Smithtown Vacations from $438

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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

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $778, price is now $438 per person
$438
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (1,617 reviews)
Very small but clean room!! Staff was super friendly and helpful!:)

Reviewed on Feb 22, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was $3,514, price is now $1,880 per person
$1,880
per person
May 12 - May 17
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (638 reviews)
Close to major shopping and multiple dining options

Reviewed on Jan 21, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was $2,824, price is now $1,558 per person
$1,558
per person
May 12 - May 17
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
Excellent stay, very clean spacious rooms. Location is great - close to everything. Only downfall was the bathroom, very tiny with a pedestal sink right next to the toilet, not great for women who need to get ready.

Reviewed on Feb 24, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $1,293, price is now $748 per person
$748
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Room was great. Buffet breakfast was amazing with so many options. Love the fact that a bar and coffee shop are downstairs next to the lobby.

Reviewed on Feb 24, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,269, price is now $751 per person
$751
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Everything and everyone was just lovely! Comfortable Welcoming Great restaurant

Reviewed on Feb 22, 2026

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Discover the most popular places to visit in Smithtown

Autumn leaves and an old fence at Blydenburgh County Park in Smithtown, Long Island, New York.

Blydenburgh County Park

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

Blydenburgh County Park

Stonebridge Golf Links and Country Club

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

Smithtown Hotel Deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
$122 nightly
The price is $140 total per night from Mar 8 to Mar 9
$140 total
Mar 8 - Mar 9
Total with taxes and fees
6.4/10 (1,409 reviews)
Everything about this stay was falling apart — literally. The fire alarm was hanging off the wall, the balcony lamp was detaching from the exterior, the water never got hot, and the pressure was barely more than a trickle. Basic functionality — things you absolutely expect from even the most budget-friendly ...

Reviewed on Feb 24, 2026

Radisson Hotel Hauppauge-Long Island
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
$118 nightly
The price is $135 total per night from Feb 26 to Feb 27
$135 total
Feb 26 - Feb 27
Total with taxes and fees
8.2/10 Very Good! (1,376 reviews)
Overall atmospher was very nice. Room was well kept and updated. Very happy with my stay.

Reviewed on Feb 25, 2026

Holiday Inn Express Hauppauge-Long Island
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Mar 4 to Mar 5
$135 total
Mar 4 - Mar 5
Total with taxes and fees
8.2/10 Very Good! (1,133 reviews)
Everything was a great experience. Except for 2 elevators being out. Local guy said this is a reoccurring issue. Expensive to fix.

Reviewed on Feb 22, 2026

Hyatt Regency Long Island
See all 1,195 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 $438 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.