Sugar Loaf Holiday Rentals, Chester: Private House Rentals

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Sugar Loaf hotels

Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

1. Sleep Inn & Suites Monroe - Woodbury

Monroe

Crysta

Rp2.407.507 total

includes taxes & fees

5 Aug - 6 Aug

2. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Annette

Rp2.186.425 total

includes taxes & fees

5 Aug - 6 Aug

3. Hampton Inn Harriman Woodbury

Central Valley

Jerthys

Rp3.024.348 total

includes taxes & fees

26 Jul - 27 Jul

4. Crowne Plaza Suffern - Mahwah by IHG

Suffern

Denise

Rp2.300.283 total

includes taxes & fees

9 Aug - 10 Aug

5. The Orange Inn Boutique Hotel

Goshen

Michael

Rp5.461.143 total

includes taxes & fees

28 Jul - 29 Jul

6. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Kathleen

Rp3.182.180 total

includes taxes & fees

2 Aug - 3 Aug

7. Home2 Suites by Hilton Middletown

Middletown

Chris

Rp4.327.890 total

includes taxes & fees

29 Jul - 30 Jul

8. Courtyard by Marriott Middletown Goshen

Middletown

Mike Streets

Rp2.501.138 total

includes taxes & fees

27 Jul - 28 Jul

9. Hampton Inn & Suites Mahwah

Mahwah

Karthikeyan

Rp2.341.371 total

includes taxes & fees

9 Aug - 10 Aug

In-room safe, desk, iron/ironing board (on request)

10. Super 8 by Wyndham Montgomery Maybrook

Montgomery

Natalya

Rp1.624.294 total

includes taxes & fees

27 Jul - 28 Jul

11. Sleep Inn & Suites Middletown - Goshen

Middletown

Kimberly

Rp2.594.423 total

includes taxes & fees

11 Aug - 12 Aug

12. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Rahul Reddy

Rp2.501.772 total

includes taxes & fees

16 Aug - 17 Aug

13. Hampton Inn by Hilton Middletown

Middletown

Jasmine

Rp2.117.342 total

includes taxes & fees

12 Aug - 13 Aug

14. Days Inn by Wyndham Middletown

New Hampton

Arthur

Rp1.961.327 total

includes taxes & fees

26 Jul - 27 Jul

15. Residence Inn by Marriott Middletown Goshen

Middletown

Lady

Rp4.176.612 total

includes taxes & fees

4 Aug - 5 Aug

16. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Arnethia

Rp2.760.038 total

includes taxes & fees

9 Aug - 10 Aug

17. Appalachian Motel

Vernon

Lorrie

Rp1.232.606 total

includes taxes & fees

23 Jul - 24 Jul

Comfort Room, 2 Double Beds | Iron/ironing board (on request), free WiFi

18. High Point Motel

Sussex

Max

Rp1.980.427 total

includes taxes & fees

22 Jul - 23 Jul

19. Homewood Suites Stewart Airport

New Windsor

Alyssa

Rp5.539.112 total

includes taxes & fees

26 Jul - 27 Jul

20. Fairfield Inn & Suites Mahwah

Mahwah

WESLERDERCE

Rp2.255.817 total

includes taxes & fees

26 Jul - 27 Jul

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Stay near popular Sugar Loaf attractions

Sugar Loaf Performing Arts Center

You can make plans for a show at Sugar Loaf Performing Arts Center during your trip to Sugar Loaf. Make some time to visit the shops while you're in the area.

See properties

Top Sugar Loaf Hotel Reviews

The Thayer Hotel at West Point

10/10 Excellent

"This hotel feels like history when you reach the road it over looks. Obviously close enough to west point, shuttles are close by and the cute town close to the hotel has enough to walk to as well. The hotel was a fun stay because of all the fun architecture and its surroundings. Worth a stay to do what is local and to tour West Point. I’d stay here again if I came to this town!! But not sure there are many other options this close anyways!"

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Stayed here with my 2 kids during the July 4th weekend. The hotel is beautiful, well maintained, and most importantly quiet, and spotless. We checked in on 7/1 and the check-in process was very easy. Parking was free and very convenient. Our room was very nice, and peaceful. The amenities were spot on (beautiful pool area, free breakfast (which btw was amazing) and room service upon request. All in all, 1000/1000 experience! I’m going to visit this hotel again soon."

Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent

"Overall, the room was extremely clean and well kept. The staff at the front desk was extremely polite and welcoming. Breakfast every morning was hot and fresh and delicious. The coffee available throughout the day was very much appreciated. Learned only our second day in that there is EV charging at the back of the property. It was very, very hot so the water and bananas available in the foyer were also very much appreciated as they kept us hydrated and potassium levels up."

Inn on the Hudson

8/10 Good

"I booked two rooms for me, my adult daughter and her two teen daughters, one teen son, and my daughter's two dogs, for my grandson's graduation from Air Assault school at West Point. Each room had two double beds. The rooms were generally clean, but worn. The air conditioning worked noisily but well, which was important for the early July weather. My room had water on the floor upon arrival next to the refrigerator, but an extra towel quickly took care of that. The water was due to the refrigerator freezer defrosting because it was turned off prior to our arrival. Bed and bathroom linens were clean and a check of the beds revealed no surprises. The free breakfast was mostly some hard boiled eggs, breakfast cereal, and make your own waffles. I asked about water and was told the bathroom sinks had some. There was a vending machine with drinks and snacks in the lobby area adjacent to the breakfast stuff. In case it's not clear, the pool has been closed for years. There was a $50 charge for each dogs per day, which I knew was coming, so I was not surprised. I was thankful they allowed them. I did not detect any bad smells in our room which sometimes happens with pet-friendly hotels. The lack of bad smells is probably due to the fact that the floors are wood or lvp tile, not carpet. Water pressure and temperature was good for showers. The bathtub lining was cracked/peeling up in a few areas, but not horrible. All in all, not the greatest, but I don't regret staying there."

More cheap stays in Sugar Loaf

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

Rp1.290.312

Rp1.524.182 total

13 Aug - 14 Aug

includes taxes & fees

Frequently asked questions

What's the best place to stay in Sugar Loaf?

Sleep Inn & Suites Middletown - Goshen, located 10.2 mi (16.4 km) from the heart of Sugar Loaf, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Overlook Lodge at Bear Mountain and Crowne Plaza Suffern - Mahwah by IHG. See all available top hotels, or vacation rentals in Sugar Loaf.

If I need to cancel my hotel reservation in Sugar Loaf, will I receive a refund?

Yes, you'll find most room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sugar Loaf.

What is staying in Sugar Loaf like?

Visitors can enjoy all that Sugar Loaf has to offer, including the shopping and restaurants. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Sugar Loaf, there are 2 hotels and other accommodation options to choose from. Find out more about Sugar Loaf.

What is there to see in Sugar Loaf?

A favourite place to visit is Sugar Loaf Performing Arts Center. Additionally, you'll find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Take a look at what more there is to see and do in Expedia's Sugar Loaf guide.

What's the weather like in Sugar Loaf?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Sugar Loaf are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

Explore a world of travel with Expedia

Book Hotels in Sugar Loaf on Expedia.com

Find hotels in Sugar Loaf, NY from Rp1.524.182

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sugar Loaf

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sugar Loaf hotels

1. Sleep Inn & Suites Monroe - Woodbury

2. Holiday Inn Express Hotel & Suites Chester by IHG

3. Hampton Inn Harriman Woodbury

4. Crowne Plaza Suffern - Mahwah by IHG

5. The Orange Inn Boutique Hotel

6. Fairfield Inn & Suites by Marriott Goshen Middletown

7. Home2 Suites by Hilton Middletown

8. Courtyard by Marriott Middletown Goshen

9. Hampton Inn & Suites Mahwah

10. Super 8 by Wyndham Montgomery Maybrook

11. Sleep Inn & Suites Middletown - Goshen

12. Holiday Inn Express & Suites Middletown - Goshen by IHG

13. Hampton Inn by Hilton Middletown

14. Days Inn by Wyndham Middletown

15. Residence Inn by Marriott Middletown Goshen

16. Hampton Inn & Suites Newburgh Stewart Airport

17. Appalachian Motel

18. High Point Motel

19. Homewood Suites Stewart Airport

20. Fairfield Inn & Suites Mahwah

Stay near popular Sugar Loaf attractions

Sugar Loaf Performing Arts Center

Top Sugar Loaf Hotel Reviews

The Thayer Hotel at West Point

More cheap stays in Sugar Loaf

Ramada by Wyndham Newburgh/West Point

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app