Smithtown Vacations from $545

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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.
The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,096, price is now $545 per person
$545
per person
Jul 17 - Jul 20
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (285 reviews)
Hair dryer was broken and no one came to repair it. There was a roach. The black out curtain was stuck so I couldn't adjust it. The gasket seal on the fridge door was faulty. The sink randomly leaked. The person who checked me in was oddly aggressive just because I didn't want to sign a blank receipt. Telling me I don't know how to check into hotels as if I'm not in my late 30s...

Reviewed on Feb 21, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,782, price is now $1,374 per person
$1,374
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $5,187, price is now $2,590 per person
$2,590
per person
Jun 18 - Jun 22
found 4 hours ago
Roundtrip flight included
Los Angeles (QLA) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was $5,773, price is now $3,001 per person
$3,001
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (662 reviews)
Customer Service is outstanding

Reviewed on Apr 23, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $4,856, price is now $2,588 per person
$2,588
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.

Reviewed on Apr 17, 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

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

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

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
$127 nightly
The price is $145 total per night from May 10 to May 11
$145 total
May 10 - May 11
Total with taxes and fees
8.2/10 Very Good! (1,199 reviews)
Would stay here again

Reviewed on Apr 22, 2026

Hyatt Regency Long Island
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
$111 nightly
The price is $124 total per night from May 3 to May 4
$124 total
May 3 - May 4
Total with taxes and fees
8/10 Very Good! (1,836 reviews)
It felt like poorly maintained college housing. The drain in the shower didn’t drain at all, the walls are veeeeery thin, I could hear every word remarkably well in the next room so if you’re hoping for a good rest, maybe look for a different option.

Reviewed on Apr 25, 2026

East Norwich Inn
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Apr 28 to Apr 29
$111 total
Apr 28 - Apr 29
Total with taxes and fees
8/10 Very Good! (1,442 reviews)
The room was extremely small which isn't a big deal and although it looked clean at first, we saw the walls looked really dirty or stained & we kept finding long hair everywhere. The room was not kept up as in the floor was very worn with large dirty gaps which is definitely not a housekeeping issue. ...

Reviewed on Apr 20, 2026

Inn at Jericho
See all 1,197 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 $545 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.