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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, Motels & Accommodations

Holiday Inn Express & Suites
+1-888-389-4121
2 Bryle Pl, Chester, NY 10918
  • Midscale Rural hotel
  • Access to gym on-site
From$109
Very Good 4.0 /5Latest Reviews CallBookMore Details
Glenmere Mansion - Chester
+1-888-675-2083
634 Pine Hill Rd. Po Box 170, Chester, NY 10918
  • Affordable property
  • Check in time: 15:00
Sleep Inn & Suites Monroe Woodbury
+1-800-716-8490
1 Sleep Way, Monroe, NY 10950 ~3.82 miles east of Chester
  • 3 star Suburban hotel
  • 6 suites in property
From$89
Very Good 4.5 /5Reviews CallBookMore Details
Fairfield by Marriott Goshen / Middletown in Goshen
+1-800-805-5223
20 Hatfield Lane, Goshen, NY 10924 ~4.70 miles northwest of Chester
  • Midscale Suburban hotel
  • Check in time: 3:00PM
Arrow Park
+1-888-965-1860
1061 Orange Turnpike, Monroe, NY 10950 ~6.41 miles southeast of Chester
  • 2-star Lake hotel
  • Hotel has 4 suites
Hampton Inn Harriman Woodbury
+1-888-788-5576
60 Centre Dr., Central Valley, NY 10917 ~7.62 miles east of Chester
  • Mid-scale Mountain property
  • 136 rooms in hotel
  • Almost all guests said the wifi quality was bad
  • Bathroom is ok
From$80
Very Good 4.0 /5Read Reviews CallBookMore Details
Americas Best Value Inn in Central Valley
+1-888-897-9207
139 Route 32, Central Valley, NY 10917 ~7.64 miles east of Chester
  • Low-priced Suburban hotel
  • Check in: 01.00 PM
  • Two beds didn't work
  • Located near shopping areas with easy access to parking
Microtel Inn & Suites Middletown in Middletown
+1-888-311-4278
19 Crystal Run Crossing, Middletown, NY 10941 ~8.14 miles northwest of Chester
  • Low priced Highway property
  • Hotel has 80 rooms
  • Close to shopping
  • Accessible parking
Courtyard by Marriott : 24 Crystal Run Crossing
+1-888-469-4795
24 Crystal Run Crossing, Middletown, NY 10941 ~8.16 miles northwest of Chester
  • 3 star Suburban property
  • 134 rooms in property
From$105
Very Good 4.5 /5Read Reviews CallBookMore Details
Hampton Inn Middletown Ny : 20 Crystal Run Crossing
+1-888-734-9421
20 Crystal Run Crossing, Middletown, NY 10941 ~8.19 miles northwest of Chester
  • Economy Suburban hotel
  • 3 meeting rooms in hotel
Holiday Inn Express & Suites Middletown Goshen - Middletown
+1-888-841-5292
20 Med Parc Rd., Middletown, NY 10940 ~8.39 miles northwest of Chester
  • 3-star Downtown property
  • Fitness center on property
Days Inn by Wyndham Middletown
+1-888-455-5160
4939 Route 17 M, New Hampton, NY 10958 ~8.44 miles west of Chester
  • 3-star Suburban hotel
  • Comp. Breakfast
TRU Middletown
+1-888-965-8297
41 Dunning Rd., Middletown, NY 10940 ~8.74 miles northwest of Chester
  • Mid-scale hotel
  • 104 rooms in hotel
From$90
Very Good 4.5 /5Read Reviews CallBookMore Details
Home2 Suites by Hilton Middletown : 600 Route 211 East
+1-888-906-6358
600 Route 211 East, Middletown, NY 10941 ~9.18 miles northwest of Chester
  • Three Star Suburban hotel
  • Free breakfast
From$109
Very Good 4.5 /5Review Score CallBookMore Details
Super 8 Middletown - Middletown
+1-888-749-6785
563 Route 211 East, Middletown, NY 10940 ~9.34 miles northwest of Chester
  • Low Cost Highway hotel
  • 82 rooms in property
Wallkill Inn & Suites - Middletown
+1-888-878-9982
551 Route 211 East, Middletown, NY 10941 ~9.36 miles northwest of Chester
  • Cheap Suburban property
  • Hotel has 3 meeting rooms
  • Stairs are quite dirty
  • Bathroom needs cleaning
Residence Inn Middlet Marriott in Middletown
+1-888-389-4485
57 Tower Dr., Middletown, NY 10941 ~9.45 miles northwest of Chester
  • 3-star property
  • Gym / Fitness Center Available
Sleep Inn & Suites : 3491 Route 6
+1-888-389-4121
3491 Route 6, Middletown, NY 10940 ~9.61 miles west of Chester
  • Low-priced Highway hotel
  • 4 floors in hotel
Super 8 by Wyndham Montgomery Maybrook
+1-888-675-2083
207 Montgomery Rd., Montgomery, NY 12549 ~10.78 miles north of Chester
  • Two star Airport hotel
  • Free breakfast
Holiday Inn Express & Suites Montgomery - Montgomery
+1-800-716-8490
2105 State Route 208, Montgomery, NY 12549 ~11.43 miles north of Chester
  • 3-star Highway hotel
  • Hotel has 81 rooms
Homewood Suites by Hilton Newburgh Stewart Airport - New Windsor
+1-800-805-5223
180 Breunig Rd., New Windsor, NY 12553 ~12.72 miles northeast of Chester
  • 3-star Rural hotel
  • 125 rooms in property
From$109
Very Good 4.5 /5Read Reviews CallBookMore Details
Econo Lodge : 310 Windsor Highway
+1-888-965-1860
310 Windsor Highway, New Windsor, NY 12553 ~13.42 miles northeast of Chester
  • Economy Rural hotel
  • Complimentary breakfast is offered
Econo Lodge Near Stewart Inter in New Windsor
+1-888-788-5576
310 Windsor Highway Sr 32, New Windsor, NY 12550 ~13.44 miles northeast of Chester
  • Low-priced hotel
  • Comp. Breakfast
Days Inn Newburgh West Point / Stewart Intl Airport in New Windsor
+1-888-897-9207
915 Union Ave. I 84, New Windsor, NY 12553 ~13.61 miles northeast of Chester
  • Economy Airport hotel
  • Check-in time: 3:00 PM
From$100
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Courtyard by Marriott Newburgh - Newburgh
+1-888-311-4278
4 Governor Dr., Newburgh, NY 12550 ~13.85 miles northeast of Chester
  • 3 star Rural hotel
  • 3 floors in property
  • Helpful staff
  • Great location
From$114
Very Good 4.0 /5Reviews CallBookMore Details
Next 25 Chester Hotels >  [1 - 25 of 50]    
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Bar Chart: Upcoming 20 Days of Chester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chester, NY discounts available. The chart reflects the cheapest Chester hotel for each day and each star rating category.

