Hotels in Sugar Loaf

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Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,005 reviews)
This conveniently located Chester hotel offers free perks including WiFi, parking, and weekday breakfast. Splash in the indoor pool after exploring nearby Woodbury Common Premium Outlets. Guests consistently praise the helpful staff and clean rooms.
The price is $101
$119 total
includes taxes & fees
Feb 12 - Feb 13
Holiday Inn Express Hotel & Suites Chester by IHG
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,030 reviews)
Wake up to a complimentary breakfast at this Monroe hotel, just minutes from LEGOLAND® and premium shopping. The fitness center energizes your day while in-room refrigerators and microwaves offer convenience after exploring nearby Museum Village.
The price is $88
$99 total
includes taxes & fees
Feb 26 - Feb 27
Sleep Inn & Suites Monroe - Woodbury
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1,001 reviews)
Wake up to a free breakfast at this Goshen hotel, just 5 minutes from LEGOLAND® New York. Cool off in the seasonal outdoor pool or maintain your routine at the 24-hour fitness center. Guests love the helpful staff and convenient free parking and WiFi.
The price is $93
$115 total
includes taxes & fees
Feb 19 - Feb 20
Fairfield Inn & Suites by Marriott Goshen Middletown
The Orange Inn Boutique Hotel
The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (157 reviews)
Escape to this boutique hotel where 6 coffee shops keep you energized between LEGOLAND® New York adventures. With a restaurant, bar, and free WiFi, you'll enjoy easy access to local attractions while the helpful staff ensures a memorable stay.
The price is $200
$246 total
includes taxes & fees
Feb 11 - Feb 12
The Orange Inn Boutique Hotel
The Hamlet Inn at Warwick
The Hamlet Inn at Warwick
2.5 star property
Warwick
7.4 out of 10, Good, (153 reviews)
Discover comfort at this Warwick hotel offering convenient amenities including complimentary WiFi and parking. The 24-hour front desk ensures round-the-clock assistance, while nearby attractions like Albert Wisner Memorial Library and Veteran's Memorial Park await exploration.
The price is $95
$107 total
includes taxes & fees
Feb 11 - Feb 12
The Hamlet Inn at Warwick
Stagecoach Inn
Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
Unwind at this cozy B&B featuring a lovely garden and terrace. Enjoy complimentary breakfast and room service after a day of adventures at LEGOLAND® New York or the nearby Harness Racing Museum and Hall of Fame.
The price is $235
$289 total
includes taxes & fees
Feb 12 - Feb 13
Stagecoach Inn
Villa Verde BB Greenwood Lake NY
Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (16 reviews)
The price is $198
$224 total
includes taxes & fees
Feb 11 - Feb 12
Villa Verde BB Greenwood Lake NY
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,055 reviews)
Wake up to a complimentary breakfast at this convenient hotel near shopping destinations. The indoor pool offers year-round relaxation after exploring nearby attractions. Rooms include refrigerators and microwaves, with free WiFi and parking completing your comfortable stay.
The price is $106
$130 total
includes taxes & fees
Feb 16 - Feb 17
Hampton Inn Harriman Woodbury
The Dominion House Bed & Breakfast
The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
Unwind at this charming B&B with a refreshing outdoor pool, lush garden, and peaceful terrace. After complimentary breakfast, explore nearby hiking trails or head to LEGOLAND and Woodbury Common Premium Outlets, both within 15 minutes.
The price is $215
$243 total
includes taxes & fees
Feb 12 - Feb 13
The Dominion House Bed & Breakfast
Americas Best Value Inn at Central Valley-Woodbury
Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,002 reviews)
Central Valley motel just 15 minutes from Woodbury Common Premium Outlets and LEGOLAND New York. Guests praise the helpful staff, clean rooms, and overall value. Enjoy complimentary WiFi and parking, plus easy access to Bear Mountain State Park and Old Glory Mall.
The price is $76
$94 total
includes taxes & fees
Feb 11 - Feb 12
Americas Best Value Inn at Central Valley-Woodbury
Comfort Suites Central Valley - Woodbury
Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
9.6 out of 10, Exceptional, (5 reviews)
The price is $93
$114 total
includes taxes & fees
Mar 11 - Mar 12
Comfort Suites Central Valley - Woodbury
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.
The price is $93
$109 total
includes taxes & fees
Feb 15 - Feb 16
Courtyard by Marriott Middletown Goshen
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (703 reviews)
Situated just minutes from LEGOLAND® New York and Galleria at Crystal Run, this hotel offers a refreshing indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while the helpful staff ensures a pleasant stay in clean, business-friendly accommodations.
The price is $108
$128 total
includes taxes & fees
Feb 15 - Feb 16
Holiday Inn Express & Suites Middletown - Goshen by IHG
Days Inn by Wyndham Middletown
Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (679 reviews)
Wake up to a complimentary on-the-go breakfast at this motel before heading to nearby LEGOLAND® New York, just a 10-minute drive away. Take a refreshing dip in the seasonal outdoor pool after exploring Soons Orchards in the area.
The price is $84
$99 total
includes taxes & fees
Feb 12 - Feb 13
Days Inn by Wyndham Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
Wake up to a complimentary breakfast before exploring nearby attractions like LEGOLAND® New York and Paramount Theatre. After sightseeing, enjoy a refreshing swim in the indoor pool or visit the 24-hour fitness center. Free WiFi and parking enhance your stay.
The price is $93
$109 total
includes taxes & fees
Mar 2 - Mar 3
Sleep Inn & Suites Middletown - Goshen
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (972 reviews)
Modern accommodations just minutes from LEGOLAND® New York. This hotel offers complimentary English breakfast, WiFi, and parking. Energize at the 24-hour fitness center or relax on the terrace after exploring nearby Orange County Fairgrounds.
The price is $89
$106 total
includes taxes & fees
Feb 16 - Feb 17
Tru by Hilton Middletown
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (41 reviews)
Set in Middletown, this hotel offers convenient access to LEGOLAND® New York and Galleria at Crystal Run. Just 28 minutes from Stewart Intl. Airport and 22 minutes from Harriman Station, it's perfectly positioned for regional exploration.
The price is $101
$119 total
includes taxes & fees
Mar 1 - Mar 2
Candlewood Suites Middletown Goshen by IHG
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
This quiet Middletown hotel offers a seasonal outdoor pool and free breakfast just minutes from LEGOLAND® New York. Clean rooms provide comfort after visiting the Galleria at Crystal Run mall. With free WiFi and parking, plus fitness center access, guests praise the helpful staff.
The price is $81
$95 total
includes taxes & fees
Feb 26 - Feb 27
Hampton Inn by Hilton Middletown
Studio Lakeside Retreat Fast Wifi Great WFH
Studio Lakeside Retreat Fast Wifi Great WFH
2.0 star property
Monroe
The price is $83
$214 total
includes taxes & fees
Feb 11 - Feb 12
Studio Lakeside Retreat Fast Wifi Great WFH
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999 reviews)
Wake up refreshed at this welcoming Middletown hotel where complimentary continental breakfast jumpstarts your day. Just a short drive from LEGOLAND® New York and Galleria at Crystal Run, enjoy free WiFi and parking while helpful staff ensure a pleasant stay.
The price is $91
$107 total
includes taxes & fees
Mar 2 - Mar 3
Microtel Inn & Suites by Wyndham Middletown
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.

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Frequently asked questions

What accommodations do travelers like in Sugar Loaf?
Can I book refundable accommodations in Sugar Loaf?
If you need the flexibility to change your plans to Sugar Loaf, most accommodations offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Sugar Loaf be like during my visit?
The warmest months in Sugar Loaf are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 32°F. The rainiest months are July and October.
Why should I book my Sugar Loaf hotel through Hotels.com?
There are plenty of reasons to book your Sugar Loaf travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.