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Ashland, OR

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A Midsummers Dream Bed & Breakfast

5.0 (8 reviews)

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Ashland Hills Hotel & Suites - Cozy chair vibes in the bigger room

Ashland Hills Hotel & Suites

(393 reviews)

$$$

It really does startle me that, not far from the hub of Ashland which offers delights such as the…read moreShakespeare Festival, that a hotel with so many rooms and amenities is available for a pretty reasonable price. We arrived at just before 4 on a relatively warm Tuesday after battling the large trucks on I-5. Staff was competent and welcoming, and gave us detailed instructions on how to access our room. After situating ourselves, we took full advantage of the pool and subsequently, the hot tub. Feeling fully refreshed, we would have dinner in the separately reviewed on-site eatery, then go into town to enjoy our show. Sleep was effective, and we were refreshed for our next big drive. If the pool isn't sufficient for your needs, there is also tennis, and easy access to a pizza pub and coffee cart. Need a reason to return! Only regret is not taking any photos, which will be undone on that next visit.

Initially seems like a charming, 50's motor inn. The front desk is warm and helpful. However, we…read morerequested a "king suite" for more $$ than a standard room. We were put at the back of the property in a VERY tired room. I will attach pictures. The room looks like all of the furniture came overly used from a thrift store. The layout of the room doesn't make sense. The "kitchen" is very poor, no dishes, pots or pans, no dish soap. The bathroom is very poor, the shower didn't have much water pressure, it felt icky! The towels are thin and small. All of this and in the small print on a piece of paper in the room tells you they don't clean the room unless you stay for 3 days AND request they clean it. We made reservations for this hotel 1 1/2 months before we planned to stay there. We were going to go to plays at the Oregon Shakespeare Festival. After we saw how poor the room was, we asked to move. There were not any other rooms available for the time we were there. We had stayed in another building at this hotel 4-5 years ago and it was nice. This is the reason we booked here again and we thought a "suite" would be great. It wasn't. We will never stay here again, so disappointing.

Peerless Hotel - Hotel Lobby

Peerless Hotel

(44 reviews)

$$

Absolutely incredible experience. We reserved room no. 1 (I can't remember the name of the room),…read moreand it was absolutely delightful. There is no onsite staff, so you need to make sure you've received your welcome email which contains the door codes to enter. The room was elegant, with very high ceilings, completely decorated in the victorian style with lovely antique furniture, photos, and decor (old oil lamps etc.). The decoration was completely tasteful and not cluttered. Each morning, there is hot coffee prepared in the sitting room, which has a large table, lots of board games, and some comfy couches and chairs to sit in. My partner and I had an easy time doing a few hours of work each day in this room. The internet was fast and reliable. The hotel is very private, with no front desk staff and very few other guests, but there is someone on hand via phone or text, and they are able to get to the hotel within a few minutes to help with anything you need! They use a great platform for managing the reservation, where you can very easily purchase a 1pm late check out (for $25) - that came in very handy when we realized in the morning that we weren't going to be ready to leave at 11am! Thank you for a wonderful stay!

Super pretty room with double claw foot tubs. Really well appointed, could use a comfortable chair…read more No chairs in the suite. Great WiFi no tv but we brought our own little smart tv. 2 day getaway was very nice . Super flawless check in. Looking forward to staying again

A Midsummers Dream Bed & Breakfast - hotels - Updated October 2026

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