Smithtown Holidays

Photo by Doug Kerr

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Top hotels in 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
8.6/10 Excellent! (1,270 reviews)
"The staff was friendly and helpful. The hotel itself has had some renovations but needs more. Pillow are little and they need new linens. Pool is nice but not worth paying extra for. We didn’t eat at the onsite restaurant but did have drinks at the bar which were good- only issue is that there was ..."

Reviewed on 3 Aug, 2025

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Norwalk Inn & Conference Center
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway, Hauppauge, NY
Fully refundableReserve now, pay when you stay
The price is S$210 per night from 18 Aug to 19 Aug
S$210
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"Great property! Great location. Elevators slow, so get a room on lower floors. 😉 Otherwise excellent."

Reviewed on 3 Aug, 2025

Hyatt Regency Long Island
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 S$161 per night from 2 Sept to 3 Sept
S$161
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (1,171 reviews)
"The staff was helpful & knowledgeable"

Reviewed on 4 Aug, 2025

Hampton Inn Long Island-Brookhaven
See all 1,143 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 holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday packages, organise 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 holiday, 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 holiday package to Smithtown?
Smithtown has everything you need for an amazing trip. Begin your Smithtown holiday 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 personalise your search by "Property class," "Number of bedrooms," "Traveller 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 holiday as a package?
An Expedia holiday 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 holiday package to Smithtown?
If you're planning a spontaneous Smithtown holiday, 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 accommodation, 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.