleanliness
Clean room, comfortable bed, quiet, and nice staff!
Stayed 1 night in Nov 2025