Winslow Vacations from $963

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Your Winslow Vacation

When you organize a vacation package to Winslow, you can relax and enjoy your break knowing that all your travel arrangements have been worked out ahead of time. Discover the many charms of this vibrant city while staying in a neighborhood like Aston Clinton, which is great for history. Ready to start exploring your surroundings? University of Buckingham, Old Gaol Museum and Winslow Farmers Market are just a few of the top-rated places to visit during a trip to Winslow. Whoever you're going away with and whatever your budget, your dream Winslow vacation is just a few clicks away with Expedia.

The Latest Winslow vacation packages

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

The Bryson Hotel

4 out of 5
London City Centre
Price was $1,402, price is now $963 per person
$963
per person
Dec 16 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
7.8/10 Good! (513 reviews)
Nice, quiet and pleasant room and location. Friendly staff

Reviewed on Aug 17, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
Price was $2,176, price is now $1,308 per person
$1,308
per person
Dec 16 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (2,778 reviews)
Excelente opción para visitar london

Reviewed on Oct 7, 2025

Ellen Kensington

Ellen Kensington

4 out of 5
London City Centre
Save 100% on your flight
Price was $1,526, price is now $972 per person
$972
per person
Dec 16 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.6/10 Excellent! (62 reviews)
The room was very small with only one bedside table and no lamps. One side of the bed was positioned against the wall making it difficult to access.

Reviewed on Oct 8, 2025

Hotel Cafe Royal, London

Hotel Cafe Royal, London

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,471, price is now $2,925 per person
$2,925
per person
Dec 16 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (532 reviews)
Upon our arrival the doorman greeted my wife and I by name. That was confirmation that we are valued as guests.

Reviewed on Sep 22, 2025

Page8, Page Hotels

Page8, Page Hotels

4.5 out of 5
London City Centre
Save 100% on your flight
Price was $2,211, price is now $1,464 per person
$1,464
per person
Dec 16 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (1,438 reviews)
The hotel is modern and comfortable. The staff are excellent. The location cannot be beat. I would HIGHLY recommend this hotel

Reviewed on Oct 4, 2025

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Discover the most popular places to visit in Winslow

Old Gaol Museum

You can spend an afternoon browsing the exhibits at Old Gaol Museum in Buckingham. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.

Old Gaol Museum

Winslow Farmers Market

You can find the perfect gifts to bring home at Winslow Farmers Market during your visit to Winslow. Check out the top-notch restaurants or lively bars in this family-friendly area.

Winslow Farmers Market

What to do in Winslow

Milton Keynes iFLY Indoor Skydiving Experience - 2 Flights & Certificate

Milton Keynes iFLY Indoor Skydiving Experience - 2 Flights & Certificate

$109
per adult
Milton Keynes iFLY Indoor Skydiving Experience - 2 Flights & Certificate
See all activities in Winslow

Winslow Hotel Deals

Hotel La Tour

Hotel La Tour

4 out of 5
400 Marlborough Gate, Milton Keynes, England
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $87 total per night from Oct 12 to Oct 13
$87 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (1,354 reviews)
"Very convenient location for Theatre & shopping centre with large multi-storey car park right next door. Hotel was clean & views amazing, especially from the sky bar & restaurant on the 14th floor. Would definitely stay there again."

Reviewed on Oct 6, 2025

Hotel La Tour
Whittlebury Hall Hotel & Spa

Whittlebury Hall Hotel & Spa

4 out of 5
Whittlebury, Towcester, England
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $106 total per night from Oct 12 to Oct 13
$106 total
Oct 12 - Oct 13
Total with taxes and fees
7.8/10 Good! (801 reviews)
"Just an overnight stay but will be back"

Reviewed on Oct 6, 2025

Whittlebury Hall Hotel & Spa
Leonardo Hotel Milton Keynes

Leonardo Hotel Milton Keynes

4 out of 5
Midsummer Boulevard, Milton Keynes, England
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $72 total per night from Oct 19 to Oct 20
$72 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Excellent Hotel !!!
"Excellent hotel very clean and modern, food was amazing and the staff were very friendly and helpful Parking is optional and not included it’s also not on site, ( used car park opposite Purple Zone is cheaper for 24 hour stay"

Reviewed on Oct 6, 2025

Leonardo Hotel Milton Keynes
See all 1,377 properties in Winslow
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.

Winslow Essential Information

Language
English
Currency
British pounds sterling
Population
4,400
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Stowe House, Old Gaol Museum and Winslow Farmers Market

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Frequently asked questions

How much does a Winslow vacation package cost?
You'll find cheap prices from $963 on Expedia for your Winslow escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Winslow costs.
What are the cheapest months to go to Winslow?
If you're hoping to snag a cheap Winslow vacation package, consider visiting in July, November and December. You'll generally find better prices on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Winslow?
With a well-organized schedule, you can easily hit the most popular Winslow sights in a few days. But if you want to discover hidden spots or go on day tours, consider booking your Winslow vacation for longer.
Is it worth booking a vacation package to Winslow?
It's easy to see why a Winslow vacation is on the to-do list of many travelers. Major attractions like Winslow Farmers Market are just the start of things to see and do here.
How to find the best Winslow package deals?
Use Expedia's filters to find some fabulous Winslow package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Winslow package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Winslow vacation as a package?
You can enjoy significant savings on your next Winslow getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Winslow?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Winslow trip.
Does Expedia offer Book Now, Pay Later Winslow 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've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Winslow trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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.