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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
  • 3 star Rural property
  • 3 floors in hotel
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
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Sleep Inn & Suites Monroe - Woodbury in Monroe
+1-888-675-2083
1 Sleep Way, Monroe, NY 10950 ~3.82 miles east of Chester
  • Affordable Suburban hotel
  • 64 rooms in hotel
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown - Goshen
+1-800-716-8490
20 Hatfield Lane, Goshen, NY 10924 ~4.70 miles northwest of Chester
  • Three Star Suburban hotel
  • Hotel has 42 suites
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Arrow Park
+1-800-805-5223
1061 Orange Turnpike, Monroe, NY 10950 ~6.41 miles southeast of Chester
  • 2-star Lake hotel
  • 4 meeting rooms in property
From$375
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Harriman Woodbury - Central Valley
+1-888-965-1860
60 Centre Dr., Central Valley, NY 10917 ~7.62 miles east of Chester
  • Midscale Mountain property
  • Check-in time: 3:00pm
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Central Valley in Central Valley
+1-888-788-5576
139 Route 32, Central Valley, NY 10917 ~7.64 miles east of Chester
  • Inexpensive Suburban property
  • Free comp. breakfast
From$68
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites Middletown in Middletown
+1-888-897-9207
19 Crystal Run Crossing, Middletown, NY 10941 ~8.14 miles northwest of Chester
  • 2 star Highway hotel
  • Check-in time: 3:00PM
From$72
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott in Middletown
+1-888-311-4278
24 Crystal Run Crossing, Middletown, NY 10941 ~8.15 miles northwest of Chester
  • Three Star Suburban property
  • Check-in: 3:00
From$105
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Middletown Ny : 20 Crystal Run Crossing
+1-888-469-4795
20 Crystal Run Crossing, Middletown, NY 10941 ~8.19 miles northwest of Chester
  • Low Cost Suburban property
  • 4 floors in property
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen : 20 Med Parc Rd.
+1-888-734-9421
20 Med Parc Rd., Middletown, NY 10940 ~8.39 miles northwest of Chester
  • Affordable Downtown hotel
  • Hotel has 19 suites
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Middletown - New Hampton
+1-888-841-5292
4939 Route 17 M, New Hampton, NY 10958 ~8.44 miles west of Chester
  • Inexpensive Suburban hotel
  • Free comp. breakfast
TRU by Hilton - Middletown
+1-888-455-5160
41 Dunning Rd., Middletown, NY 10940 ~8.76 miles northwest of Chester
  • 2-star hotel
  • Hotel has 104 rooms
From$104
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown - Middletown
+1-888-965-8297
600 Route 211 East, Middletown, NY 10941 ~9.18 miles northwest of Chester
  • 3-star Suburban property
  • 5 floors in hotel
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Middletown - Middletown
+1-888-906-6358
563 Route 211 East, Middletown, NY 10940 ~9.34 miles northwest of Chester
  • Two star Highway property
  • Comp. Breakfast
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Middletown in Middletown
+1-888-749-6785
551 Route 211 East, Middletown, NY 10941 ~9.36 miles northwest of Chester
  • Low Cost Suburban property
  • 85 sleeping rooms in hotel
From$48
Very Good 4.0 /5 Review Score Call BookMore Details
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Residence Inn Middletown Goshen
+1-888-878-9982
57 Tower Dr., Middletown, NY 10941 ~9.45 miles northwest of Chester
  • 3 star Suburban hotel
  • Fitness / Gym is on-site
From$80
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Middletown Goshen - Middletown
+1-888-389-4485
3491 Route 6, Middletown, NY 10940 ~9.61 miles west of Chester
  • 2 star Highway hotel
  • Complimentary breakfast is offered
From$89
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook - Montgomery
+1-888-389-4121
207 Montgomery Rd., Montgomery, NY 12549 ~10.78 miles north of Chester
  • Two star Airport property
  • Check-in: 3:00pm
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel
