Deals on vacations and trips to Sugar Loaf
Save when you book Sugar Loaf package deals
Sugar Loaf flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook
Price was $254, price is now $221 per person
$221
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Microtel Inn & Suites by Wyndham Middletown
Price was $346, price is now $299 per person
$299
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A computer station, dry cleaning, and luggage storage are also on offer.
Super 8 by Wyndham Middletown
Price was $270, price is now $235 per person
$235
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and a safe deposit box are also provided.
Courtyard by Marriott Newburgh Stewart Airport
Price was $467, price is now $412 per person
$412
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Newburgh (SWF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Wildflower Farms, Auberge Collection
Save 100% on your flight
Price was $3,444, price is now $3,059 per person
$3,059
per person
Mar 18 - Mar 22
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like valet parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.
Top Sugar Loaf hotels deals
Crowne Plaza Suffern - Mahwah by IHG
3 Executive Blvd Suffern NY
Free Cancellation
$107 nightly
The price is $125 total per night
$125 total
Jan 30 - Jan 31
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Pet friendly
Parking included
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $120 total per night
$120 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free train station pick-up. Free perks include on-the-go breakfast, free self parking, and a shopping center shuttle.
Pool
Breakfast included
Hampton Inn & Suites Mahwah
290 Rt 17s Mahwah NJ
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $131 total per night
$131 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Mountain Creek
200 Route 94 Vernon NJ
$270 nightly
The price is $309 total per night
$309 total
Jan 19 - Jan 20
Total with taxes and fees
The ski-in/ski-out access and water park are among the highlights at this hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Bring the family and enjoy the waterslide, along with mountain biking.
Pool
Hot Tub
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Free Cancellation
$94 nightly
The price is $111 total per night
$111 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $114 total per night
$114 total
Jan 25 - Jan 26
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Spa
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
The Rock Sports Complex
4/5(4 reviews)
Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.
Castle Fun Center
4/5(7 reviews)
You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops.
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.
Frequently asked questions
Photos of local treasures
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