Sugar Loaf Holiday Rentals, Chester: Private House Rentals

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Our top choices for Sugar Loaf hotels

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.

A modern dining area with blue upholstered chairs and a wooden table. There is a kitchen area visible through an open doorway.

A boat ride with passengers holding binoculars, surrounded by water and themed structures.

1. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Jelinson

Rp1.781.842

Rp2.193.893 total

includes taxes & fees

10 Sept - 11 Sept

A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

A hotel entrance with stone pillars, a covered walkway, and a bench.

A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.

A covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

2. Sleep Inn & Suites Monroe - Woodbury

Monroe

John

Rp1.934.445

Rp2.188.342 total

includes taxes & fees

27 Sept - 28 Sept

A lobby with a fireplace, seating area, and a reception desk.

A hotel room with a large bed, a sofa, a desk, and a bathroom.

A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.

An outdoor patio with brick flooring, round tables, and blue umbrellas.

3. Hampton Inn Harriman Woodbury

Central Valley

Brian

Rp2.010.835

Rp2.475.841 total

includes taxes & fees

21 Sept - 22 Sept

A spacious conference room with a long table, multiple chairs, and a sofa area.

A hotel reception area with a counter, a framed picture, and a coffee station.

An indoor swimming pool with clear water, surrounded by lounge chairs and a red tiled floor.

A hotel room with a kitchenette, a large mirror, a sofa, and a window with curtains.

4. Hampton Inn & Suites Mahwah

Mahwah

Jagdeo

Rp1.866.171

Rp2.139.098 total

includes taxes & fees

20 Sept - 21 Sept

A spacious lobby with a high ceiling, wooden beams, a central green wall with plants, seating areas, and a bar.

A modern lobby with a fireplace, four armchairs, a coffee table, and a desk with a computer.

A modern hotel lobby with a self-service beverage station, a small refrigerator, and a reception desk.

A spacious atrium with a central water feature, multiple seating areas, and a bar.

5. Crowne Plaza Suffern - Mahwah by IHG

Suffern

Michel

Rp2.152.324

Rp2.504.768 total

includes taxes & fees

1 Oct - 2 Oct

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

A modern restaurant with a long counter, wooden chairs, and pendant lighting.

A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.

6. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Leronda

Rp2.275.818

Rp2.802.079 total

includes taxes & fees

13 Sept - 14 Sept

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

A vending machine area with two beverage dispensers and a snack shelf stocked with various products.

A gym with treadmills, a weight bench, and various exercise equipment.

7. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Ju Hyun

Rp2.365.792

Rp2.794.593 total

includes taxes & fees

8 Sept - 9 Sept

A hotel lobby with a reception desk, bar area, and a television displaying news.

A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

A snack display area with various packaged snacks and a sign indicating 'TREATS'.

8. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Vincent

Rp2.300.164

Rp2.717.068 total

includes taxes & fees

13 Sept - 14 Sept

A landscaped outdoor area with a fire feature, seating, and a pathway.

A modern hotel lobby with a seating area, large windows, and a television screen.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

A modern bar area with a curved counter, bar stools, and a television screen.

9. Courtyard by Marriott Middletown Goshen

Middletown

Jason

Rp1.784.488

Rp2.107.928 total

includes taxes & fees

10 Sept - 11 Sept

A hotel entrance with a sign reading "Homewood Suites Hilton".

A hotel room with a TV on a dresser, a dining table with chairs, a sofa, and a bed in the adjacent room.

A hotel lobby with a fireplace, seating areas, and a kitchen area.

A hotel lobby with a curved sofa, two armchairs, a coffee table, and a flower vase. There is a reception desk, a door with an exit sign, and a framed picture on the wall.

10. Homewood Suites by Hilton Mahwah

Mahwah

Mohsena

Rp2.199.957

Rp2.521.700 total

includes taxes & fees

30 Sept - 1 Oct

A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.

