Smithtown Vacations from $399
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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.
OYO Times Square
Manhattan
$1,088
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6.8/10 (2,053 reviews)
I did last minute trip here for my birthday solo and I can say I didn’t have any issues apart from it was a little expensive. It’s in the heart of times square so I guess that’s why, it’s walking distance to everything you can think of I would definitely stay here again I definitely felt safe..
Reviewed on Aug 16, 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
Inn at Jericho
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
$96 nightly
$108 total
Aug 25 - Aug 26
Total with taxes and fees
East Norwich Inn
6321 Northern Blvd. East Norwich NY
$134 nightly
$150 total
Aug 20 - Aug 21
Total with taxes and fees
Hilton Long Island/Huntington
598 Broad Hollow Rd Melville NY
Fully refundableReserve now, pay when you stay
$161 nightly
$184 total
Sep 9 - Sep 10
Total with taxes and fees
7.6/10 Good! (1,004 reviews)
"The hotel was easy to locate and reception staff was friendly and professional. The room was mostly clean but needs a couple of lamp shade replacements along with curtains. It's a large hotel so it lacks simplicity and comfort. It was fine for one night and totally overpriced."
Reviewed on Aug 15, 2026
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
How much does a Smithtown vacation package cost?
You can snap up a vacation package to this popular destination from $399 on Expedia. But how much your vacation to Smithtown costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Smithtown?
January, February and April are the best times to search for cheap Smithtown vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for Smithtown?
You can easily explore all the major sights in Smithtown in a few days, including the must-see Stonebridge Golf Links and Country Club. If you're after a longer Smithtown vacation, look at what sort of day trips and activities are available nearby.
Is it worth booking a vacation package to Smithtown?
It's easy to see why a Smithtown vacation is on the must-do list of many travelers. Well-known attractions like Stonebridge Golf Links and Country Club are just the start of what you can explore here.
How to find the best Smithtown package deals?
Landing a cheap Smithtown package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Smithtown package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Smithtown vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can tailor your Smithtown getaway to fit 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 Smithtown?
If you're planning a spontaneous Smithtown vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Smithtown vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Smithtown trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap 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.
