Cheap flights from Winchester

Many airlines offer flexible change policies

Earn BONUS+ rewardsOpens in a new window on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Winchester Flight Information
Origin airport IATA code
EUG

Sourcing the best flights from Winchester on ebookers

If you’re seeking a flight from Winchester, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from EUG. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from EUG

There are a few golden rules for keeping costs low when booking flights from Winchester. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Winchester, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from EUG. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Winchester

Singing Waters at N. Umpqua

Singing Waters at N. Umpqua

Roseburg North OR
During your stay at this holiday home, you'll be close to Winchester Dam. Laundry facilities are available. The holiday home includes amenities such as a kitchen and 2 bathrooms.
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 12 Sept 2025

Opens in a new windowSinging Waters at N. Umpqua
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

2.5 out of 5
1620 Nw Mulholland Dr Roseburg OR
The price is €158 per night from 8 Mar to 9 Mar
€158
8 Mar - 9 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Hampton Inn & Suites Roseburg. During your stay, you'll be within walking distance of South Umpqua River. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
9.4/10 Exceptional! (973 reviews)
Front desk was fantastic. Pet fee steep. Room was clean and fresh. Great property. One star off for the insanely loud refrigerator cabinet door which banged every time closed because of no rubber bumper.

Reviewed on 19 Jan 2026

Opens in a new windowHampton Inn & Suites Roseburg
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
Our customers tell us that they enjoy the free breakfast at Riverfront Inn Roseburg. During your stay, you'll be within walking distance of South Umpqua River. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.
8.4/10 Very Good! (1,427 reviews)
The staff were absolutely lovely, and the room was super clean. The only challenge for us was the bed was very hard which some people prefer otherwise a good stay.

Reviewed on 26 Jan 2026

Opens in a new windowRiverfront Inn Roseburg
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 out of 5
1539 NW Mullholland Drive Roseburg OR
The price is €82 per night from 19 Feb to 20 Feb
€82
19 Feb - 20 Feb
includes taxes & fees
The free breakfast at Comfort Inn Roseburg gets good marks from our customers. During your stay, you'll be within walking distance of South Umpqua River. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
8.2/10 Very Good! (1,001 reviews)
Clean room as advertised. Staff is very helpful.

Reviewed on 27 Jan 2026

Opens in a new windowComfort Inn Roseburg
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 out of 5
2855 NW Edenbower Blvd Roseburg OR
The price is €78 per night from 12 Feb to 13 Feb
€78
12 Feb - 13 Feb
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at SureStay by Best Western Roseburg. During your stay, you'll be within walking distance of Mercy Medical Center. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
8/10 Very Good! (1,002 reviews)
Clean and staff is always nice.

Reviewed on 30 Jan 2026

Opens in a new windowSureStay by Best Western Roseburg
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
The price is €56 per night from 3 Mar to 4 Mar
€56
3 Mar - 4 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Super 8 by Wyndham Roseburg. During your stay, you'll be within walking distance of Mercy Medical Center. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
7.8/10 Good! (1,001 reviews)
Room was clean! Awesome hostess! Breakfast was good for grab and go. A/C and Heat was great.

Reviewed on 31 Jan 2026

Opens in a new windowSuper 8 by Wyndham Roseburg
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.