Sugar Loaf Holidays

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Top hotels in Sugar Loaf

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is 4.454.164 ₫ per night from 26 May to 27 May
4.454.164 ₫
5.484.190 ₫ total
26 May - 27 May
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Came here only to sleep 1 night. definitely will be making plans to spend a long weekend here. it's simply beautiful and almost breathtaking and relaxing. My wife will be using it as her writing retreat."

Reviewed on 21 May 2026

Overlook Lodge at Bear Mountain
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is 3.229.928 ₫ per night from 10 Jun to 11 Jun
3.229.928 ₫
3.815.558 ₫ total
10 Jun - 11 Jun
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Everything was clean, comfortable and in working order."

Reviewed on 19 May 2026

Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is 3.225.974 ₫ per night from 31 May to 1 Jun
3.225.974 ₫
3.810.814 ₫ total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"The rooms were clean and a nice smell in the hallways."

Reviewed on 24 May 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 773 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

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