Smithtown Vacation Packages

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Your Smithtown Vacation

When you organize a vacation package to Smithtown, you can relax and enjoy your getaway knowing your travel plans have been made in advance. Uncover the many charms of this lively city while staying in a neighborhood like Huntington Bay, which is great for watersports. Every trip to Smithtown needs a well-designed itinerary. Fill yours with big-name attractions like Stony Brook University, Lake Ronkonkoma and Stonebridge Golf Links and Country Club. Stop daydreaming and start adventuring. Explore the broad range of options on Expedia today and finally put your Smithtown vacation plans into motion!

Top Smithtown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Floral Park Motor Lodge

The Floral Park Motor Lodge

2 out of 5
Price was CA $1,370, price is now CA $895 per person
CA $895
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.2/10 Good! (805 reviews)
This is a nice property and the staff is wonderful. This is a great place to stay.

Reviewed on Aug. 17, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,753, price is now CA $2,071 per person
CA $2,071
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Rooms are so nice and spacious. Plenty of room to enjoy indoor time. Lots of outdoor options on and near the property. Highly recommend. Beautiful views of the bridges and the city.

Reviewed on Aug. 19, 2025

Sanctuary Hotel New York

Sanctuary Hotel New York

4.5 out of 5
Manhattan
Price was CA $3,375, price is now CA $2,113 per person
CA $2,113
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,004 reviews)
We had a great time at The Sanctuary! The sushi restaurant was also fantastic. Highly recommend!

Reviewed on Aug. 14, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,443, price is now CA $935 per person
CA $935
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,450 reviews)
The food is really good, the view is amazing...

Reviewed on Aug. 18, 2025

Allegria Hotel

Allegria Hotel

4 out of 5
Price was CA $1,892, price is now CA $1,238 per person
CA $1,238
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.8/10 Good! (1,195 reviews)
Should keep the restaurant and pool open longer to guests

Reviewed on Aug. 19, 2025

Ready to book your vacation to Smithtown?

 

Choose your dates

Smithtown Hotel Deals

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 CA $216 per night from Aug 31 to Sep 1
CA $216
CA $318 total
Aug 31 - Sep 1
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 Aug. 3, 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
The price is CA $173 per night from Aug 24 to Aug 25
CA $173
CA $200 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,291 reviews)
"Great value for the money"

Reviewed on Aug. 18, 2025

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 CA $161 per night from Sep 4 to Sep 5
CA $161
CA $180 total
Sep 4 - Sep 5
includes taxes & fees
7.8/10 Good! (1,153 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 Aug. 18, 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.
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Discover the most popular places to visit in Smithtown

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

Frequently asked questions

How much does a Smithtown vacation package cost?
Offering excellent value package deals from CA $895 on Expedia, you'll be pleasantly surprised at how much a vacation to Smithtown costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Smithtown?
To pick up cheap Smithtown vacation packages, plan your trip outside of peak times such as public holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Smithtown?
You can explore all the main sights in Smithtown within a few days, including the popular Brentwood State Park. If you want an extended Smithtown vacation, look at what sort of excursions and activities are available close by.
Is it worth booking a vacation package to Smithtown?
It's no wonder a Smithtown vacation is on the to-do list of many travellers. Top attractions like Caleb Smith State Park are just the start of things to see and do here.
How to find the best Smithtown package deals?
Use Expedia's filters to help you find some terrific Smithtown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Smithtown package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Smithtown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Smithtown vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Smithtown?
If you have your Smithtown travel dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Smithtown?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Smithtown.
  2. Budget wisely: In addition to the price of your hotel, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Smithtown.
  3. Decide your trip length: Consider how long you'd like to spend discovering Smithtown. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the ideal Smithtown vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.