FAQs about hotels in Chester

What are the best rated hotels in Chester?

Alpine Haus, Sleep Inn & Suites Monroe Woodbury and Courtyard by Marriott are the best rated hotels based on customer reviews in the last 365 days.

What are the most luxurious hotels in Chester?

The Abbey Inn & Spa (Opening March 2020), Holiday Inn Express & Suites and Glenmere Mansion are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Holiday Inn Express & Suites, Glenmere Mansion, and Sleep Inn & Suites Monroe Woodbury are the properties closest to Chester city center.

How much does a cheap hotel in Chester cost per night?

In the last year, a 2 star hotel in Chester can be as cheap as $92.57 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Chester cost per night?

In the last year, the average 3 star hotel in Chester has been $112.43 per night. (based on HotelPlanner prices)

What are the best independent hotels in Chester?

Alpine Haus, TRU Middletown and The Thayer Hotel are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Chester?

Courtyard by Marriott, Courtyard by Marriott Newburgh and Fairfield Inn & Suites Mahwah are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Chester?

Sleep Inn & Suites Monroe Woodbury, Sleep Inn & Suites and Econo Lodge are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chester?

Holiday Inn Express & Suites, Holiday Inn Express & Suites Montgomery and Holiday Inn Express Hotel & Suites are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Recent traveler guest reviews of Chester, NY

Below are reviews of the city of Chester, NY from an actual visitor's perspective.

"Travel"
Score 5.0 / 5

City of Chester Lots of places to shop , food, clean and all around nice community.

Edward L., from 17-Oct-2019
The average traveler rating of the city of Chester, NY shown above is 5.0 out of 5 based on 1 reviews
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