Smithtown Vacation Packages
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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!
Top Smithtown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Manhattan
CA $1,506
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
6.8/10 (2,082 reviews)
I was really disappointed with our stay here. The staff was hardly helpful. A couple were pleasant to talk to but made hardly any effort to help us. Most of the seating downstairs had large stains on them. The room was super basic and either someone left some travel size products in the shower that weren’t cleaned out or they just had random brands left in the shower. It all just felt unprofessional. We will not be staying here again.
Reviewed on Sep 25, 2026
Ready to book your vacation to Smithtown?
Smithtown Hotel Deals
Inn at Jericho
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
CA $122
CA $136 total
Oct 12 - Oct 13
includes taxes & fees
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
CA $191
CA $218 total
Oct 4 - Oct 5
includes taxes & fees
6.6/10 (1,826 reviews)
"Not a good experience money wise. Still waiting on the 100 dollar for incidentals to come back and of course they are saying banks fault but funny I've never had this problem anywhere else and they ran a payment 2 weeks after it was supposed to be ran causing all kinds of problems. And only one yound ..."
Reviewed on Sep 26, 2026
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundable
CA $191
CA $218 total
Sep 27 - Sep 28
includes taxes & fees
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.
Stay near popular Smithtown attractions
Blydenburgh County Park
6.4/10 (9 reviews)
Explore the great outdoors at Blydenburgh County Park, a lovely green space in Smithtown. Wander the waterfront in this family-friendly area.
Stonebridge Golf Links and Country Club
5.4/10 (8 reviews)
Enjoy a round of golf in Smithtown at Stonebridge Golf Links and Country Club. Wander the waterfront in this family-friendly area.
Caleb Smith State Park
5.0/10 (6 reviews)
You can take time to visit Caleb Smith State Park during your travels to Smithtown. Attend a sporting event in this family-friendly area.
paces steakhouse
After visiting paces steakhouse, make a plan to see the other sights and activities in Smithtown. While you're in the area, stroll along the lakeside.
Frequently asked questions
How much does a Smithtown vacation package cost?
Offering excellent value package deals from CA $1,126 on Expedia, you'll be pleasantly surprised at how much a vacation to Smithtown costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Smithtown?
To pick up cheap Smithtown vacation packages, plan your trip outside of peak times such as public holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Smithtown?
You can explore all the main sights in Smithtown within a few days, including the popular Brentwood State Park. If you want an extended Smithtown vacation, look at what sort of excursions and activities are available close by.
Is it worth booking a vacation package to Smithtown?
It's no wonder a Smithtown vacation is on the to-do list of many travellers. Top attractions like Caleb Smith State Park are just the start of things to see and do here.
How to find the best Smithtown package deals?
Use Expedia's filters to help you find some terrific Smithtown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Smithtown package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Smithtown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Smithtown vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Smithtown?
If you have your Smithtown travel dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Smithtown?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Smithtown.
- Budget wisely: In addition to the price of your hotel, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Smithtown.
- Decide your trip length: Consider how long you'd like to spend discovering Smithtown. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the ideal Smithtown vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
