Winslow Vacations from $288

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Your Winslow Vacation

Take away the hard part of planning your next amazing adventure with a Winslow vacation package. Whether you're here for its food, entertainment or something else, you'll find countless exciting experiences to delve into. Your trip to Winslow has to include a little sightseeing. Sharrott Winery is a popular place to kick off your exploring. Don't put off your visit to this city any longer. Your ultimate Winslow vacation is only a few clicks away with Expedia.

The Latest Winslow vacation packages

Price found within the past 48 hours. Click for updated prices.
YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Price was $443, price is now $288 per person
$288
per person
Jan 8 - Jan 10
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.8/10 Exceptional! (77 reviews)
It was our first time staying here! We loved it! Felt like more of a home than a hotel and we had a ton of space in our room! Microwave with mini fridge is amazing so we could enjoy meals we had more than once! Loved the location and we had a wonderful time! Staff was quick at responding when we had questions! Thank you!

Reviewed on Oct 31, 2026

Casa De Miliki

Casa De Miliki

3 out of 5
South Philadelphia
Price was $3,611, price is now $1,961 per person
$1,961
per person
Jan 8 - Jan 10
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews

Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Price was $3,538, price is now $2,037 per person
$2,037
per person
Jan 8 - Jan 10
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!

Reviewed on Mar 2, 2026

New Season Royals

New Season Royals

2 out of 5
Price was $818, price is now $553 per person
$553
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.2/10 Wonderful! (157 reviews)

Kimpton Hotel Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Center City
Price was $744, price is now $552 per person
$552
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Philadelphia (PHL)
9/10 Wonderful! (1,430 reviews)

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Winslow Hotel Deals

Howard Johnson by Wyndham Blackwood Near Philadelphia

Howard Johnson by Wyndham Blackwood Near Philadelphia

2 out of 5
832 N Black Horse Pike Blackwood NJ
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $102 total per night from Dec 7 to Dec 8
$102 total
Dec 7 - Dec 8
Total with taxes and fees
Howard Johnson by Wyndham Blackwood Near Philadelphia
Hyatt Place Mt Laurel

Hyatt Place Mt Laurel

3 out of 5
8000 Crawford Pl Mount Laurel NJ
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Nov 9 to Nov 10
$145 total
Nov 9 - Nov 10
Total with taxes and fees
Hyatt Place Mt Laurel
Comfort Inn & Suites Voorhees/Mt. Laurel

Comfort Inn & Suites Voorhees/Mt. Laurel

2.5 out of 5
1000 Laurel Oak Rd Voorhees NJ
Fully refundable
$68 nightly
The price is $78 total per night from Dec 6 to Dec 7
$78 total
Dec 6 - Dec 7
Total with taxes and fees
6.6/10 (1,005 reviews)
"the room I was in smelled very heavy of smoke. I had to ask the front desk for spray. The floor wasn’t clean and the bathroom shower drain wasn’t draining."

Reviewed on Nov 5, 2026

Comfort Inn & Suites Voorhees/Mt. Laurel
See all 152 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
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Max Temp Winter
40ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Winslow vacation package cost?
Offering excellent value package deals from $288 on Expedia, you'll be pleasantly surprised at how much a vacation to Winslow costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winslow?
May, July and November are the best times to search for cheap Winslow vacation packages. Traveling in quieter periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Winslow?
Typically, a handful of days is enough to explore the main sights during your Winslow vacation. However, if you want to have time to chill out or go on day trips, think about extending your itinerary.
How to find the best Winslow package deals?
Start your search for a Winslow package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Winslow package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winslow adventure off to a flying start.
Is it cheaper to book a Winslow vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customize your Winslow getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Winslow?
Land incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Winslow break.
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 vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot 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.