
Hotels
Hotels in Chester, NY
The stock is mixed, with 3-star the largest single band at 6 of 18, and none of them is within a mile of Sugar Loaf Performing Arts Center, so expect to drive or take transit. The hotel search for Chester starts at Sugar Loaf Performing Arts Center, so every distance below is measured from there, nearest first.
Hotels in Chester: our accommodation partner lists 18 properties within about five miles of Sugar Loaf Performing Arts Center. They average 8.4/10 in guest scores. The 18 nearest are compared below, closest first.

What the hotels in Chester are like
Before the list, the shape of it. These figures cover every property the search found within about five miles of Sugar Loaf Performing Arts Center, not just the 18 shown below, which are simply the closest.
| Measure | Chester | What it tells you |
|---|---|---|
| Properties found | 18 | Everything listed within about five miles of Sugar Loaf Performing Arts Center. The 18 nearest are shown below. |
| Star mix | 1 × 5★, 1 × 4★, 6 × 3★, 3 × 2★ | 3-star is the largest band here. |
| Average guest score | 8.4/10 | Across the 14 rated properties. Supplied by our accommodation partner, not a StubOrder rating. |
| Within a mile of Sugar Loaf Performing Arts Center | 0 of 18 | Nothing here is walkable from Sugar Loaf Performing Arts Center. |
| Closest property | 1.7 mi | From Sugar Loaf Performing Arts Center, in a straight line. |
Hotels in Chester, closest to Sugar Loaf Performing Arts Center first
Pick your dates to price these for the nights you actually want. Nothing is quoted until you do, because a nightly rate for the wrong dates is worse than no rate at all.
-
1786 Farm Cottage Honeymoon Suite Renovated 2022
379 Bellvale Road, Chester
Charming Farm Cottage Honeymoon Suite in Chester Rustic Elegance: Experience a cozy retreat in our newly renovated 1786 Farm Cottage Honeymoon Suite, complete with modern amenitie…
-
Craftsman Hideaway at the 1841 Farmhouse
379 Bellvale Road, Chester
Charming Craftsman Hideaway at the 1841 Farmhouse Historic Charm: Nestled in Chester, this charming 1-bedroom apartment is set in a historic 1841 Farmhouse, offering a unique stay…
-
Elegant Home 7BRs, Game Room, Luxury Yard, Pool
45 Conklingtown Road, Chester
Luxurious Amenities Boasting an elegant 7-bedroom layout, this property offers a game room, luxury yard, and a private pool for ultimate relaxation during your stay. Convenient Lo…
-
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester
Indulge in Comfort and Convenience Modern Amenities: Stay connected with free WiFi and enjoy entertainment with a TV in every room. Start your day right with a cup of coffee from …
-
Large 5-bedroom home with a pool
7 Summerville Road, Chester
Luxurious 5-Bedroom Retreat This stunning 5-bedroom home in Chester offers a private pool, free WiFi, and complimentary parking. Perfect for a relaxing getaway, it is conveniently…
-
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Discover the ultimate getaway at our charming cottage in Monroe, where comfort meets convenience in the heart of nature. Recreation Opportunities Dive into relaxation with our inv…
-
Scenic View - Fire Pit - Near Legoland Woodbury Commons and the Castle
Escape to our charming cabin in Monroe, perfectly situated for adventure seekers and relaxation enthusiasts alike. Convenient Amenities Enjoy seamless connectivity with compliment…
-
Family Home Close to Warwick, 5 Mi to Lake!
26 Harding Way, Monroe
Charming Cottage with Modern Amenities This smoke-free cottage offers complimentary parking nearby. Free self parking is available onsite. Make yourself comfortable in this air-co…
-
Relaxing New York Home w/ Boat Dock & Lake View!
544 Lakes Rd, Monroe
Playground and Complimentary Parking This smoke-free cottage features complimentary parking nearby and a playground. Free Self Parking Free self parking is available onsite. Fully…
-
Quaint Goshen Apartment w/ Patio!
