BEST WESTERN Windsor Inn Review

TripAdvisor Rating: TripAdvisor Owl
430 Family Reviews
2520 Ashland Street, Ashland OR 97520
85 %
Families Recommend

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Editor’s Review of BEST WESTERN Windsor Inn

When you first drive up to the BEST WESTERN Windsor Inn, you may think you've traveled back in time to 15th century England and the age of Queen Elizabeth and William Shakespeare. Well, maybe not, but the mock Tudor architecture of the hotel is fun, and will almost certainly put you in the right mood for the Shakespeare Festival in downtown Ashland, Oregon. The Windsor's location right off Interstate 5 makes it easy to find, but it's situated far enough off the freeway that you don't hear the traffic noise.

One of the first things you notice before entering the lobby is the lush landscaping all along the front of the main building, These English gardens continue the Shakespearean theme and provide a nice buffer between the hotel and
... more the parking lot. The neatly clipped hedges, leafy trees, and twisty topiaries are accented by dozens of gorgeous rose bushes and other flowering shrubs. It's all lovely to look at, either from the window of your room, or while eating pancakes each morning in the hotel's breakfast room.

The Windsor staff is friendly and helpful, greeting our kids directly and offering a plate of freshly-baked chocolate chip cookies. During our visit, they were also quick to point out the swimming pool and its hours, knowing this is the most important thing to any child.

Beyond the lobby, you'll find two floors of spacious rooms for families both large and small. The rooms, some with balconies, are clean and roomy, so a big family won't feel squeezed for space. There are suite options that feature king beds and sleeper sofas, with room for a few sleeping bags. Most of the suites have a kitchenette, which can help you save money at meal times. less
Our Editor Loves
  • Huge outdoor pool
  • Spacious family suites
  • Free shuttle service to downtown
Family Interests
    Family Amenities
    • Family Room 5+
    • Free Breakfast
    • Free Wi-Fi
    • Kitchenettes
    • Laundry Service
    • Refrigerator
    • Pool
    Our Member Reviews 430 Reviews


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    Standard Rooms
    The most economical choice at the Windsor Inn is their standard room, which can hold a small family of three or four. You'll get a spacious room with two queen beds. Ours had a double sink vanity situated outside of the shower/toilet, which works wonders when everyone is trying to brush teeth and get ready to go in the morning. These rooms also have basic amenities like a microwave, refrigerator, ironing board, and hair dryer. We were expecting the Shakespeare/Tudor decor to continue into the rooms, but instead found Oregon-themed pictures and paintings, along with new carpet and furniture, including a small round table and two comfy chairs.

    All of the rooms at the Windsor are incredibly quiet. We never heard a peep from our neighbors, and the nearby pool closed down at 10 p.m. so there weren't any kids shrieking and splashing late into the night. There are two floors of rooms, spread out around the parking lot in a large L shape. Rooms on the upper floors have high ceilings, making the space seem much bigger and less stuffy.

    Suites at the Windsor Inn are huge, but only come with king beds in a separate room. In the living area, you'll find a sleeper sofa. Ask the hotel for a rollaway bed as well, and a family of four or five can sleep comfortably. Suites also come with kitchenettes stocked with pots and pans. As with the standard rooms, everything looks and feels new after the recent remodel. Fresh, smart decor can make you feel as if you're in a luxury hotel. The huge amount of space in each suite just adds to the feeling that you're getting more than what you're paying for.

    Our favorite feature of each suite was the counter area separating the kitchenette from the living area. Two padded stools, along with the table and chairs, allows for plenty of eating area for the whole family if you're having a meal in your suite. The double vanity sinks are a nice touch for keeping families from crowding each other in the morning rush to get ready. Ask for a second-floor suite in the Garden Wing of the hotel for the ultimate quiet.


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