Winslow Vacations from $888

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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.
Presidential Apartments - Kensington

Presidential Apartments - Kensington

4 out of 5
London City Centre
Price was $1,307, price is now $888 per person
$888
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
16.4/10 Exceptional! (1,888 reviews)
Room was nice, tidy and had everything we needed and the staff were very helpful and friendly.

Reviewed on Nov 5, 2025

Park Lane Apartments Crawford Place

Park Lane Apartments Crawford Place

4 out of 5
London City Centre
Price was $1,323, price is now $928 per person
$928
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
16/10 Exceptional! (17 reviews)
Clean room full kitchen nonworking washing machine

Reviewed on Sep 24, 2025

Cheval Thorney Court at Hyde Park

Cheval Thorney Court at Hyde Park

5 out of 5
London City Centre
Save 100% on your flight
Price was $2,622, price is now $1,734 per person
$1,734
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to London (LHR)
19.6/10 Exceptional! (35 reviews)
Great property and location with excellent service

Reviewed on Mar 23, 2025

Vertus Edit Canary Wharf

Vertus Edit Canary Wharf

4 out of 5
Canary Wharf
Price was $1,386, price is now $931 per person
$931
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
18.4/10 Exceptional! (479 reviews)
Staff so helpful and friendly

Reviewed on Nov 23, 2025

Park Lane Apartments - Shaw House

Park Lane Apartments - Shaw House

3.5 out of 5
London City Centre
Price was $2,038, price is now $1,378 per person
$1,378
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
16/10 Exceptional! (8 reviews)
Lots of room, safe, and close enough to walk to Hyde park, Buckingham palace, West End and other attractions.

Reviewed on Apr 3, 2024

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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 lively bars or top-notch restaurants 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

$105
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
$71 nightly
The price is $85 total per night from Nov 30 to Dec 1
$85 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,423 reviews)
Room nice and clean with a comfy bed

Reviewed on Nov 22, 2025

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
$93 nightly
The price is $112 total per night from Dec 21 to Dec 22
$112 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Bathroom was a little tired looking- couldn’t shut the door without slamming it due to catch not working. Bedroom very dark, a few dim lights but no means of improving lighting to play a board game at the desk. Otherwise an ideal hotel for our trip.

Reviewed on Nov 20, 2025

Oxford Belfry Hotel & Spa
Horwood House Hotel

Horwood House Hotel

3.5 out of 5
Mursley Road Milton Keynes England
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $98 total per night from Nov 30 to Dec 1
$98 total
Nov 30 - Dec 1
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
Really nice hotel. Micheal behind the bar was very efficient and good to chat too.

Reviewed on Nov 20, 2025

Horwood House Hotel
See all 1,402 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 $888 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.