Search for Cheap Deals on
Hotels in Winchester

Check Last Minute Winchester Hotel Deals

Tonight Jun 26 - Jun 27This weekend Jun 26 - Jun 28

Choose from 122 Winchester Hotel Deals

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 out of 5
2855 NW Edenbower Blvd Roseburg OR
  • 20 min drive from Wildlife Safari
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,003 reviews)
"The lady who checked us in was very friendly but the guy in the morning didn’t even acknowledge us when we left. The room was very comfortable We were traveling with two dogs and were given a room close to the pet area."

Reviewed on Jun 26, 2026

SureStay by Best Western Roseburg
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
  • 16 min drive from Wildlife Safari
Stay at this motel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,474 reviews)
"Decor is outdated and needs a facelift as does the bathroom, however location was great and staff very friend and efficient."

Reviewed on Jun 26, 2026

Riverfront Inn Roseburg
Best Western Garden Villa Inn

Best Western Garden Villa Inn

2.5 out of 5
760 NW Garden Valley Boulevard Roseburg OR
  • 17 min drive from Wildlife Safari
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,000 reviews)
"I felt it was one of the least modern Best Westerns in which I have stayed. Even so, the staff was friendly, breakfast was great and bed was comfortable. The property is just a bit dated. Also, the price shown on Expedia was different than our charges by $15, so I will address that with them."

Reviewed on Jun 24, 2026

Best Western Garden Villa Inn
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 out of 5
3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR
  • 21 min drive from Wildlife Safari
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,003 reviews)
"One of our rooms had sticky floors. We also got back the first evening and the key cards didn't work for one room and they told us we had to change rooms but then my husband saw notes saying the room we checked into was dirty and people's stuff was in there...it was all very confusing. Also both ..."

Reviewed on Jun 26, 2026

Super 8 by Wyndham Roseburg
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

2.5 out of 5
150 Myrtle St Sutherlin OR
  • 44 min drive from Wildlife Safari
Book a stay at this business-friendly hotel in Sutherlin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,002 reviews)
"Another comfy stay at the Best Western Plus Hartford Lodge. This is our go-to place to stay whenever we’re headed to the PNW from California. Always clean, comfy, and quiet, and very pet friendly!"

Reviewed on Jun 26, 2026

Best Western Plus Hartford Lodge
The Lodge at Roseburg

The Lodge at Roseburg

2.5 out of 5
375 Harvard Blvd Roseburg OR
  • 16 min drive from Wildlife Safari
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
"-"

Reviewed on Jun 22, 2026

The Lodge at Roseburg
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 out of 5
1539 NW Mullholland Drive Roseburg OR
  • 18 min drive from Wildlife Safari
Book a stay at this golf hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
"Clean room and friendly staff"

Reviewed on Jun 26, 2026

Comfort Inn Roseburg
Rice Hill Inn

Rice Hill Inn

2 out of 5
621 John Long Rd Oakland OR
  • 1 hour drive from Wildlife Safari
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attraction ...
8/10 Very Good! (274 reviews)
"Have breakfast"

Reviewed on Jun 23, 2026

Rice Hill Inn
Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

2 out of 5
3100 Nw Aviation Dr Roseburg OR
  • 21 min drive from Wildlife Safari
Stay at this motel in Roseburg. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,002 reviews)
"There wasn’t much to like, I do understand that it is a Motel 6, i honestly didn’t think it was going to be as bad as I have been told, I have never stayed in one before and now I know why. It was a last min stop just to get some quick sleep after driving 15 hrs. All I can pretty much say is that ..."

Reviewed on Jun 24, 2026

Motel 6 Roseburg, OR
Holiday Inn Express And Suites Roseburg North By Ihg

Holiday Inn Express And Suites Roseburg North By Ihg

2.5 out of 5
1530 NW Mulholland Drive Roseburg OR
  • 18 min drive from Wildlife Safari
Stay at this hotel in Roseburg. Enjoy free breakfast. Popular attractions Umpqua Valley Tennis Center and Stewart Park are located nearby.
9.8/10 Exceptional! (31 reviews)
"Great in all the ways that matter!"

Reviewed on Jun 25, 2026

Holiday Inn Express And Suites Roseburg North By Ihg
The Ranch Motel

The Ranch Motel

2 out of 5
581 John Long Rd Oakland OR
  • 1 hour drive from Wildlife Safari
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the helpful staff and the overall value in our ...
9.2/10 Wonderful! (110 reviews)
"."

Reviewed on Jun 24, 2026

The Ranch Motel
Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

2 out of 5
1400 Hospitality Way Sutherlin OR
  • 43 min drive from Wildlife Safari
Stay at this motel in Sutherlin. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (1,002 reviews)
"Showing it's age but did what I needed."

Reviewed on Jun 25, 2026

Motel 6 Sutherlin, OR
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Winchester

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winchester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchester.

Choosing the right hotel in Oregon has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchester’s 122 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $79. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winchester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchester. No matter your reason for visiting Winchester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchester for as low as $79.

How many hotels are there in Winchester?

With over 122 hotels in Winchester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $79.

How to find cheap car rentals in Winchester?

Finding a cheap car rental deal in Winchester is as easy as scoring cheap hotels in Winchester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.