Smithtown Vacations from $905
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Your Smithtown Vacation
When you organize a vacation package to Smithtown, you can relax and enjoy your getaway knowing your travel plans have been made in advance. Uncover the many charms of this lively city while staying in a neighborhood like Huntington Bay, which is great for watersports. Every trip to Smithtown needs a well-designed itinerary. Fill yours with big-name attractions like Stony Brook University, Lake Ronkonkoma and Stonebridge Golf Links and Country Club. Stop daydreaming and start adventuring. Explore the broad range of options on Expedia today and finally put your Smithtown vacation plans into motion!
The Latest Smithtown vacation packages
Price found within the past 48 hours. Click for updated prices.
Log Comfort 3
Lower Vailsburg
$905
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8/10 Very Good! (1 review)
The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints.
Reviewed on Aug 3, 2026
Smyth Tribeca
Manhattan
$1,317
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Very nice location near several metro stops helpful bath only complaint was that it was a little noisy with the room on the second floor. Would probably try to get a quieter room next time.
Reviewed on Oct 13, 2026
Stay near popular Smithtown attractions
Blydenburgh County Park
6.4/10 (9 reviews)
This 627-acre oasis features scenic Stump Pond and an 18th-century historic district with restored buildings. Explore the lush trails, rent a rowboat, or join a Saturday guided tour of Blydenburgh Farm.
Stonebridge Golf Links and Country Club
5.4/10 (8 reviews)
Designed by Gil Hanse, Stonebridge offers a challenging par-70 course with strategic water hazards and undulating greens. Reserve early morning tee times to enjoy the course's serene beauty and well-maintained fairways.
Caleb Smith State Park
5.0/10 (6 reviews)
This tranquil preserve showcases diverse ecosystems through scenic trails and a Nature Museum with wildlife exhibits. Bring binoculars to spot rare species while exploring wetlands and woods.
paces steakhouse
After visiting paces steakhouse, make a plan to see the other sights and activities in Smithtown. While you're in the area, stroll along the lakeside.
Smithtown Hotel Deals
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
$122 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
Inn at Jericho
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
$96 nightly
$108 total
Nov 12 - Nov 13
Total with taxes and fees
8/10 Very Good! (1,885 reviews)
"Quick overnite only; though clean it needs updating for electric."
Reviewed on Oct 17, 2026
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundable
$134 nightly
$153 total
Nov 1 - Nov 2
Total with taxes and fees
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 Smithtown Vacation Packages
Smithtown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | MacArthur Airport (ISP) |
Population | 26,500 |
Max Temp Winter | 40ºF |
Max Temp Summer | 75ºF |
Top Sights | Paramount Theater, Heckscher State Park and Vanderbilt Museum |
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Frequently asked questions
What's included in a Smithtown vacation package?
A Smithtown vacation package lets you combine round-trip flights, a hotel stay, and a rental car for convenient travel. Many hotels in the area offer free breakfast, providing a great start to your day before exploring. Many hotels also provide airport shuttle service from major hubs like John F. Kennedy International Airport (JFK) and LaGuardia Airport (LGA), making arrivals and departures smoother. Given Smithtown's focus on outdoor activities and family-friendly attractions, your hotel stay often places you with easy access to these experiences.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Smithtown vacation package?
When you bundle, you can save up to 30%*. To save money on a Smithtown package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Smithtown?
Smithtown, an outdoor and nature destination known for family-friendly attractions, offers a variety of activities for your Smithtown vacation:Browse and book things to do in Smithtown on Expedia.
Do you need to rent a car in Smithtown, or is public transport enough?
For a Smithtown vacation package, a rental car offers the most flexibility to explore this outdoor and nature destination. Many attractions, including state parks and beaches, are spread out, making a car convenient for reaching them. This is especially true for Smithtown beach vacation packages if you plan to visit multiple coastal spots.Smithtown is served by Suffolk County Transit bus routes for local travel, and the Long Island Rail Road has stations in Kings Park, Smithtown, and Saint James, connecting to other areas. Major airports like New York, NY (JFK-John F. Kennedy Intl.) and Newark Liberty Intl. Airport (EWR) serve the region. While some hotels may offer shuttle services, a rental car from the airport is often the most straightforward option for your Smithtown vacation packages with flights.
Can I change or cancel my Smithtown vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Smithtown vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Smithtown vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Smithtown vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Smithtown?
To find last-minute vacation packages to Smithtown, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Smithtown vacation packages?
Free cancellation on a Smithtown vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Smithtown vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Smithtown getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Smithtown vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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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.
