Sugar Loaf Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Sugar Loaf

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is 2.437.251 ₫ per night from 3 Sept to 4 Sept
2.437.251 ₫
2.879.002 ₫ total
3 Sept - 4 Sept
includes taxes & fees
7.2/10 Good! (522 reviews)
"I enjoyed the location. The place was clean and employees were very pleasant"

Reviewed on 21 Aug 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
The price is 4.445.714 ₫ per night from 28 Aug to 29 Aug
4.445.714 ₫
5.029.181 ₫ total
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
Restaurant service was lacking
"Everything was wonderful except the restaurant service. We ordered drinks and a salad. The drinks took a long time to arrive and the salad never did. We finally just asked for the bill. We were there for an hour and a half."

Reviewed on 22 Aug 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 3.056.948 ₫ per night from 2 Sept to 3 Sept
3.056.948 ₫
3.557.523 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Perfect"

Reviewed on 20 Aug 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 698 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.

Popular places to visit

Museum Village

You can spend an afternoon studying the exhibits at Museum Village in Chester. While in this family-friendly area, find time to visit its shops.

Museum Village

Goosepond Mountain State Park

You can take time to visit Goosepond Mountain State Park during your travels to Chester. Visit the shops in this family-friendly area or simply enjoy its restaurants.

Goosepond Mountain State Park

Frequently asked questions

How much does a Sugar Loaf holiday package cost?
You'll find cheap prices 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 holiday to Sugar Loaf costs.
What are the cheapest months to go to Sugar Loaf?
Plan your trip for the low season and you're likely to find cheap Sugar Loaf holiday packages. Bear in mind that public holidays and major local events can impact prices, so do a little research before you go.
How many days is enough for Sugar Loaf?
The ideal duration of your Sugar Loaf holiday depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to tick off all the main sights and explore some hidden spots along the way.
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," "Traveller 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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Sugar Loaf holiday as a package?
Expedia holiday 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 customised Sugar Loaf holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Sugar Loaf?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Sugar Loaf.
  2. Set your budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Sugar Loaf. Then, select a hotel that matches your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Sugar Loaf. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised Sugar Loaf holiday package.