Smithtown Vacations from $711

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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 Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was $1,329, price is now $711 per person
$711
per person
Jan 8 - Jan 11
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

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 $1,637, price is now $882 per person
$882
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!

Reviewed on Oct 19, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $2,660, price is now $1,458 per person
$1,458
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
This hotel is directly on Times Square - great location. Couldn’t have asked for anything more

Reviewed on Oct 28, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,641, price is now $1,529 per person
$1,529
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,273, price is now $1,344 per person
$1,344
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,007 reviews)

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Stay near popular Smithtown attractions

Blydenburgh County Park

6.4/10 (9 reviews)
This 627-acre oasis features scenic Stump Pond and an 18th-century historic district with restored buildings. Explore the lush trails, rent a rowboat, or join a Saturday guided tour of Blydenburgh Farm.
See properties

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 Nov 15 to Nov 16
$140 total
Nov 15 - Nov 16
Total with taxes and fees
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
$117 nightly
The price is $134 total per night from Nov 29 to Nov 30
$134 total
Nov 29 - Nov 30
Total with taxes and fees
Holiday Inn Express Hauppauge-Long Island
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
$148 nightly
The price is $165 total per night from Nov 1 to Nov 2
$165 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,813 reviews)
"Very bad customer services & inhuman hotel polises"

Reviewed on Oct 28, 2026

East Norwich Inn
See all 1,159 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

What's included in a Smithtown vacation package?
A Smithtown vacation package lets you combine round-trip flights, a hotel stay, and a rental car for convenient travel. Many hotels in the area offer free breakfast, providing a great start to your day before exploring. Many hotels also provide airport shuttle service from major hubs like John F. Kennedy International Airport (JFK) and LaGuardia Airport (LGA), making arrivals and departures smoother. Given Smithtown's focus on outdoor activities and family-friendly attractions, your hotel stay often places you with easy access to these experiences.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Smithtown vacation package?
When you bundle, you can save up to 30%*. To save money on a Smithtown package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Smithtown?
Smithtown, an outdoor and nature destination known for family-friendly attractions, offers a variety of activities for your Smithtown vacation:

Browse and book things to do in Smithtown on Expedia.
Do you need to rent a car in Smithtown, or is public transport enough?
For a Smithtown vacation package, a rental car offers the most flexibility to explore this outdoor and nature destination. Many attractions, including state parks and beaches, are spread out, making a car convenient for reaching them. This is especially true for Smithtown beach vacation packages if you plan to visit multiple coastal spots.

Smithtown is served by Suffolk County Transit bus routes for local travel, and the Long Island Rail Road has stations in Kings Park, Smithtown, and Saint James, connecting to other areas. Major airports like New York, NY (JFK-John F. Kennedy Intl.) and Newark Liberty Intl. Airport (EWR) serve the region. While some hotels may offer shuttle services, a rental car from the airport is often the most straightforward option for your Smithtown vacation packages with flights.
Can I change or cancel my Smithtown vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Smithtown vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Smithtown vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Smithtown vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Smithtown?
To find last-minute vacation packages to Smithtown, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Smithtown vacation packages?
Free cancellation on a Smithtown vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Smithtown vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Smithtown getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Smithtown vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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