Sugar Loaf Cottages

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Our top choices for Sugar Loaf cottages

A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.

1. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe

Scott

includes taxes & fees

30 Nov - 1 Dec

A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

2. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen

Jessica C.

A house with a view of a bridge and mountains.

3. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Jasmine

includes taxes & fees

16 Nov - 17 Nov

A rustic cabin with a stone exterior, wooden deck, and a small porch.

4. Hello Small Stone

Middletown

John H.

includes taxes & fees

29 Nov - 30 Nov

An outdoor dining area with tables and chairs, surrounded by greenery and a view of the landscape.

5. Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Vernon Township

Cherlyn I.

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a barbecue grill and a trash can.

6. Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

includes taxes & fees

13 Nov - 14 Nov

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Top Sugar Loaf Hotel Reviews

The Thayer Hotel at West Point

10/10 Excellent

"Clean, friendly, great location, great restaurants"

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"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."

Find out more about Sugar Loaf