Winslow Vacations from $995

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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 Xanadu

Hotel Xanadu

4 out of 5
Ealing
Price was $1,673, price is now $995 per person
$995
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to London (LHR)
9/10 Wonderful! (1,000 reviews)
It was a pleasant stu

Reviewed on Dec 30, 2025

Cleveland Residences Chelsea

Cleveland Residences Chelsea

2 out of 5
London City Centre
Price was $1,462, price is now $1,088 per person
$1,088
per person
Feb 13 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.4/10 Exceptional! (19 reviews)
Clean and bright felt safe location - kitchen facilities good - bed was fresh and clean - would be good to have had a long mirror

Reviewed on Sep 10, 2025

Portobello Rd - North Ken by Viridian Apartments

Portobello Rd - North Ken by Viridian Apartments

4 out of 5
Notting Hill
Price was $1,979, price is now $1,490 per person
$1,490
per person
Feb 13 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8/10 Very Good! (1 review)
It was a good stay for us. We were able to sleep well despite the trains. We took the bus from Kensal House to Ladebroke Grove and from there the underground. The bus station can be reached quickly via a flight of stairs. When we came back in the evening, there is a smaller Sansburry's right next to Ladebroke Grove station which is open until 23:00.

Reviewed on Apr 29, 2025

Manson Place

Manson Place

4 out of 5
London City Centre
Price was $1,461, price is now $1,107 per person
$1,107
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
8.8/10 Excellent! (104 reviews)
Great location within walking distance to museums, cafes and shopping. We were in a basement apartment with a nice kitchen and comfortable bed. Not the cleanest apartment due to the wall-to-wall carpets, the walls that had some stains that weren't cleaned and cobwebs hanging from the ceiling.

Reviewed on Nov 15, 2025

Lancaster Hall Hotel

Lancaster Hall Hotel

3 out of 5
London City Centre
Price was $1,722, price is now $1,010 per person
$1,010
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to London (LHR)
8.8/10 Excellent! (1,183 reviews)
Staff is amazing. Efficient and courteous.

Reviewed on Dec 15, 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 lively bars.

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

$108
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 Jan 18 to Jan 19
$87 total
Jan 18 - Jan 19
Total with taxes and fees
9/10 Wonderful! (1,442 reviews)
Friendly staff and clean room would definitely stay again.

Reviewed on Jan 6, 2026

Hotel La Tour
Oxford Belfry Hotel & Spa

Oxford Belfry Hotel & Spa

4 out of 5
Milton Common Thame England
$85 nightly
The price is $102 total per night from Feb 8 to Feb 9
$102 total
Feb 8 - Feb 9
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
Spacious, clean room

Reviewed on Jan 3, 2026

Oxford Belfry Hotel & Spa
DoubleTree by Hilton Milton Keynes

DoubleTree by Hilton Milton Keynes

4 out of 5
Stadium Way West Milton Keynes England
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $74 total per night from Feb 5 to Feb 6
$74 total
Feb 5 - Feb 6
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Spotless and super clean room. Breakfast and sitting area very clean. Food of very good quality and fresh. Very helpful reception staff who must get asked the same questions every single day but always have a smile on their faces

Reviewed on Jan 1, 2026

DoubleTree by Hilton Milton Keynes
See all 1,414 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 $995 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.