Winslow Vacations from $409

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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.
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

3 out of 5
Price was $464, price is now $409 per person
$409
per person
May 29 - May 31
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Wilmington (ILG)
9.2/10 Wonderful! (364 reviews)
The Staff was excellent. Tiffany made sure my friends and I had everything we needed and gave us a complete lay of the local activities which made our stay that much more enjoyable.

Reviewed on Mar 17, 2026

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
Price was $503, price is now $431 per person
$431
per person
May 29 - May 31
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Wilmington (ILG)
9.2/10 Wonderful! (669 reviews)
Great location and nice place to stay. Walk to nearby things to do and enjoy.

Reviewed on Mar 28, 2026

Springhill Suites By Marriott Frederica

Springhill Suites By Marriott Frederica

2.5 out of 5
Price was $640, price is now $555 per person
$555
per person
May 29 - May 31
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Wilmington (ILG)
9.2/10 Wonderful! (245 reviews)
yes breakfast was plentiful

Reviewed on Mar 27, 2026

Fairfield Inn & Suites Wilmington New Castle

Fairfield Inn & Suites Wilmington New Castle

3 out of 5
Price was $530, price is now $482 per person
$482
per person
May 23 - May 25
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Wilmington (ILG)
8.8/10 Excellent! (977 reviews)
Excellent service from check in to check out. Pool was well kept and my daughters enjoyed their brief stay. Will definitely be returning if we are ever in the area.

Reviewed on Mar 22, 2026

The Waverly

The Waverly

4 out of 5
Price was $1,228, price is now $1,122 per person
$1,122
per person
May 26 - May 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Wilmington (ILG)
No reviews
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Discover the most popular places to visit in Winslow

Sharrott Winery

You can enjoy a tasting or tour at Sharrott Winery during your travels to Hammonton. You can attend a sporting event while in the area.

Sharrott Winery

Pinelands Golf Club

Enjoy a round of golf in Hammonton at Pinelands Golf Club. You can attend a sporting event while in the area.

Pinelands Golf Club

Winslow Wildlife Management Preserve Lake

Commune with nature and explore the great outdoors at Winslow Wildlife Management Preserve Lake during your travels in Hammonton. You can attend a sporting event while in the area.

Winslow Wildlife Management Preserve Lake

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
$87 nightly
The price is $97 total per night from Apr 19 to Apr 20
$97 total
Apr 19 - Apr 20
Total with taxes and fees
Howard Johnson by Wyndham Blackwood Near Philadelphia
Fairfield Inn by Marriott Deptford

Fairfield Inn by Marriott Deptford

3 out of 5
1160 Hurffville Rd Woodbury NJ
$87 nightly
The price is $100 total per night from Apr 12 to Apr 13
$100 total
Apr 12 - Apr 13
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Your description of pets free were totally incorrect and the correct fee is 150 non refundable. Thank you for the incorrect information

Reviewed on Apr 4, 2026

Fairfield Inn by Marriott Deptford
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
$139 nightly
The price is $159 total per night from Apr 12 to Apr 13
$159 total
Apr 12 - Apr 13
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
My favorite place to stay while working in Jersey. Bonus there is the Yellow Submarine sub shop nearby and they make the best cheese steak subs in South Jersey

Reviewed on Apr 6, 2026

Hyatt Place Mt Laurel
See all 144 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 $409 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.

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.