Winchester Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Winchester Vacation Packages
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
The Lodge at Roseburg
375 Harvard Blvd Roseburg OR
Fully refundableReserve now, pay when you stay
The price is ￥21,341 per night from Mar 29 to Mar 30
￥21,341
￥23,368 total
Mar 29 - Mar 30
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Really enjoyed the hot tub and the breakfast was good.
Reviewed on Mar 6, 2026
Riverfront Inn Roseburg
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
The price is ￥13,713 per night from Mar 18 to Mar 19
￥13,713
￥15,016 total
Mar 18 - Mar 19
includes taxes & fees
8.6/10 Excellent! (1,437 reviews)
Renovated to modernize, this is a nice older 2 story motel right on the river. And their continental breakfast was much more than expected. More than toast, they provided cereal, bagels, oatmeal packets and hard boiled eggs. Were very satisfied with our stay!
Reviewed on Mar 8, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
