Smithtown Holidays

Photo by Doug Kerr

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Smithtown

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,474, price is now €818 per person
€818
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to New York (JFK)
7.6/10 Good! (852 reviews)
It was a great location and the rooms were extremely clean. The front desk staff is always helpful they go above and beyond to accommodate any need you have. I will definitely stay here again.

Reviewed on 19 Aug 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,791, price is now €953 per person
€953
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to New York (JFK)
8/10 Very Good! (2,135 reviews)
Great location in Ktown. Roomy compared to Times Sq hotels or others downtown walkable!

Reviewed on 18 Aug 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,323, price is now €1,253 per person
€1,253
per person
27 Oct - 3 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Very clean. Congenial staff. Rooms updated. Great location. Tremendous value for the money!

Reviewed on 18 Aug 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,669, price is now €1,020 per person
€1,020
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (1,501 reviews)
We stayed here in order to attend Jackson Browne concert at the nearby Beacon Theatre. Location was excellent for this.

Reviewed on 19 Aug 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was €1,885, price is now €1,156 per person
€1,156
per person
10 Nov - 17 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
Hotel and room was very nice and quiet. My only complaint would be there is no in room coffee machine.

Reviewed on 17 Aug 2025

Top hotels in Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Smithtown
The price is €201 per night from 31 Aug to 1 Sept
€201
31 Aug - 1 Sept
includes taxes & fees
2/10 (1 review)
Summer 2025
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the ..."

Reviewed on 3 Aug 2025

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ 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! (1,290 reviews)
"The bed was pretty comfortable although I wish the sheets were a little softer(in a personal opinion). But the staff was very friendly and the room was very neat and clean. We paid for an early check in, didn’t like that fee in general but then being taxed separately for that, after paying tax on ..."

Reviewed on 17 Aug 2025

Get rates
Norwalk Inn & Conference Center
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 €111 per night from 4 Sept to 5 Sept
€111
4 Sept - 5 Sept
includes taxes & fees
7.8/10 Good! (1,152 reviews)
"From the outside look, you may be tempted to say “ oh it’s average “ but once you get into the rooms, it’s absolutely great."

Reviewed on 18 Aug 2025

Inn at Jericho
See all 1,146 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 from €818 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.