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We use indicative prices on this page to help you choose from a large number of options. The prices on this page are indicative estimates based on searches conducted by travelers on Skyscanner, which are subject to change.
Price per room per night for 2 adultsTaxes and fees not included

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Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest-rated hotelHISTORICAL John Rast House Circa 1875 – 5
Cheapest month to bookMay

Your guide to finding the best hotels in Winston, Oregon

To make the most of your time in Winston, reserve a hotel that’s right for you. We’ve gathered some of the city’s hottest hotels, from luxury to budget-friendly.

Best time to visit Winston

When you're planning your vacation to Winston, keep in mind what you hope to do (or avoid) during your stay in terms of things like weather and price.

Low and high season in Winston

Busiest month(s): Winston experiences its peak tourist season in July, resulting in an increased average nightly rate. For those booking a trip during this period, it's recommended to budget for higher costs compared to slower times of the year, which offer lower average nightly rates.

Quietest month(s): Save on hotels and avoid peak season prices by visiting during July, when the average cost per night is $101.

The most expensive month to stay in Winston is July, when you should be prepared to spend around $101 on hotels. Throughout the year, weekend rates hover around $109 per night, and peak on Saturday. On weekdays, you’ll spend on average $98 for a night’s stay, while Tuesday is usually the cheapest day of the week to book a room.

Where to stay in Winston, Oregon

Get the most out of your time away at the right hotel for the right price. Whether it's a 5-star resort or a popular place in the middle of the city, there are plenty of right choices in Winston.

Popular hotels in Winston

Here are some of the other top-rated Winston hotels that you can book right now:

The Safari Inn Motel provides a comfortable stay at a good deal with its 2-star rating and range of amenities. The hotel provides an excellent retreat in the middle of Winston. You can enjoy its pool, fitness center, free breakfast, and free parking.

Finding cheap hotels in Winston: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Winston with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course, the cheapest hotel deal we found within the next seven days is $65 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $70 per night.
The average price of a hotel during the week is $68 per night, and the average price on weekends is $68. Overall, it looks like the cheapest day to stay in Winston could be Tuesday.
We crunched some numbers on our calendar and found that Tuesday is the cheapest day to stay in Winston, and the most expensive day seems to be Saturday.
If you're hitting up Winston with kids in tow, try Hampton Inn & Suites Roseburg.