243 Conklingtown Rd, Goshen
Convenient Location This air-conditioned apartment in Goshen is just minutes away from LEGOLAND® New York and other popular attractions like Castle Fun Center. Home-like Comfort M…
-
Spacious Home with Pool, Hot Tub, Mins to Parks Skiing
214 Berry Road, Monroe
Private Pool for Ultimate Relaxation Enjoy a refreshing swim or simply lounge by your own private pool at this spacious home in Monroe. Convenient Location near Popular Attraction…
-
Hudson Valley Cottage Rental 3 bedrooms Monroe NY
137 Berry Road, Monroe
Serene Garden Views Modern Amenities Outdoor Entertainment Area To book your relaxing getaway at Hudson Valley Cottage Rental, reserve your stay now!
-
LEGOLAND® New York Hotel
One Legoland Blvd, Goshen
Your LEGOLAND® adventure doesn't end when the park closes! Stay at the LEGOLAND New York Hotel, designed for kids and built for family fun. Choose from four different themed rooms…
-
Luxury Cottage at Millpond Falls
1 Millpond Lane, Warwick
Luxury Cottage at Millpond Falls in Warwick Serene Garden and Modern Comforts Experience a tranquil stay at Luxury Cottage at Millpond Falls in Warwick. Enjoy the garden, balcony,…
-
Cozy Beautiful Pondside Luxurious Retreat
14 Knight Street, Monroe
Luxurious Retreat with Beautiful Views Spacious Accommodation with Modern Amenities - Featuring 4 bedrooms, a kitchen, and a fireplace, this cozy retreat offers a comfortable stay…
-
Village of Warwick Cozy Apartment
10 Poplar Street, Warwick
Modern Amenities Featuring air conditioning, free WiFi, and a flat-screen TV, this cozy apartment offers modern amenities for a comfortable stay. Convenient Location Located just …
-
Sleep Inn & Suites Monroe - Woodbury
1 Sleep Way, Monroe
Modern Accommodation with Convenient Location Situated in Monroe, Sleep Inn & Suites Monroe - Woodbury offers a range of amenities including concierge services, a fitness centre, …
-
The Hamlet Inn at Warwick
1 Overlook Dr, Warwick
Charming Accommodation in Warwick Convenient Location: Located just 30 km from Metro-North Harriman Station, our inn offers easy access to nearby attractions such as Bear Mountain…
Want a wider list than the one above? You can also search Expedia's own hotel inventory. We do not show its prices here.
How we earn: StubOrder may earn a commission when you book through the Expedia links on this page. It costs you nothing extra, and it never changes which events, venues or places we show you.
Compare more hotels on Expedia (opens Expedia in a new tab)Staying near a specific Chester venue
In Chester the hotels above are already measured from Sugar Loaf Performing Arts Center, so its own hotels page below lists much the same properties, with what is on there.
Venues in Chester
The buildings people book these rooms for. Each links to its schedule and tickets.
What is on in Chester
The reason most people book a room here. Every date links to live tickets and a seat map.
- From about $166.00View Tickets
How to read these listings
Every card carries the same facts in the same order, so two properties can be compared at a glance rather than read as marketing copy.
- Distance is straight-line, not walking. We know where the property is and where Sugar Loaf Performing Arts Center is; we do not know the streets in between. That is why each card also says walkable, long walk or drive, and why those labels are deliberately conservative.
- Guest scores are our accommodation partner’s, not ours. StubOrder does not review hotels. Where a score appears it is theirs, with the review count beside it so you can judge how much weight it carries.
- The rate is the lowest available for the stay you asked for, for two adults, and it moves constantly. Treat it as a comparison between properties rather than a quote.
- Nothing here is paid placement. The order is distance from Sugar Loaf Performing Arts Center, full stop. No property pays to appear or to rank.
Plan the rest of the trip
Notify me of new dates so I can reserve a room early
Frequently asked questions
What kind of hotels are there in Chester?
The stock is mixed, with 3-star the largest single band at 6 of 18, and none of them is within a mile of Sugar Loaf Performing Arts Center, so expect to drive or take transit. They average 8.4/10 in guest scores from our accommodation partner.
Why are no prices shown until I pick dates?
Because a nightly rate only means anything for a specific stay, and asking for one costs a live request. Pick your dates and every property above is priced for exactly those nights, for two adults.
Does StubOrder sell hotels and tickets together?
No. Tickets come from our resale marketplace and rooms from our accommodation partner, as two separate bookings with separate confirmations.
How close are these hotels to the Chester venues?
The hotel search for Chester starts at Sugar Loaf Performing Arts Center, so every distance on this page is measured from there, in a straight line, and each card says plainly whether that is a walk or a drive.
