Name: SureStay by Best Western Roseburg
Price range: CA $146
Rating: 8

Your Winchester Vacation

When a city adventure is calling your name, answer it with a Winchester vacation package. With all your travel plans worked out before you leave, all you have to do here is focus on having fun. Any trip to Winchester needs a well-designed itinerary. Fill yours with big-name attractions like Melrose Vineyards, Stewart Park and Winchester Dam. Stop daydreaming and start doing. Browse the wide range of options on Expedia today and put your Winchester vacation plans in motion!

Top Winchester Vacation Deals

Price found within the past 48 hours. Click for updated prices.

University Inn & Suites

East University

CA $880

per person

May 11 - May 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Eugene (EUG)

8/10 Very Good! (1,532 reviews)

Location fit my needs for the stay. I don't think it would be worth the outrageous prices asked when something like a UO sporting event is scheduled.

Reviewed on Mar 31, 2026

Valley River Inn

CA $1,000

per person

May 11 - May 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Eugene (EUG)

9.4/10 Exceptional! (1,484 reviews)

This is my second stay at Valley River and each experience was outsranding.

Reviewed on Mar 31, 2026

Graduate by Hilton Eugene

Downtown Eugene

CA $1,156

per person

May 11 - May 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Eugene (EUG)

9/10 Wonderful! (1,019 reviews)

Staff were a bit slow to recognize guests, but overall, it was convenient and was good for visiting UO

Reviewed on Mar 31, 2026

Downtown Inn

Downtown Eugene

CA $937

per person

May 11 - May 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Eugene (EUG)

9/10 Wonderful! (832 reviews)

Quiet, very comfortable beds, and very clean. Very walkable part of town in relation to pubs, coffee shops, etc.

Reviewed on Mar 24, 2026

The 505 Eugene

Downtown Eugene

CA $1,025

per person

May 11 - May 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Eugene (EUG)

9.2/10 Wonderful! (48 reviews)

This little place was perfect. Great location. Close to food, shopping, and was super quiet. It was comfortable and clean. Would definitely stay again!

Reviewed on Mar 22, 2026

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Winchester Hotel Deals

Singing Waters at N. Umpqua

Roseburg North OR

10/10 Exceptional! (9 reviews)

The pictures are exactly how you will find this home. The remodel is first class, the river view amazing. A native of Roseburg, our family stayed here while visiting family. Very peaceful..hosts were very responsive.

Reviewed on Sep 12, 2025

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The Lodge at Roseburg

375 Harvard Blvd Roseburg OR

Fully refundableReserve now, pay when you stay

CA $187

CA $204 total

Apr 8 - Apr 9

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

We have stayed here many times before and had a decent stay. Unfortunately, this was the worst one, and we won't be back. The staff gave us the keys to a room that was already occupied...we walked into someone else's room. Not only was that inappropriate, but also unsafe. I was worried that could ...

Reviewed on Mar 30, 2026

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

Fully refundableReserve now, pay when you stay

CA $146

CA $160 total

Apr 10 - Apr 11

includes taxes & fees

8/10 Very Good! (1,004 reviews)

I booked a pet room through expedia (only dogs allowed), but when I arrived they charged me another $15. Whatever, it was worth it. The room was immaculate. In a pet room with carpet, it had no smell. Super clean. They have you sign a waiver that you'll clean up after your pet, and they're not allowed ...

Reviewed on Mar 31, 2026

See all 115 properties in Winchester

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.