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Cheap Hotels in Chester, New York

Chester hotels
Chester

Choose from 101 Chester Hotel Deals

Americas Best Value Inn, Central Valley - Central Valley Hotels
Rating: 2.0 Stars

Americas Best Value Inn, Central Valley

139 Route 32, Central Valley - Map
 
 
"Comfortable place to stay in the Central Valley"
Close to Woodbury Commons, and Monroe NY. Easy check in, friendly staff. Many new updates. Room included a microwave and a refrigerator. Restaurants nearby.
A Traveller
Situated in a state park, this motel is 0.3 mi (0.6 km) from Woodbury Common Premium Outlets and 1.4 mi (2.2 km) from Mary H …More
Sleep Inn & Suites Middletown - Goshen - Middletown Hotels
Rating: 2.0 Stars

Sleep Inn & Suites Middletown - Goshen

3491 Route 6, Middletown - Map
 
 
Located in the heart of Middletown, this hotel is 1.9 mi (3.1 km) from Paramount Theatre and 1.9 mi (3.1 km) from Soons …More
Days Inn Newburgh Stewart International - New Windsor Hotels
Rating: 2.0 Stars

Days Inn Newburgh Stewart International

915 Union Ave, New Windsor - Map
 
 
Only had a smoking room available and it smelled Honorable
A Traveller
Situated in New Windsor, this hotel is within 3 mi (5 km) of Orange County Choppers, National Purple Heart Hall of Honor, and …More
Overlook Lodge at Bear Mountain - Highland Falls Hotels
Rating: 2.5 Stars

Overlook Lodge at Bear Mountain

55 Hessian Drive, Highland Falls - Map
 
 
"Short stay"
I loved the hotel. It is awesome that the hotel is in the park. The hotel staff were very friendly and helpful. Everything was beautiful. I will be back and would recommend this place to people that enjoy the outdoors.
Traveller from Texas
Situated in a state park, this hotel is 1.7 mi (2.7 km) from Bear Mountain State Park and within 6 mi (10 km) of Manitoga The …More
The Roundhouse - Beacon Hotels
Rating: 3.5 Stars

The Roundhouse

2 E Main St, Beacon - Map
 
 
Excellent staff, room and service. Definitely best place to stay in Beacon.
A Traveller
Situated in Beacon, this hotel is 0.3 mi (0.5 km) from Madam Brett Homestead and within 3 mi (5 km) of Dia Beacon and Mount …More
Super 8 - Montgomery/Maybrook Area - Montgomery Hotels
Rating: 2.0 Stars
$89

Super 8 - Montgomery/Maybrook Area

207 Montgomery Rd, Montgomery - Map
 
 
"Excellent stay for the price!"
First of all keep in mind this is a great value type hotel, not a fancy place. I went with my children, husband and mother and the rooms were very clean and comfortable. Pillows were extra comfy and we go lots of them! Fridge and microwave in rooms. Breakfast every morning included eggs, sausage, bacon, yogurt, milk, cereal, fruit, waffle s, bread, oats (coffee available all day) Ms. Katherine in charge of breakfast makes you feel right at home.
A Traveller
Situated in Montgomery, this motel is 2.9 mi (4.6 km) from Orange County Farmers Museum and within 6 mi (10 km) of Thomas …More
Caldwell House Bed & Breakfast - Salisbury Mills Hotels
Rating: 3.0 Stars

Caldwell House Bed & Breakfast

25 Orrs Mills Road, Salisbury Mills - Map
 
 
"Everything you want"
My girlfriend and I recently had an amazing experience at the Caldwell House. It had everything you could possibly want - all the modern amenities with all the classic charm. The room was large, clean and beautiful and the staff and owners were extremely welcoming. Everything was in good condition. I would definitely recommend to to anyone.
Traveller from New York, NY
Situated near the airport, this bed & breakfast is 2.4 mi (3.8 km) from Brotherhood Winery and within 6 mi (10 km) of Storm …More
Alpine Haus - Vernon Hotels
Rating: 3.0 Stars

Alpine Haus

217 Rte 94, Vernon - Map
 
 
"Anil made this amazing!!!!"
My Wife and i were visiting the mountain creek ski resort and decided to rent at this unique looking bed and breakfast rather than the monstrous looking ski resort accommodation that is at the foot of the resort. This was only a five minute walk and obviously less in a car. The house is beautiful and is set with amazing views which made us feel we were in a very quaint retreat. Our room was clean and comortable and the super luxurious bed was exactly what we needed after a hard days skiing. What made this the most unique and recommended location was the host Anil. He made me feel as though i was walking into my own home. Anything i asked for was at hand and he even made me some Indian food for which i was craving! we chatted late into the night and i honestly forgot that i was staying in a bed and breakfast, it felt like i was at home. What more could anyone ask for??!. A truly splendid host and its somewhere that i know i will return time after time. I seriously recommend anyone coming up to ski or hike to use this place rather than the faceless hotels. Its something unique and something you will remember! Bobby and Salma
Traveller from New York
Situated near the airport, this bed & breakfast is steps from Mountain Creek Waterpark and Mountain Creek Ski Resort. Granite …More
Comfort Suites Mahwah - Mahwah Hotels
Rating: 2.5 Stars

Comfort Suites Mahwah

220 Route 17 South, Mahwah - Map
 
 
Wonderful hotel and good breakfast. Our room was too warm but other thsn that, great experience.
A Traveller
Situated in the business district, this hotel is within 6 mi (10 km) of Ramapo College of New Jersey, Suffern Railroad …More
Super 8 Newburgh - West Point, Stewart International Airport - Newburgh Hotels
Rating: 2.0 Stars
$82

Super 8 Newburgh - West Point, Stewart International Airport

1287 Route 300, Newburgh - Map
 
 
"OK for overnight stay"
Friendly staff, clean room, good minimal breakfast, 24 tea and coffee, dated facility.
Traveller from Nova Scotia
Situated in Newburgh, this motel is 0.8 mi (1.2 km) from Orange County Choppers and within 3 mi (5 km) of Algonquin Park and …More

Search from 101 Chester Hotels


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    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.

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