Smithtown Vacations from $332

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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 Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $679, price is now $332 per person
$332
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug 12, 2025

Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $771, price is now $390 per person
$390
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.4/10 Very Good! (9 reviews)
Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.

Reviewed on Aug 12, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $2,317, price is now $1,229 per person
$1,229
per person
Oct 12 - Oct 17
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Mattress was very uncomfortable.

Reviewed on Aug 18, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,289, price is now $1,272 per person
$1,272
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug 21, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,354, price is now $758 per person
$758
per person
Oct 9 - Oct 12
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (561 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound

Reviewed on Aug 18, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Smithtown

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

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

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

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Smithtown
$201 nightly
The price is $230 total per night from Aug 31 to Sep 1
$230 total
Aug 31 - Sep 1
Total with taxes and fees
2/10 (1 review)
Summer 2025
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the ..."

Reviewed on Aug 3, 2025

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $147 total per night from Aug 26 to Aug 27
$147 total
Aug 26 - Aug 27
Total with taxes and fees
8.6/10 Excellent! (1,289 reviews)
"Super nice hotel. The staff were friendly, the rooms were so clean, we would stay there again."

Reviewed on Aug 22, 2025

Norwalk Inn & Conference Center
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike, Westbury, NY
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $129 total per night from Sep 15 to Sep 16
$129 total
Sep 15 - Sep 16
Total with taxes and fees
7.8/10 Good! (1,150 reviews)
"Front desk staff is very helpful housekeepers check to see if you need anything."

Reviewed on Aug 23, 2025

Inn at Jericho
See all 1,157 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.

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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 $332 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.