A hotel room with a patterned sofa, a small ottoman, a desk with two chairs, a microwave, a wine bottle, and a framed picture on the wall.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.

11. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Peekskill

David

Rp2.663.942

Rp3.046.884 total

includes taxes & fees

13 Sept - 14 Sept

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.

A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

12. Sleep Inn & Suites Middletown - Goshen

Middletown

Rebecca

Rp1.995.134

Rp2.356.754 total

includes taxes & fees

6 Oct - 7 Oct

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

A modern restaurant with a central island, multiple tables, and chairs.

An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

13. Home2 Suites by Hilton Middletown

Middletown

Carl

Rp2.734.157

Rp3.291.470 total

includes taxes & fees

20 Sept - 21 Sept

A modern breakfast bar with a variety of food items and beverages, including a sandwich station, a bowl, and a coffee maker.

A hotel room with a bed, bedside tables, a chair, a window with curtains, and a radiator.

A person using a water dispenser with a sign labeled "Cucumber Water".

A vending machine stocked with beverages and snacks, including soda, chips, and candy.

14. Garner Hotel Mahwah by IHG

Mahwah

Anthony

Rp1.975.904

Rp2.264.880 total

includes taxes & fees

20 Sept - 21 Sept

A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

A hotel room with a large bed, a desk, a chair, and a TV.

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.

15. The Orange Inn Boutique Hotel

Goshen

Sarah

Rp3.638.662

Rp4.480.102 total

includes taxes & fees

7 Sept - 8 Sept

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A gym with exercise equipment, treadmills, and weight machines.

16. Hampton Inn by Hilton Middletown

Middletown

ROBERT

Rp1.737.384

Rp2.052.284 total

includes taxes & fees

6 Oct - 7 Oct

A hotel lobby with a reception desk, seating area with sofas and chairs, a coffee table, and a large mirror.

A hotel entrance with a clear entrance, a reception desk, and a sign indicating a 14-gallon capacity.

An indoor swimming pool with clear water, surrounded by lounge chairs and a glass wall.

A hotel dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and artwork on the walls.

17. Fairfield Inn & Suites Mahwah

Mahwah

Monika

Rp1.859.467

Rp2.131.415 total

includes taxes & fees

10 Sept - 11 Sept

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

A spacious lobby with modern seating, a stone accent wall, and large windows offering views.

A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

18. Residence Inn by Marriott Middletown Goshen

Middletown

jubert cruz

Rp3.475.474

Rp4.105.405 total

includes taxes & fees

13 Sept - 14 Sept

A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

A hotel lobby with a brown leather sofa, a small table with a lamp, a reception desk, and a television on the wall.

A multi-story hotel with a flat roof, a parking lot, and a covered entrance area.

A kitchen with a coffee machine, a trash bin, and a sign for 'Florida's Growers' Pride'.

19. Super 8 by Wyndham Montgomery Maybrook

Montgomery

Paula

Rp1.538.382

Rp1.817.213 total

includes taxes & fees

7 Sept - 8 Sept

A room with a bed, a window with curtains, and a view of greenery outside.

A reception area with a desk, American flag, and various framed pictures on the wall.

A grassy area with a building in the background, surrounded by trees and a hill.

A motel with a parking lot, a large evergreen tree, and a hilly backdrop.

20. Appalachian Motel

Vernon

Naila

Rp992.363

Rp1.137.556 total

includes taxes & fees

7 Sept - 8 Sept

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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

Mountain Creek

10/10 Excellent

"Check-in was interesting, it took a while to get the code I was worried we wouldn’t have a room when we arrived. No one would answer our calls or return phone calls. But when we got there it all worked out we got the code an hour before we arrived. The resort is beautiful. We had a great time on the mountain coaster and sky lift. Lunch was amazing and the staff were great. It was a great experience and we cannot wait to go back."

