Sugar Loaf Vacations from $449

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Your Sugar Loaf Vacation

When a city break is calling your name, answer it with a vacation package to Sugar Loaf. With all your travel needs taken care of before you go, all you need to do here is focus on having the time of your life. You'll want to sightsee during your trip to Sugar Loaf. Carve out some time for big-name attractions such as The Rock Sports Complex, Castle Fun Center and Goosepond Mountain State Park. Expedia has what you need to escape your routine. Tailor your vacation to Sugar Loaf to suit your travel style, whatever that may be!

The Latest Sugar Loaf Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern building with large glass windows and a prominent RII sign.
    Jan 22 - Jan 25

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,453 reviews)
    "The staff was friendly, and helpful. Our room was clean, but very small. Being next to the elevator was not the best as you can hear everything. The location of the hotel is excellent. No parking on site, but there is a parking garage a couple blocks away."
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $700
    $449
    per traveler
    found 2 days ago
    Hotel Riu Plaza New York Times Square
  • A hotel room with a desk, chair, and a view of the cityscape through large windows.
    Dec 30 - Jan 4

    Eurostars The Chemists’ Club Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.4/10 - Exceptional (567 reviews)
    "Very convenient location. Good sized rooms."
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop EWR - ATL • Nonstop
    Save 100% on your flight
    $2,808
    $1,686
    per traveler
    found 1 day ago
    Eurostars The Chemists’ Club Hotel
  • A rooftop terrace with outdoor seating, a city view, and a brick building.
    Jan 15 - Jan 18

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • 1 stop JFK - ATL • 1 stop
    $1,444
    $871
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • A modern outdoor seating area with a sofa, armchairs, and ottomans, a glass door leading to a bedroom, and potted plants.
    Jan 22 - Jan 25

    The Langham, New York, Fifth Avenue + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,003 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $1,114
    $683
    per traveler
    found 2 days ago
    The Langham, New York, Fifth Avenue
  • A rooftop terrace with outdoor seating, potted plants, and a cityscape view.
    Jan 22 - Jan 25

    The Mark + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (724 reviews)
    "Fire alarm went off three times in middle of the night and no apology or refund."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $2,926
    $1,842
    per traveler
    found 2 days ago
    The Mark

Discover the most popular places to visit in Sugar Loaf

Sugar Loaf Performing Arts Center

You can get tickets for a performance at Sugar Loaf Performing Arts Center during your stay in Sugar Loaf. Make some time to visit the shops while you're in the area.
See properties

Sugar Loaf Hotel Deals

A Holiday Inn Express hotel with a covered entrance, a parking lot, and a well-lit facade.

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
2.5 mi from Sugar Loaf
8.8 out of 10, Excellent, (1,000 reviews)
"The hotel is new so everything is fresh, clean and beautiful. My husband and I are retired seniors and loved the fact that it was only a shower. Often a tub does not have a rough surface on the bottom to prevent slipping. So the shower was just perfect. We were upgraded to a suite that was just gorgeous. Could not have been better."
$97 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
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.
See all properties in Sugar Loaf

Frequently Asked Questions

How much does a Sugar Loaf vacation package cost?

You'll find cheap prices from $449 on Expedia for your Sugar Loaf getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Sugar Loaf costs.

What are the cheapest months to go to Sugar Loaf?

October, November and December are the best times to search for cheap Sugar Loaf vacation packages. Choosing to travel in quieter months means you can generally find lower prices on flights and hotels.

How many days is enough for Sugar Loaf?

Usually, a handful of days is enough to visit the top sights during your Sugar Loaf vacation. But if you want to have some time to unwind or go on day tours, think about extending your trip.

How to find the best Sugar Loaf package deals?

Finding a cheap Sugar Loaf package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Sugar Loaf package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.

Is it cheaper to book a Sugar Loaf vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Sugar Loaf vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Sugar Loaf?

Land incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Sugar Loaf adventure.

Does Expedia offer Book Now, Pay Later Sugar Loaf vacation packages?

If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Sugar Loaf vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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