Winslow Vacations from $1,102

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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.
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
Price was $1,718, price is now $1,102 per person
$1,102
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Fantastic location, hotel brilliant Really enjoyed ours stay

Reviewed on Feb 22, 2026

Great Fosters - A Small Luxury Hotel

Great Fosters - A Small Luxury Hotel

5 out of 5
Price was $3,390, price is now $2,477 per person
$2,477
per person
May 10 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9/10 Wonderful! (477 reviews)
We enjoyed lunch in the Garden Room to celebrate a special birthday . Food very good, Chris our waiter was excellent. Overnight stay, room very clean - only problem that is too hot despite turning off heating and opening a window

Reviewed on Feb 23, 2026

The Richmond Apartments

The Richmond Apartments

3.5 out of 5
North Richmond
Price was $3,299, price is now $2,450 per person
$2,450
per person
May 10 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
No reviews
Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel

2 out of 5
Colnbrook
Price was $2,445, price is now $1,829 per person
$1,829
per person
May 10 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
6.8/10 (8 reviews)
It was nice, clean and quiet

Reviewed on Aug 30, 2024

Point A Hotel - Westminster, London

Point A Hotel - Westminster, London

3 out of 5
London City Centre
Price was $2,674, price is now $1,796 per person
$1,796
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
7.8/10 Good! (1,000 reviews)
Clean room, nicely presented with good touches, decent price.

Reviewed on Feb 14, 2026

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Discover the most popular places to visit in Winslow

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

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

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
$73 nightly
The price is $87 total per night from Mar 29 to Mar 30
$87 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (1,490 reviews)
Very good

Reviewed on Feb 26, 2026

Hotel La Tour
Oxford Belfry Hotel & Spa

Oxford Belfry Hotel & Spa

4 out of 5
Milton Common Thame England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Mar 29 to Mar 30
$102 total
Mar 29 - Mar 30
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
Yes, the rooms were clean and the facilities were well-maintained.

Reviewed on Feb 20, 2026

Oxford Belfry Hotel & Spa
Studio - Sleeps 2 - Parking - Wifi

Studio - Sleeps 2 - Parking - Wifi

3 out of 5
Luton England
Get rates
Studio - Sleeps 2 - Parking - Wifi
See all 1,400 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.

Find the Best Winslow Vacation Packages

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 $1,102 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.