Hotels in Chester
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Check prices for these dates
Tonight
Aug 26 - Aug 27Tomorrow
Aug 27 - Aug 28This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Top 5 hotels in Chester at a glance
- Holiday Inn Express Hotel & Suites Chester by IHG — 2.5-star hotel in Chester. Guest rating: 8.6/10 — Excellent.
- The Dominion House Bed & Breakfast — 2-star hotel in Chester. Guest rating: 9.2/10 — Wonderful.
- Sleep Inn & Suites Monroe - Woodbury — 2.5-star hotel in Monroe. Guest rating: 9.4/10 — Exceptional.
- Fairfield Inn & Suites by Marriott Goshen Middletown — 3-star hotel in Goshen. Guest rating: 9.0/10 — Wonderful.
- Courtyard by Marriott Middletown Goshen — 3-star hotel in Middletown. Guest rating: 8.4/10 — Very Good.
Where to stay in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHGChester
$106
$131 total
includes taxes & fees
Aug 30 - Aug 31
The Dominion House Bed & Breakfast
The Dominion House Bed & BreakfastChester
$215
$243 total
includes taxes & fees
Sep 7 - Sep 8
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - WoodburyMonroe
$113
$128 total
includes taxes & fees
Sep 21 - Sep 22
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen MiddletownGoshen
$134
$165 total
includes taxes & fees
Sep 13 - Sep 14
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown GoshenMiddletown
$101
$119 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton MiddletownMiddletown
$98
$115 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Suites Central Valley - Woodbury
Comfort Suites Central Valley - WoodburyCentral Valley
$110
$136 total
includes taxes & fees
Aug 31 - Sep 1
Tru by Hilton Middletown
Tru by Hilton MiddletownMiddletown
$103
$121 total
includes taxes & fees
Sep 13 - Sep 14
LEGOLAND Hotel NEW York
LEGOLAND Hotel NEW YorkGoshen
$202
$369 total
includes taxes & fees
Sep 7 - Sep 8
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
$122
$145 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
$134
$158 total
includes taxes & fees
Sep 21 - Sep 22
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham MiddletownMiddletown
$110
$130 total
includes taxes & fees
Aug 30 - Aug 31
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - GoshenMiddletown
$110
$130 total
includes taxes & fees
Sep 21 - Sep 22
Americas Best Value Inn at Central Valley-Woodbury
Americas Best Value Inn at Central Valley-WoodburyCentral Valley
$99
$122 total
includes taxes & fees
Aug 27 - Aug 28
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHGMiddletown
$127
$150 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Harriman Woodbury
Hampton Inn Harriman WoodburyCentral Valley
$122
$150 total
includes taxes & fees
Sep 1 - Sep 2
The Hamlet Inn at Warwick
The Hamlet Inn at WarwickWarwick
$86
$97 total
includes taxes & fees
Aug 27 - Aug 28
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West PointNew Windsor
$99
$117 total
includes taxes & fees
Aug 30 - Aug 31
Days Inn by Wyndham Middletown
Days Inn by Wyndham MiddletownNew Hampton
$85
$100 total
includes taxes & fees
Sep 16 - Sep 17
Borland House Inn
Borland House InnMontgomery
$121
$141 total
includes taxes & fees
Aug 30 - Aug 31
Go beyond your typical stay in Chester
Pet friendly
Apartment
Cottage
Family friendly
Our prices for hotels in Chester are cheapest in March
Our prices for hotels in Chester are cheapest in March
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
Top landmarks in Chester
The Rock Sports Complex
8.0/10 (18 reviews)
The Rock Sports Complex is 1.2 mi (2 km) from central Chester, why not stop by during your stay. If you like The Rock Sports Complex, you'll love Arrow Park Lake and Lodge and Orange County Arboretum, both just a short drive away.
Museum Village
9.0/10 (8 reviews)
Museum Village is 0.9 mi (1.5 km) from central Chester, why not stop by during your stay. If you want to experience more of the culture Chester has to offer, head to The Rock Sports Complex, Castle Fun Center, and LEGOLAND® New York.
Goosepond Mountain State Park
8.0/10 (5 reviews)
Goosepond Mountain State Park is 2.1 mi (3.4 km) from central Chester, why not stop by during your stay.
Sugar Loaf Performing Arts Center
If you're looking for things to do when staying in Sugar Loaf, go to Sugar Loaf Performing Arts Center. If you want to experience more of the culture Sugar Loaf has to offer, head to The Rock Sports Complex, Castle Fun Center, and LEGOLAND® New York.
Learn more about Chester
Chester is applauded for its cultural attractions such as Museum Village and Sugar Loaf Performing Arts Center. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Castle Fun Center and The Rock Sports Complex.
See all hotels in Chester
Check out reviews of Chester hotels guests love
Holiday Inn Express Hotel & Suites Chester by IHG
10/10 Excellent
"The staff was excellent. They helped with a few challenges that we had while we stayed there for our daughter's wedding. Yankee, one of the managers, is a reason that we will be going back there again next year!"
Courtyard by Marriott Montvale
8/10 Good
"All good"
Inn on the Hudson
8/10 Good
"I enjoyed it very much."
Sleep Inn & Suites Middletown - Goshen
10/10 Excellent
"."
Sleep Inn & Suites Monroe - Woodbury
10/10 Excellent
"Sleep inn & suites is Excellent. Just one more exit from Woodbury. Front Desk Jessica is very Helpful. Good Breakfast & Parking in a super quiet location"
Hampton Inn Harriman Woodbury
10/10 Excellent
"great experience"
LEGOLAND Hotel NEW York
10/10 Excellent
"My 7 year old grandson thought it was the BEST ever hotel! We loved the bunk beds and excellent pillows. The pool was great too and the Legos everywhere kept everyone getting along and having fun. Oh yes- we will always remember the disco elevator! My grandson was disappointed i couldn't figure out how to mirror my phone on the TV."
Studio 6 Extended Stay Fishkill Westage Center NY
8/10 Good
"It was ok for the price."