+1-888-675-2083
2105 Ny 208, Montgomery, NY 12549 ~11.42 miles north of Chester
  • 3 star property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel
+1-800-716-8490
2105 State Route 208, Montgomery, NY 12549 ~11.43 miles north of Chester
  • 3 star Highway hotel
  • Gym is available on property
From$96
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Newburgh Stewart Airport : 180 Breunig Rd.
+1-800-805-5223
180 Breunig Rd., New Windsor, NY 12553 ~12.67 miles northeast of Chester
  • High-end Rural hotel
  • Free complimentary breakfast
From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Near Stewart Inter - New Windsor
+1-888-965-1860
310 Windsor Highway, New Windsor, NY 12553 ~13.42 miles northeast of Chester
  • Cheap Rural property
  • Free breakfast available
Econo Lodge Near Stewart Inter
+1-888-788-5576
310 Windsor Highway Sr 32, New Windsor, NY 12550 ~13.44 miles northeast of Chester
  • Low-priced hotel
  • Check-in time: 15:00
Red Roof Inn & Suites Newburgh – Stewart Airport : 915 Union Ave. I 84
+1-888-897-9207
915 Union Ave. I 84, New Windsor, NY 12553 ~13.61 miles northeast of Chester
  • Cheap Airport property
  • Comp. Breakfast
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport in Newburgh
+1-888-311-4278
4 Governor Dr., Newburgh, NY 12550 ~13.85 miles northeast of Chester
  • 3 star Rural property
  • 8 suites in property
From$114
Average 3.0 /5 Review Score Call BookMore Details
The Crossroads Hotel - Newburgh, Ascend Hotel Collection
+1-888-469-4795
5 Lakeside Rd., Newburgh, NY 12550 ~14.07 miles northeast of Chester
  • 3-star Airport property
  • 3 floors in hotel
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport - Newburgh
+1-888-734-9421
1 Crossroads Court, Newburgh, NY 12550 ~14.20 miles northeast of Chester
  • 3 star Suburban property
  • Hotel has 5 floors
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge - Newburgh
+1-888-841-5292
90 Rt. 17k, Newburgh, NY 12550 ~14.35 miles northeast of Chester
  • Economy Highway property
  • Check in time: 3pm
Howard Johnson by Wyndham Newburgh / West Point : 95 State Route 17k
+1-888-455-5160
95 State Route 17k, Newburgh, NY 12550 ~14.38 miles northeast of Chester
  • Inexpensive Highway property
  • Comp. Breakfast
Bear Mountain Inn
+1-888-965-8297
3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~14.46 miles east of Chester
  • Mid-scale Mountain hotel
  • Free breakfast
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada : 1289 Route 300
+1-888-906-6358
1289 Route 300, Newburgh, NY 12550 ~14.57 miles northeast of Chester
  • Economical Airport property
  • Free complimentary breakfast
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport : 1287 Route 300
+1-888-749-6785
1287 Route 300, Newburgh, NY 12550 ~14.57 miles northeast of Chester
  • Cheap Airport property
  • Shuttle from airport available
Windsor Motel in New Windsor
+1-888-878-9982
2976 Us Route 9w, New Windsor, NY 12553 ~14.90 miles northeast of Chester
  • Inexpensive hotel
  • 28 rooms in property
Holiday Inn Express West Point, an IHG Hotel in Fort Montgomery
+1-888-389-4485
1106 Rt. 9w, Fort Montgomery, NY 10922 ~14.98 miles east of Chester
  • Mid-scale property
  • Check-in: 3:00 PM
From$170
Very Good 4.0 /5 Recent Reviews Call BookMore Details
FairBridge Inn & Suites at West Point
+1-888-389-4121
17 Main St., Highland Falls, NY 10928 ~15.20 miles east of Chester
  • Cheap Suburban property
  • 2 floors in property
From$52
Average 3.0 /5 Guest Reviews Call BookMore Details
The Thayer Hotel
+1-888-675-2083
674 Thayer Rd., West Point, NY 10996 ~16.18 miles east of Chester
  • 3-star Suburban hotel
  • 4 meeting rooms in hotel
From$108
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill - Peekskill
+1-800-716-8490
2 John Walsh Blvd., Peekskill, NY 10566 ~17.78 miles east of Chester
  • Affordable Riverfront property
  • 2 conference rooms in property
From$97
Average 3.0 /5 Read Reviews Call BookMore Details
Inn on the Hudson : 634 Main St.
+1-800-805-5223
634 Main St., Peekskill, NY 10566 ~18.05 miles east of Chester
