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! (1,294 reviews)
"The hotel was clean and quiet"

Reviewed on 24 Aug, 2025

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Norwalk Inn & Conference Center
Hilton Garden Inn Westbury

Hilton Garden Inn Westbury

3 out of 5
1575 Privado Rd, Westbury, NY
Fully refundableReserve now, pay when you stay
The price is S$212 per night from 1 Sept to 2 Sept
S$212
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,189 reviews)
"Staff was friendly and very helpful. Area is walkable with many shops. Rooms were good. Bathroom shower looked old, but was usable regardless. Enjoyed my stay there."

Reviewed on 17 Aug, 2025

Hilton Garden Inn Westbury
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike, Westbury, NY
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 11 Sept to 12 Sept
S$155
11 Sept - 12 Sept
includes taxes & fees
7.8/10 Good! (1,153 reviews)
"Front desk staff is very helpful housekeepers check to see if you need anything."

Reviewed on 23 Aug, 2025

Inn at Jericho
See all 1,165 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.