Sugar Loaf Vacation Packages

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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!

Top Sugar Loaf Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was CA $491, price is now CA $461 per person
CA $461
per person
Oct 24 - Oct 26
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
7.4/10 Good! (502 reviews)
Had a good time there

Reviewed on Aug. 18, 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was CA $801, price is now CA $709 per person
CA $709
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
9.2/10 Wonderful! (775 reviews)
We were stranded in Middletown, NY for 3 days due to a tire issue (waiting on special order tire from Sams Club) and it couldn't have been at a better hotel. Was a very pleasant stay.

Reviewed on Aug. 20, 2025

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
Price was CA $673, price is now CA $607 per person
CA $607
per person
Oct 7 - Oct 11
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
6.4/10 (1,002 reviews)
Well done all around. Good value

Reviewed on Aug. 8, 2025

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
Price was CA $649, price is now CA $587 per person
CA $587
per person
Oct 7 - Oct 11
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
6.2/10 (1,005 reviews)
I was very content. Clean room staff was amazing and very clean

Reviewed on Aug. 11, 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
Price was CA $1,463, price is now CA $1,370 per person
CA $1,370
per person
Oct 2 - Oct 7
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to Newburgh (SWF)
8.4/10 Very Good! (1,006 reviews)
This is the second time we have stayed here. The facilities are clean, the room was clean, and the staff was great. Definitely a great place to stay. So you next time!

Reviewed on Aug. 19, 2025

Ready to book your vacation to Sugar Loaf?

 

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Sugar Loaf Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $132 per night from Sep 2 to Sep 3
CA $132
CA $157 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (520 reviews)
"Had a good time there"

Reviewed on Aug. 18, 2025

The Crossroads Hotel, Newburgh
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Aug 25 to Aug 26
CA $168
CA $191 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"location"

Reviewed on Aug. 16, 2025

Overlook Lodge at Bear Mountain
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is CA $155 per night from Aug 24 to Aug 25
CA $155
CA $181 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Immaculately clean, lovely staff , nice toiletries in bathroom"

Reviewed on Aug. 18, 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 695 properties in Sugar Loaf
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sugar Loaf vacation package cost?
Offering great value package deals from CA $461 on Expedia, you'll be thrilled with how little a vacation to Sugar Loaf costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Sugar Loaf?
Plan your getaway for the shoulder or low season and you're likely to find cheap Sugar Loaf vacation packages. Bear in mind that school vacation periods and local festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Sugar Loaf?
Usually, a handful of days is enough to tick off the major sights during your Sugar Loaf vacation. But if you want to have more time to rest or go on day tours, think about extending your itinerary.
How to find the best Sugar Loaf package deals?
Begin your search for a Sugar Loaf package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Sugar Loaf package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sugar Loaf escape underway.
Is it cheaper to book a Sugar Loaf vacation as a package?
You can enjoy significant savings on your Sugar Loaf break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sugar Loaf?
If you've got your Sugar Loaf travel dates confirmed, book early to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Sugar Loaf?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to visit Sugar Loaf.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to put aside for your trip to Sugar Loaf. Then, pick a property that matches your budget, whether that's a wallet-friendly option or a swankier retreat.
  3. Decide how long to go away for: Now that you know more about Sugar Loaf, you can work out the right length of your break. Put together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Sugar Loaf vacation 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.