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.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,660, price is now CA $1,098 per person
CA $1,098
per person
Aug 19 - Aug 22
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Beautiful, spacious and comfortable room that is in excellent condition. Same with the bathroom. Front desk are knowledgeable, professional, friendly and can anticipate our needs before we even ask for it. Same with the bell staff and the security. Free coffee in the morning. Free water all day (in a giant bucket in the evenings and at the bell station during the day). No pool. Fitness center is available but not the best. ROOM 3501 is AMAZING. The corner room understandable has windows on the north and east side of the buildings. We very much enjoyed the sunrise, morning, afternoon and evening views from our room. Couch pulls out into a bed. Vibe is definitely nice. Location is VERY convenient: It's across the street from Central Park and about 2 blocks from a subway station.

Reviewed on Jul 3, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,889, price is now CA $1,634 per person
CA $1,634
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,814, price is now CA $1,123 per person
CA $1,123
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
Todo estaba impecable

Reviewed on Jul 8, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,255, price is now CA $3,360 per person
CA $3,360
per person
Aug 27 - Aug 31
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,515, price is now CA $3,033 per person
CA $3,033
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

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Smithtown Hotel Deals

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 $144 per night from Jul 27 to Jul 28
CA $144
CA $161 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very good! (1,605 reviews)
"Always a clean room. Nice staff. Good location."

Reviewed on Jul 8, 2026

Inn at Jericho
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is CA $245 per night from Aug 3 to Aug 4
CA $245
CA $280 total
Aug 3 - Aug 4
includes taxes & fees
6.4/10 (1,678 reviews)
"I was treated very poorly. I had reserved a room with two beds, but when I arrived, they had already given it to someone else and didn't have any more available; they gave me a room with just one bed instead. My son had to sleep curled up on the floor on a cot. The staff at the front desk treated ..."

Reviewed on Jul 8, 2026

Radisson Hotel Hauppauge-Long Island
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jul 22 to Jul 23
CA $132
CA $151 total
Jul 22 - Jul 23
includes taxes & fees
5.2/10 (1,060 reviews)
"Place was dirty. Walls were plaster and old and dirty. Exterior doors opened with brick holding them open. No safety cautions. NO AMENITIES AT ALL"

Reviewed on Jul 7, 2026

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
See all 1,158 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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Stay near popular Smithtown attractions

Blydenburgh County Park

6.4/10 (9 reviews)
Explore the great outdoors at Blydenburgh County Park, a lovely green space in Smithtown. Wander the waterfront in this quaint area.
See properties

Frequently asked questions

How much does a Smithtown vacation package cost?
Offering excellent value package deals from CA $1,098 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.

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