  • Cheap Riverfront hotel
  • Hotel has a green policy Read more
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
The Abbey Inn & Spa - Peekskill
+1-888-965-1860
900 Fort Hill Rd., Peekskill, NY 10566 ~18.06 miles east of Chester
  • Four-star Riverfront property
  • 3 floors in property
From$450
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Suffern - Mahwah, an IHG Hotel
+1-888-788-5576
3 Executive Blvd., Suffern, NY 10901 ~18.12 miles southeast of Chester
  • Affordable Suburban hotel
  • Hotel has 230 rooms
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Mahwah Hotel in Mahwah
+1-888-897-9207
1 International Blvd., Mahwah, NJ 07495 ~18.13 miles south of Chester
  • 3-star Suburban hotel
  • 225 rooms in property
From$139
Average 3.5 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Suffern
+1-888-311-4278
17 North Airmont Rd., Suffern, NY 10901 ~18.39 miles southeast of Chester
  • Low Cost Highway property
  • 2 suites in property
From$60
Average 3.5 /5 Recent Reviews Call BookMore Details
Courtyard Marriott Mahwah : 140 Nj 17
+1-888-469-4795
140 Nj 17, Mahwah, NJ 07430 ~18.45 miles south of Chester
  • Affordable Suburban hotel
  • Hotel has an eco-friendly policy Read more
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott in Mahwah
+1-888-734-9421
140 Route 17 South, Mahwah, NJ 07430 ~18.47 miles south of Chester
  • 3 star Suburban property
  • Hotel has 12 suites
From$94
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 Mahwah
+1-888-841-5292
160 State Rt 17 South, Mahwah, NJ 07430 ~18.64 miles south of Chester
  • Two-star Highway property
  • 3 floors in property
From$47
Average 3.5 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah
+1-888-455-5160
225 Ramapo Valley Rd., Mahwah, NJ 07430 ~18.64 miles south of Chester
  • Affordable Suburban hotel
  • Gym is available on property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Mahwah in Mahwah
+1-888-965-8297
160 Nj 17 South, Mahwah, NJ 07430 ~18.65 miles south of Chester
  • Inexpensive Highway property
  • Free complimentary breakfast
From$65
Average 3.0 /5 Recent Reviews Call BookMore Details
The Roundhouse
+1-888-906-6358
2 East Main St., Beacon, NY 12508 ~18.68 miles northeast of Chester
  • 3 star hotel
  • Hotel has 3 floors
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Mahwah : 180 Route 17 South
+1-888-749-6785
180 Route 17 South, Mahwah, NJ 07430 ~18.69 miles south of Chester
  • Midscale Suburban property
  • 4 floors in property
From$105
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Wurtsboro - Wurtsboro
+1-888-878-9982
21 Perron Dr., Wurtsboro, NY 12790 ~19.05 miles northwest of Chester
  • Economical hotel
  • Hotel has 2 floors
From$57
Average 3.5 /5 Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

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 most favored hotels in Chester?

Courtyard by Marriott, Sleep Inn & Suites Middletown Goshen and Holiday Inn Express & Suites are the best rated hotels based on customer reviews in the last 365 days.

What are the most luxurious hotels in Chester?

Homewood Suites Newburgh Stewart Airport, The Abbey Inn & Spa and Holiday Inn Express & Suites are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Holiday Inn Express & Suites, Sleep Inn & Suites Monroe - Woodbury, and Fairfield Inn & Suites by Marriott Goshen Middletown 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 most popular independent hotels in Chester?

Bear Mountain Inn, The Thayer Hotel and The Roundhouse are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Chester?

Courtyard by Marriott, Fairfield Inn & Suites by Marriott Goshen Middletown and Courtyard by Marriott 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 Middletown Goshen, Sleep Inn & Suites Monroe - Woodbury and The Crossroads Hotel - Newburgh, Ascend Hotel Collection 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, an IHG Hotel and Holiday Inn Express West Point, an IHG Hotel 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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