The Abbey Inn & Spa

10/10 Excellent

"Perfect getaway"

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Had a wonderful 2-night stay. I was a returning guest. The hotel is great, convenient, and very clean. Highly recommended 10/10!"

Hampton Inn Harriman Woodbury

10/10 Excellent

"Excellent room! Very spacious and comfortable. Loved the breakfast bar for the kids. Stopped in for one night after visiting the outlet mall - will do again!"

Fairfield Inn & Suites by Marriott Goshen Middletown

10/10 Excellent

"Clean, comfortable, and very close to Legoland. Parking was easy, and the breakfast was great. Front desk staff was friendly and welcoming. Would definitely stay here again next time we visit Legoland."

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Great"

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Muy lindo hotel, limpio y con gran desayuno. El hall es impresionante y los jardines muy lindos. El gym chico pero sirve. Le falta a la zona un poco mas de opciones de comida. Pero vale la pena."

Courtyard by Marriott Mahwah

10/10 Excellent

"The only no good is the wedside say he oool is available bot is closer and is the only razón to book this hotel"

More cheap stays in Sugar Loaf

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

915 Union Ave New Windsor NY

Rp1.571.726

Rp1.856.291 total

20 Sept - 21 Sept

includes taxes & fees

Sleep Inn & Suites Monroe - Woodbury

1 Sleep Way Monroe NY

Rp1.934.445

Rp2.188.342 total

27 Sept - 28 Sept

includes taxes & fees

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

Rp1.781.842

Rp2.193.893 total

10 Sept - 11 Sept

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Rp1.995.134

Rp2.356.754 total

6 Oct - 7 Oct

includes taxes & fees

Comfort Suites Central Valley - Woodbury

100 Estrada Road Central Valley NY

Rp1.980.844

Rp2.438.914 total

6 Oct - 7 Oct

includes taxes & fees

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Rp2.012.511

Rp2.477.904 total

7 Sept - 8 Sept

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 Crowne Plaza Suffern - Mahwah by IHG and Overlook Lodge at Bear Mountain. 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. A top sight in the area is Woodbury Common Premium Outlets. In Sugar Loaf, there are 3 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 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 Rp1.137.556

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. Holiday Inn Express Hotel & Suites Chester by IHG

2. Sleep Inn & Suites Monroe - Woodbury

3. Hampton Inn Harriman Woodbury

4. Hampton Inn & Suites Mahwah

5. Crowne Plaza Suffern - Mahwah by IHG

6. Fairfield Inn & Suites by Marriott Goshen Middletown

7. La Quinta Inn & Suites by Wyndham Middletown-Goshen

8. Hampton Inn & Suites Newburgh Stewart Airport

9. Courtyard by Marriott Middletown Goshen

10. Homewood Suites by Hilton Mahwah

11. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

12. Sleep Inn & Suites Middletown - Goshen

13. Home2 Suites by Hilton Middletown

14. Garner Hotel Mahwah by IHG

15. The Orange Inn Boutique Hotel

16. Hampton Inn by Hilton Middletown

17. Fairfield Inn & Suites Mahwah

18. Residence Inn by Marriott Middletown Goshen

19. Super 8 by Wyndham Montgomery Maybrook

20. Appalachian Motel

Stay near popular Sugar Loaf attractions

Sugar Loaf Performing Arts Center

Top Sugar Loaf Hotel Reviews

Mountain Creek

The Abbey Inn & Spa

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Hampton Inn Harriman Woodbury

Fairfield Inn & Suites by Marriott Goshen Middletown

Sleep Inn & Suites Middletown - Goshen

Crowne Plaza Suffern - Mahwah by IHG

Courtyard by Marriott Mahwah

More cheap stays in Sugar Loaf

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

Sleep Inn & Suites Monroe - Woodbury

Holiday Inn Express Hotel & Suites Chester by IHG

Sleep Inn & Suites Middletown - Goshen

Comfort Suites Central Valley - Woodbury

Overlook Lodge at Bear Mountain

Frequently asked questions

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