Bed & Breakfast
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Breakfast is included with your stay.
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2520 Ashland StreetView location
Room prices, availability, meal plans and cancellation terms are confirmed for your selected dates.
Stay at this Ashland, Oregon hotel conveniently located right off the I-5 in Southern Oregon. The Best Western Windsor Inn offers comfortable accommodations, full-service amenities, and unbeatable customer service at an affordable price. This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi® rooms.
Each room offers premium bedding, cable tv, Keurig® coffee maker, mini fridge, and microwaves available upon request. Enjoy an array of amenities including a continental breakfast, free Wi-Fi, a large outdoor swimming pool, a year-round outdoor hot tub, and an exercise facility.
We also have four restaurants within walking distance of our hotel for your convenience. As an added convenience, we now offer Electric Vehicle Charging on-site at no additional cost.
The Best Western Windsor Inn is only a 10-minute drive from downtown Ashland, home of the Oregon Shakespeare Festival, Lithia Park, and shopping. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland, Oregon.
Relax outside among our rose gardens and enjoy the views of the surrounding Ashland hills. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing.
Our hotel also offers a great stopping point on your way to visit Crater Lake, just one hour and 30 minutes from Ashland. The friendly, helpful staff at the Best Western Windsor Inn hotel is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today.
With a stay at Best Western Windsor Inn in Ashland, you'll be within a 5-minute drive of Southern Oregon University and ScienceWorks Hands-On Museum. This hotel is 2.8 mi (4.6 km) from North Mountain Park and 2.9 mi (4.6 km) from Oregon Cabaret Theatre.
Make yourself at home in one of the 91 air-conditioned rooms featuring refrigerators and plasma televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.
Conveniences include desks and coffee/tea makers, as well as phones with free local calls. Featured amenities include a business center, a 24-hour front desk, and laundry facilities. Free self parking is available onsite.
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
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Spanish
Services and fees can vary. Check the selected room details and hotel policies before booking.
Meal options depend on the room and rate you choose. Search your dates to see which meal plans are included.
Bed & Breakfast
BED AND BREAKFAST
Breakfast is included with your stay.
Half Board
Usually includes breakfast and one additional meal.
Room Only
Accommodation only. Meals are usually not included.
Full Board
Usually includes breakfast, lunch, and dinner.
These are the hotel's room types, rather than live offers. Choose your travel dates to see available rooms, prices and booking conditions. Check availability
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.NM-2
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: QUA.NM
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Adult and child limits apply within the room's total guest limit.
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
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Photo unavailable Photos illustrate the room type; your assigned room may vary.
Adult and child limits apply within the room's total guest limit.
Room code: ROO.2Q-NM
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.KG
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Adult and child limits apply within the room's total guest limit.
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Select a photo to open the full-screen viewer.
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Photo unavailable Photos illustrate the room type; your assigned room may vary.
Adult and child limits apply within the room's total guest limit.
Room code: ROO.2Q
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.2Q-NM
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Adult and child limits apply within the room's total guest limit.
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Select a photo to open the full-screen viewer.
Photo unavailable
Photo unavailable
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Photo unavailable
Photo unavailable
Photo unavailable Photos illustrate the room type; your assigned room may vary.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.KG
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: QUA.NM-QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Adult and child limits apply within the room's total guest limit.
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Select a photo to open the full-screen viewer.
Photo unavailable
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Photo unavailable
Photo unavailable Photos illustrate the room type; your assigned room may vary.
Adult and child limits apply within the room's total guest limit.
Room code: ROO.KG-NM
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SGL.H6
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: QUA.H6-QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.JA-KG
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Adult and child limits apply within the room's total guest limit.
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Select a photo to open the full-screen viewer.
Photo unavailable
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Photo unavailable
Photo unavailable Photos illustrate the room type; your assigned room may vary.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.NM
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.2D
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.H6-QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.H6-2Q
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: QUA.H6
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Adult and child limits apply within the room's total guest limit.
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Select a photo to open the full-screen viewer.
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable
Photo unavailable Photos illustrate the room type; your assigned room may vary.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.NM-1
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.KG-1
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.KT
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBT.H6
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.JA
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.KG-NM
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: SUI.ST
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityBest Western Windsor Inn
Photos are not available for this room type.
Adult and child limits apply within the room's total guest limit.
Room code: DBL.2Q
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
No room types match your search. Try a room name or feature such as a balcony.
What other guests saying about Best Western Windsor Inn
Best Western Windsor Inn
2520 Ashland Street, Ashland, United States
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