Smithtown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Doug Kerr

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! (1,283 reviews)
"We loved our stay. The only suggestion would be more overhead lighting"

Reviewed on 11 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
The price is 3.750.175 ₫ per night from 19 Aug to 20 Aug
3.750.175 ₫
4.284.575 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8.2/10 Very Good! (1,007 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
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 3.044.722 ₫ per night from 20 Aug to 21 Aug
3.044.722 ₫
3.398.671 ₫ total
20 Aug - 21 Aug
includes taxes & fees
7.8/10 Good! (1,142 reviews)
"The room felt modern and updated."

Reviewed on 10 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.

Popular places to visit

Stonebridge Golf Links and Country Club

Enjoy a round of golf in Smithtown at Stonebridge Golf Links and Country Club. Wander the waterfront in this family-friendly area.

Stonebridge Golf Links and Country Club

Blydenburgh County Park

Explore the great outdoors at Blydenburgh County Park, a lovely green space in Smithtown. Wander the waterfront in this quaint area.

Blydenburgh County Park

Caleb Smith State Park

You can take time to visit Caleb Smith State Park during your travels to Smithtown. Attend a sporting event in this family-friendly area.

Caleb Smith State Park

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.