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Chester New York Accommodations

Find accommodations in Chester with the hotel list provided below. Find discounted hotel accommodations in or close to Chester, NY for your upcoming individual or group travel. Discover the most favored Chester New York hotel/motel rooms. Review the Chester hotel list below to find the perfect lodging. We also have a map of the Chester hotels. Planning a group? Lock in Chester Group Hotel Discounts

The Chester center point is around 2 miles northeast of The Rock Sports Park/Frozen Ropes and 7 miles southwest of Brotherhood Winery.

Chester Hotels & Accommodations

Holiday Inn Express & Suites in Chester 2 Bryle Place, Chester, NY 10918
  • 2-star Rural hotel
  • 80 rooms in hotel
  • The majority of guests complained about the bathroom
  • Right off the highway
From$119
Very Good 4.0 /5Review Score CallBookMore Details
Glenmere Mansion 634 Pine Hill Rd. Po Box 170, Chester, NY 10918
  • Affordable property
  • Check in time: 15:00
Sleep Inn & Suites Monroe Woodbury in Monroe 1 Sleep Way, Monroe, NY 10950 ~3.82 miles east of Chester
  • 3-star Suburban property
  • 64 sleeping rooms in hotel
Comfort Inn & Suites Goshen / Middletown - Goshen 20 Hatfield Lane, Goshen, NY 10924 ~4.70 miles northwest of Chester
  • 3 star Suburban property
  • 95 sleeping rooms in hotel
Arrow Park 1061 Orange Turnpike, Monroe, NY 10950 ~6.41 miles southeast of Chester
  • Cheap Lake property
  • 4 suites in property
Hampton Inn Harriman Woodbury 60 Centre Dr., Central Valley, NY 10917 ~7.62 miles east of Chester
  • Affordable Mountain hotel
  • Check in: 3:00pm
  • Affordable parking
  • The majority of guests thought they were poorly maintained
Americas Best Value Inn 139 Route 32, Central Valley, NY 10917 ~7.64 miles east of Chester
  • Low priced Suburban hotel
  • Hotel has 45 rooms
  • Carpet filthy
  • Rooms need regular maintenance
Holiday Inn Middletown Goshen in Middletown 68 Crystal Run Rd., Middletown, NY 10941 ~8.06 miles northwest of Chester
  • Affordable Suburban property
  • 101 rooms in property
  • New sheets
  • The smell of smoke
Microtel Inn & Suites Middletown 19 Crystal Run Crossing, Middletown, NY 10941 ~8.14 miles northwest of Chester
  • Low-priced Highway hotel
  • Check-in time: 3:00PM
  • Easily accessible by car and has restaurants and bars nearby
  • Close to restaurants and shopping
Hampton Inn Middletown 20 Crystal Run Crossing, Middletown, NY 10941 ~8.14 miles northwest of Chester
  • Midscale Suburban hotel
  • Fitness center on property
  • Very good business hotel
  • Clean rooms
Courtyard by Marriott - Middletown 24 Crystal Run Crossing, Middletown, NY 10941 ~8.16 miles northwest of Chester
  • Mid-scale Suburban property
  • 4 suites in hotel
From$85
Very Good 4.5 /5Review Score CallBookMore Details
Days Inn Middletown - New Hampton 4939 Route 17m, New Hampton, NY 10958 ~8.45 miles west of Chester
  • Two-star Highway hotel
  • Complimentary breakfast is offered
Home2 Suites by Hilton Middletown in Middletown 600 Route 211 East, Middletown, NY 10941 ~9.14 miles northwest of Chester
  • 3-star property
  • Check in time: 15:00
From$119
Very Good 4.5 /5Latest Reviews CallBookMore Details
Super 8 Middletown 563 Route 211 East, Middletown, NY 10940 ~9.34 miles northwest of Chester
  • Inexpensive Highway hotel
  • Free comp. breakfast
Wallkill Inn & Suites - Middletown 551 Route 211 East, Middletown, NY 10941 ~9.36 miles northwest of Chester
  • Low priced Suburban hotel
  • 2 floors in hotel
  • Great service
  • Not very clean
Sleep Inn & Suites - Middletown 3491 Route 6, Middletown, NY 10940 ~9.61 miles west of Chester
  • Low-priced Highway hotel
  • 108 rooms in property
Super 8 - Montgomery
+1-800-881-1523
207 Montgomery Rd., Montgomery, NY 12549 ~10.79 miles north of Chester
  • 2 star Airport property
  • Comp. Breakfast
  • Fair breakfast prices
  • Most guests said the beds were comfortable
Holiday Inn Express & Suites Montgomery 2105 State Route 208, Montgomery, NY 12549 ~11.43 miles north of Chester
  • Three Star Highway hotel
  • Comp. Breakfast
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport : 180 Breunig Rd. 180 Breunig Rd., New Windsor, NY 12553 ~12.72 miles northeast of Chester
  • Mid-scale Rural hotel
  • 125 suites in hotel
  • Quiet location
  • Well appointed kitchen
Econo Lodge
+1-866-429-5787
310 Windsor Highway, New Windsor, NY 12553 ~13.42 miles northeast of Chester
  • Low Cost Rural hotel
  • Hotel has 7 suites
Econo Lodge Near Stewart Inter : 310 Windsor Highway Sr 32 310 Windsor Highway Sr 32, New Windsor, NY 12550 ~13.44 miles northeast of Chester
  • Economy property
  • Free comp. breakfast
Days Inn Newburgh West Point / Stewart Intl Airport : 915 Union Ave. I 84 915 Union Ave. I 84, New Windsor, NY 12553 ~13.61 miles northeast of Chester
  • Two-star Airport property
  • Comp. Breakfast
From$100
Very Good 4.0 /5Latest Reviews CallBookMore Details
Courtyard by Marriott Newburgh in Newburgh 4 Governor Dr., Newburgh, NY 12550 ~13.85 miles northeast of Chester
  • 3 star Rural property
  • Airport shuttle available
  • The majority of guests thought rooms were spacious
  • Staff and facilities were top notch
From$114
Very Good 4.0 /5Latest Reviews CallBookMore Details
Four Points by Sheraton - Newburgh 5 Lakeside Rd., Newburgh, NY 12550 ~14.07 miles northeast of Chester
  • 3-star Airport hotel
  • 2 conference rooms in property
Hampton Inn & Suites : 1 Crossroads Court 1 Crossroads Court, Newburgh, NY 12550 ~14.20 miles northeast of Chester
  • Three Star property
  • 3 meeting rooms in hotel
  • Great location
  • Friendly service
From$80
Very Good 4.5 /5Reviews CallBookMore Details
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