Smithtown Vacations from $454

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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 St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $717, price is now $454 per person
$454
per person
Apr 7 - Apr 10
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
The room was okay , in a great place in terms of walking distance to time square, broadway,

Reviewed on Feb 28, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,462, price is now $861 per person
$861
per person
Apr 7 - Apr 10
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,001 reviews)
Great location - expensive for your return.

Reviewed on Feb 16, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was $2,375, price is now $1,413 per person
$1,413
per person
May 17 - May 22
found 1 day ago
Roundtrip non-stop 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

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,528, price is now $1,551 per person
$1,551
per person
Apr 22 - Apr 25
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Very amazing place, everything is picture worthy.

Reviewed on Feb 21, 2026

Sheraton Parsippany Hotel

Sheraton Parsippany Hotel

4 out of 5
Save 100% on your flight
Price was $890, price is now $551 per person
$551
per person
May 18 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,002 reviews)
everything was great

Reviewed on Feb 19, 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
$110 nightly
The price is $126 total per night from Mar 29 to Mar 30
$126 total
Mar 29 - Mar 30
Total with taxes and fees
6.4/10 (1,414 reviews)
Staff was really nice

Reviewed on Mar 1, 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
$122 nightly
The price is $140 total per night from Mar 5 to Mar 6
$140 total
Mar 5 - Mar 6
Total with taxes and fees
8.2/10 Very Good! (1,373 reviews)
WE GOT SNOWED IN AND CHECK OUT WAS AT 11AM THEY ALLOWED US TO STAY IN ROOM UNTIL 2PM TO FIGURE IT OUT. VERY CLEANED AND NICE FOLKS. WE APPRECIATE EVERYTHING!!!

Reviewed on Feb 28, 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 8 to Mar 9
$135 total
Mar 8 - Mar 9
Total with taxes and fees
8.2/10 Very Good! (1,124 reviews)
It was a great staff! The food was delicious! The rooms are clean! My only complaint would be the beds were a little hard and you should have different pillows since you offer three per bed. That’s only nitpicking. That’s why I gave 5 stars

Reviewed on Mar 1, 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 $454 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.