Chester Hotels

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Top 10 trending Chester hotels

Countryside Motel

2.0 star property
7.2 out of 10, Good, (243)
"My husband Randy stayed at the hotel for pleasure. The hotel was clean, staff were friendly. It was quiet during the evening hours and it was convenient to restaurants and shops. The price was very good compared to all the other hotels."
The price is P5,448
P5,905 total
includes taxes & fees
Aug 13 - Aug 14
Countryside Motel

Sussex Motel

2.5 star property
8.8 out of 10, Excellent, (322)
"Enjoyed our stay."
The price is P5,183
P5,785 total
includes taxes & fees
Aug 10 - Aug 11
Sussex Motel

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1267)
"Will stay here again."
The price is P6,583
P7,546 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn & Suites Mahwah

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very clean and breakfast was worthy."
The price is P7,198
P8,503 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (226)
"Amazing hospitality,"
The price is P12,330
P13,948 total
includes taxes & fees
Aug 11 - Aug 12
The Dominion House Bed & Breakfast

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (967)
"Location was key to our visit. "
The price is P8,762
P9,912 total
includes taxes & fees
Aug 24 - Aug 25
SpringHill Suites by Marriott Fishkill

High Point Motel

2.0 star property
8.6 out of 10, Excellent, (55)
"Location was great, cimfortable beds, friendly staff"
The price is P4,952
P5,528 total
includes taxes & fees
Aug 3 - Aug 4
High Point Motel

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1004)
"Staff was friendly, room was very nice and clean, beds were very comfortable "
The price is P6,478
P7,329 total
includes taxes & fees
Aug 10 - Aug 11
Sleep Inn & Suites Monroe - Woodbury

Rolling Hills Motel

2.0 star property
8.4 out of 10, Very Good, (162)
"Very nice rooms and staff very quiet place for family Staff was very inviting "
The price is P4,952
P5,528 total
includes taxes & fees
Aug 17 - Aug 18
Rolling Hills Motel

TAPA HOTEL

2.5 star property
9.0 out of 10, Wonderful, (322)
"Renovated and up-to-date, and clean. Good basic accomodations located off Rt. 17 and near NYS Thruway and GSP. Friendly staff / management."
The price is P7,398
P8,480 total
includes taxes & fees
Aug 10 - Aug 11
TAPA HOTEL

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1006)
"Nice staff, short driving distance to eateries, quiet environment, clean and nice room for a short stay."
The price is P5,850
P6,617 total
includes taxes & fees
Aug 6 - Aug 7
Quality Inn & Suites Fishkill South near I-84

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1009)
"Very nice clean and quit location. Staff was very accommodating and friendly."
The price is P5,188
P5,869 total
includes taxes & fees
Aug 3 - Aug 4
Super 8 by Wyndham Montgomery Maybrook

Hampton Inn Fishkill

2.5 star property
8.6 out of 10, Excellent, (1000)
"Two good restaurants on site"
The price is P7,751
P8,768 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Fishkill

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great stay great staff great accommodations "
The price is P7,263
P8,943 total
includes taxes & fees
Aug 6 - Aug 7
Hampton Inn Harriman Woodbury

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place "
The price is P6,824
P7,720 total
includes taxes & fees
Aug 10 - Aug 11
HYATT house Fishkill/Poughkeepsie

Appalachian Motel

2.0 star property
7.6 out of 10, Good, (487)
"If you looking for quite and convenient place, its for you"
The price is P3,871
P4,438 total
includes taxes & fees
Aug 12 - Aug 13
Appalachian Motel

Wingate by Wyndham Fishkill

3.0 star property
7.6 out of 10, Good, (458)
"Very friendly staff"
The price is P5,931
P6,710 total
includes taxes & fees
Aug 3 - Aug 4
Wingate by Wyndham Fishkill

Best Western Fishkill Inn & Suites

3.5 star property
8.8 out of 10, Excellent, (882)
"It was easy to get to and the staff was very courteous "
The price is P7,226
P8,175 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Fishkill Inn & Suites

Cadet Motel

2.0 star property
6.4 out of 10, (288)
"Great stay always. The staff are wonderful people. My go to when vist twice a year. Thank you again. See ya soon "
The price is P4,530
P5,125 total
includes taxes & fees
Aug 11 - Aug 12
Cadet Motel

Comfort Suites Fishkill near Interstate 84

2.5 star property
9.0 out of 10, Wonderful, (1000)
"A relaxing experience there with the staff and easy navigating "
The price is P6,835
P7,732 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Suites Fishkill near Interstate 84
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Chester

Escape to relaxing Chester! Enjoy its food and skiing.

Top Chester Hotel Reviews

Frequently asked questions

What's the best place to stay in Chester?

The Dominion House Bed & Breakfast is ranked highly by Expedia customers. This B&B offers free breakfast and an outdoor pool. Holiday Inn Express Hotel & Suites Chester by IHG is another top choice for your trip based on traveler reviews. See all available top hotels, or vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For more details about updating your trip to Chester or cancelling it, click here.

What's the best accommodation for a budget-friendly stay in Chester?

Based on reviews, Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a popular 2.5-star hotel for our travelers looking for an economical choice, and features free breakfast and free WiFi. View all budget hotels in Chester.

What's the best hotel for a couple visiting Chester?

The Dominion House Bed & Breakfast is a favorite 3.5-star B&B for couples, and features wedding services and free breakfast. See all romantic hotels in Chester.

What is the favorite LGBTQ-friendly place to stay in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. The Dominion House Bed & Breakfast is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Chester.

Where is the best hotel to stay with easy access to The Rock Sports Complex?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located just a short 0.8 mi (1.3 km) from The Rock Sports Complex. Other good options within 5 miles include Fairfield Inn & Suites by Marriott Goshen Middletown and NATURE'S NIRVANA FOR FAMILY AND FRIEND.

What about the best place to stay near Castle Fun Center?

One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, located a short 0.4 mi (0.6 km) from Castle Fun Center, and this hotel offers free breakfast and an indoor pool. Fairfield Inn & Suites by Marriott Goshen Middletown and Stagecoach Inn are two other good options within a few miles.

What's the best place to stay for a winter vacation in Chester?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a top hotel for hitting the ski slopes, and features free breakfast and free WiFi. This hotel is located 21 minutes by car from Mount Peter Ski Area.

What are some accommodations with pools in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG is a top hotel with a pool, free on-the-go breakfast, and free WiFi. View all hotels with pools in Chester.

What is the best spa hotel in Chester?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a highly recommended spa hotel with a pool. See all spa hotels in Chester.

What is the best hotel near Stewart International Airport (SWF)?

Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.

What is staying in Chester like?

Visitors to Chester are sure to enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffeehouses. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Chester, there are 17 hotels and other accommodations to choose from. Find out more about Chester.

What are the top places to visit in Chester?

Favorite places to visit include Castle Fun Center, The Rock Sports Complex, and Museum Village. Additionally, you'll find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Check out what more to see and do in Expedia's Chester guide.

What's the seasonal weather like in Chester?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.