Smithtown Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Smithtown Vacation Packages

Smithtown Hotel Deals

Hampton Inn Long Island-Brookhaven
Hampton Inn Long Island-Brookhaven
2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
The price is ₩178,666 per night from Aug 3 to Aug 4
₩178,666
₩204,126 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,136 reviews)
"Parking is an extra daily fee even though it is in a huge parking lot of a strip mall"

Reviewed on Jul 3, 2025

Hampton Inn Long Island-Brookhaven
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
3 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is ₩133,001 per night from Jul 7 to Jul 8
₩133,001
₩151,956 total
Jul 7 - Jul 8
includes taxes & fees
6.8/10 (1,245 reviews)
"Staff was great."

Reviewed on Jul 1, 2025

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
Fully refundable
The price is ₩195,142 per night from Aug 4 to Aug 5
₩195,142
₩224,413 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (1,392 reviews)
"Small but quality stay. They're planning a major remodel and updating it adding rooms I think this will take away from the uniqueness of this place that's been here for over 50 years"

Reviewed on Jun 30, 2025

The Circle Hotel Fairfield
See all 1,154 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.

Frequently asked questions

How much does a Smithtown vacation package cost?
You can snap up a vacation package to this popular destination 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.