Winnersh Vacations from $1,048
Book a Hotel + Flight or Car together to unlock savings
The Latest Winnersh Vacation Packages
- Dreamtel London Kensington
Oct 1 - Oct 7Dreamtel London Kensington + Flight
London City Centre5 nights2.5 star property6.6/10 - (946 reviews)"The photos on the website are misleading — the rooms are much smaller than they appear, and there’s barely any space to store luggage. The location, however, is excellent. There are plenty of shops nearby, and the train station is only a block away. Housekeeping serviced the room daily, which was appreciated"Reviewed July 20, 2026Roundtrip • Boston (BOS) - London (LHR)BOS - LHR • Nonstop LHR - BOS • 1 stop$1,520$1,048found 17 hours agoper traveler - Hotel Riu Plaza London The Westminster
Sep 27 - Oct 2Hotel Riu Plaza London The Westminster + Flight
London City Centre4 nights4.0 star property9.0/10 - Wonderful (1,849 reviews)"It's a great hotel right inside the center London. I will come back again in future if I do things around center London."Reviewed July 24, 2026Roundtrip • Boston (BOS) - London (LHR)BOS - LHR • Nonstop LHR - BOS • Nonstop$2,043$1,324found 1 day agoper traveler - Hotel Riu Plaza London Victoria
Sep 27 - Oct 2Hotel Riu Plaza London Victoria + Flight
London City Centre4 nights4.0 star property9.0/10 - Wonderful (3,942 reviews)"The rooms were clean, staff were helpful. Overall great experience except the long walk to and from the room to the reception area which is the only exit to the building for guest."Reviewed July 22, 2026Roundtrip • Boston (BOS) - London (LHR)BOS - LHR • Nonstop LHR - BOS • Nonstop$2,012$1,331found 1 day agoper traveler - Three Falcons Hotel
Sep 25 - Oct 1Three Falcons Hotel + Flight
City of Westminster5 nights4.0 star property8.8/10 - Excellent (653 reviews)Roundtrip • Boston (BOS) - London (LHR)BOS - LHR • Nonstop LHR - BOS • 1 stop$1,676$1,157found 1 day agoper traveler - Chancery Lane by Viridian Apartments
Oct 6 - Oct 12Chancery Lane by Viridian Apartments + Flight
London City Centre5 nights4.0 star property8.0/10 - Very Good (3 reviews)"The apartment was great - getting in the property was tricky at first as code didn't work and property manager didn't respond but beyond that was good. the hallway and elevator was very dirty on arrival. the apartment was good though. nice size/quality"Reviewed June 15, 2025Roundtrip • New York (EWR) - London (LHR)EWR - LHR • Nonstop LHR - EWR • 1 stop
Winnersh Hotel Deals
The Wee Waif Reading by Greene King Inns
The Wee Waif Reading by Greene King Inns
Frequently Asked Questions
How much does a Winnersh vacation package cost?
Offering great value package deals from $1,048 on Expedia, you'll be surprised at how little a vacation to Winnersh costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winnersh?
You're likely to find reduced prices and greater availability in January, April and November. Take a look at our cheap Winnersh vacation packages and you could score some great off-season discounts.
How many days is enough for Winnersh?
The ideal length for your Winnersh vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to tick off all the major attractions and discover some hidden gems along the way.
How to find the best Winnersh package deals?
Begin your search for a Winnersh package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Winnersh package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winnersh getaway off to a flying start.
Is it cheaper to book a Winnersh vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a personalized Winnersh vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Winnersh?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Winnersh trip.
Does Expedia offer Book Now, Pay Later Winnersh vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Winnersh break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.