Smithtown Vacations from $434

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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.
Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $861, price is now $434 per person
$434
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,184 reviews)
The room was very tidy and spacious enough for a person to stay. I stayed for 5 nights, house keeping was done very promptly and staffs felt all welcoming when entering/exiting the building. Have not tried breakfast but I highly recommend on staying at Seville Nomad 👍

Reviewed on Dec 27, 2025

Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $1,691, price is now $783 per person
$783
per person
Feb 12 - Feb 15
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $877, price is now $447 per person
$447
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
We stayed for 2 days. Upon entering the elevator and going up to the third floor it smelled like marijuana the whole time we were there. I told the front desk about it about 4 times. They said they would look into it and the last lady said I'm sorry. This is a non smoking facility! Also the breakfast and the coffee were very cold. The heater in the room was very loud and the refrigerator hummed all night. I expected better service from this hotel for what we paid for it.

Reviewed on Dec 26, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,002, price is now $524 per person
$524
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff were wonderful. Hotel was a great experience

Reviewed on Dec 25, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $1,096, price is now $583 per person
$583
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
Everything was great. Clean. Checkin easy. Right in the heart of Times Square.

Reviewed on Dec 28, 2025

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Discover the most popular places to visit in Smithtown

Stonebridge Golf Links and Country Club

3/5(1 review)

Enjoy a round of golf in Smithtown at Stonebridge Golf Links and Country Club. Wander the waterfront in this family-friendly area.

Stonebridge Golf Links and Country Club

Caleb Smith State Park

You can take time to visit Caleb Smith State Park during your travels to Smithtown. Attend a sporting event in this family-friendly area.

Caleb Smith State Park

Blydenburgh County Park

4.5/5(3 reviews)

Explore the great outdoors at Blydenburgh County Park, a lovely green space in Smithtown. Wander the waterfront in this family-friendly area.

Blydenburgh County Park

Smithtown Hotel Deals

Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $164 total per night from Jan 1 to Jan 2
$164 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8/10 Very Good! (1,099 reviews)
Yes, very clean!

Reviewed on Dec 20, 2025

Hyatt Regency Long Island
Hilton Garden Inn Westbury

Hilton Garden Inn Westbury

3 out of 5
1575 Privado Rd Westbury NY
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Jan 4 to Jan 5
$126 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.8/10 Good! (1,364 reviews)
Room was clean and the staff was excellent

Reviewed on Dec 26, 2025

Hilton Garden Inn Westbury
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundable
$116 nightly
The price is $132 total per night from Jan 5 to Jan 6
$132 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8/10 Very Good! (1,270 reviews)
Clean updated room, decent breakfast stained bathroom tub & molding

Reviewed on Dec 23, 2025

Holiday Inn Express Hauppauge-Long Island
See all 1,187 properties in Smithtown
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 $434 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.