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Compare 98 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

More cheap stays in Winchester

Winchester Travel Info

Number of reviews
6,011
Accommodation
98 hotels
Highest price
$198
Lowest price
$60
Reasons to visit
Reustle Prayer Rock Vineyards, HillCrest Winery and Distillery and Spangler Vineyards

Frequently asked questions

Where is the best place for a stay in Winchester?

Based on Expedia's traveler preferences, Singing Waters at N. Umpqua is a top place to stay in Winchester. Two other options for your stay in the area are Riverfront Inn Roseburg and Sleep Inn & Suites Roseburg North Near Medical Center. See all available top hotels, or vacation rentals in Winchester.

What's the top vacation rental in Winchester?

Heavenly Bungalow, Entire Home!: This vacation home rental outside of Winchester is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What are some hotels with pools in Winchester?

Super 8 by Wyndham Roseburg: Features free breakfast, a pool, and free parking. Best Western Plus Hartford Lodge and Comfort Inn are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What is the best accommodation for staying close to Mahlon Sweet Field Airport (EUG)?

Maison du Jour- Your Home for the Day! is one of the top choices for your stay and is a popular guesthouse featuring private patios. It's located 2.5 mi (4.1 km) from Mahlon Sweet Field Airport. Other choices close to the airport include Royal Inn Eugene and Budget Lodge Eugene.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer including its restaurants. There are 98 hotels and other accommodations in the surrounding area. Find out more about Winchester.

What should I do while I'm visiting Winchester?

A favorite place to visit is North Umpqua River. You'll also find Melrose Vineyards and Douglas County Museum of History and Natural History in the area. Check out what more to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches.

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