Smithtown Vacations from ₩615,063
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The Latest Smithtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
₩1,029,182
per person
Oct 18 - Oct 20
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
Wallace at front desk was excellent as well as the rest of the Riu team. Housekeeping was superb!
Reviewed on Sep 17, 2026
OYO Times Square
Manhattan
₩832,266
per person
Oct 18 - Oct 20
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
6.8/10 (2,082 reviews)
I did not use any of the amenities because the lobby furniture was so filthy. There was no desire to sit and work from the co working areas. The bed was clean but very minimal carpet with stained badly. Definitely was not worth the cost in some ways. It was like staying at a youth hostel. Nothing against the staff they were very friendly of interacted with literally only used the place to sleep at night.
Reviewed on Sep 17, 2026
Duane Street Hotel Tribeca, Belvilla District 6 Formerly Sonder
Manhattan
₩857,464
per person
Oct 18 - Oct 20
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8/10 Very Good! (960 reviews)
The room was nicer than many of the larger hotel brands in the entire area. Great price, location, amenities and overall experience!
Reviewed on Sep 16, 2026
Find the Best Smithtown Vacation Packages
Smithtown Hotel Deals
Inn at Jericho
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
₩133,225
₩148,702 total
Sep 28 - Sep 29
includes taxes & fees
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
₩174,397
₩199,249 total
Sep 27 - Sep 28
includes taxes & fees
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
₩179,533
₩205,118 total
Sep 20 - Sep 21
includes taxes & fees
8.4/10 Very Good! (1,573 reviews)
"Basic hotel."
Reviewed on Sep 16, 2026
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)
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.
Stonebridge Golf Links and Country Club
5.4/10 (8 reviews)
Designed by Gil Hanse, Stonebridge offers a challenging par-70 course with strategic water hazards and undulating greens. Reserve early morning tee times to enjoy the course's serene beauty and well-maintained fairways.
Caleb Smith State Park
5.0/10 (6 reviews)
This tranquil preserve showcases diverse ecosystems through scenic trails and a Nature Museum with wildlife exhibits. Bring binoculars to spot rare species while exploring wetlands and woods.
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?
You can snap up a vacation package to this popular destination from ₩615,063 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?
To score cheap Smithtown vacation packages, organize your getaway outside of peak times like public holidays and major festivals. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Smithtown?
For your Smithtown vacation, a handful of days will be enough to explore the highlights. Be sure to check out Caleb Smith State Park — it's one of the leading attractions in this destination. If you're after more activities, consider basing yourself here and setting off on some tours from Smithtown.
Is it worth booking a vacation package to Smithtown?
Smithtown has everything you need for an amazing trip. Begin your Smithtown vacation on a high note by visiting major attractions like Caleb Smith State Park.
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.
How to plan a trip to Smithtown?
- Choose when to get away: Check your schedule and get packing. Your preferred season and the activities on offer will also help you decide when to visit Smithtown.
- Budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could crop up during your trip to Smithtown.
- Decide your trip length: Consider how much time you'd like to spend discovering Smithtown. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Smithtown vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
