Hotels in Chester

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Top Rated Chester Hotels

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

2.5 out of 5
2 Bryle Place, Chester, NY
Free Cancellation
1.43 mi from city center
The price is $143 per night
Guests of Holiday Inn Express Hotel & Suites Chester, an IHG Hotel enjoy an indoor pool, free WiFi in public areas, and a meeting room. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a 24-hour business center, express check-out, and free newspapers.
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

3.5 out of 5
28 Old Dominion Road, PO Box 137, Chester, NY
Free Cancellation
Reserve now, pay when you stay
4.96 mi from city center
The price is $175 per night
Guests of The Dominion House Bed & Breakfast enjoy features like an outdoor pool, free WiFi in public areas, and a computer station. If you decide to drive, there's free parking. Additional amenities include an arcade/game room, a library, and a terrace.
Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries

Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries

Chester, NY
2.53 mi from city center
The price is $175 per night
This apartment features a water park and a garden.
Cozy Home Retreat

Cozy Home Retreat

Chester, NY
2.61 mi from city center
At this vacation home, guests have access to a garden.
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Free Cancellation
Reserve now, pay when you stay
13.99 mi from city center
The price is $149 per night
Guests of Overlook Lodge at Bear Mountain enjoy access to free WiFi in public areas, a meeting room, and a business center. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Other amenities at this historic hotel include a seasonal outdoor pool, barbecue grills, and a picnic area.
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 out of 5
849 Route 52, Fishkill, NY
Free Cancellation
Reserve now, pay when you stay
21.54 mi from city center
The price is $110 per night
Guests of Quality Inn & Suites Fishkill South near I-84 enjoy access to free WiFi in public areas, a meeting room, and a business center. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a microwave in a common area, a computer station, and a vending machine.
Sonesta Select Mahwah

Sonesta Select Mahwah

3 out of 5
140 Route 17 S, Mahwah, NJ
Free Cancellation
Reserve now, pay when you stay
17.81 mi from city center
The price is $111 per night
Renovated in 2019, Sonesta Select Mahwah offers a fitness center, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include a 24-hour business center, express check-in, and express check-out.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
95 Route 17K, Newburgh, NY
Free Cancellation
Reserve now, pay when you stay
14.53 mi from city center
The price is $85 per night
At Howard Johnson by Wyndham Newburgh/West Point, guests have access to free WiFi in public areas, a business center, and free newspapers. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with tours/tickets and dry cleaning/laundry. This hotel also has laundry facilities.
Crowne Plaza Suffern - Mahwah, an IHG Hotel

Crowne Plaza Suffern - Mahwah, an IHG Hotel

3.5 out of 5
3 Executive Blvd, Suffern, NY
Free Cancellation
17.49 mi from city center
The price is $119 per night
Guests of Crowne Plaza Suffern - Mahwah, an IHG Hotel enjoy a 24-hour fitness center, free WiFi in public areas, and a conference center. There's free parking and limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include a 24-hour business center, a computer station, and an arcade/game room.
Magnuson Hotel Fishkill

Magnuson Hotel Fishkill

3.5 out of 5
20 Schuyler Blvd, Fishkill, NY
22.72 mi from city center
Renovated in 2021, Magnuson Hotel Fishkill offers a health club, free WiFi in public areas, and a meeting room. The 24-hour front desk has staff always at the ready. Additional amenities include a 24-hour business center, coffee/tea in a common area, and free newspapers.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.5 out of 5
1287 Route 300, Newburgh, NY
Free Cancellation
Reserve now, pay when you stay
14.81 mi from city center
The price is $78 per night
Guests of Super 8 by Wyndham Newburgh/West Point Near Stewart Airport enjoy access to free WiFi in public areas, a meeting room, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, free newspapers, and laundry facilities.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
10.13 mi from city center
The price is $135 per night
Guests staying at Sleep Inn & Suites Middletown - Goshen enjoy an indoor pool, a 24-hour fitness center, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has multilingual staff ready to assist with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pool
Free WiFi
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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.

Pet Friendly Chester Hotels

Where should you stay in Chester?

What are some of the best hotels for a stay with my family in Chester?

Book one of these family-friendly hotels in Chester. The Dominion House Bed & Breakfast is a 3.5-star B&B with an outdoor pool, free parking, and a playground. You and your family can also consider Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, a hotel offering an indoor pool, free parking, and free breakfast.

What are the best hotels in downtown Chester?

These are some of the most popular hotels in downtown Chester:

Stop in at the restaurants in family-friendly Chester, and then enjoy the local attractions such as the shopping.

What are the best hotels to stay near Castle Fun Center?

If you're heading to Chester, you wouldn't want to miss Castle Fun Center, 2 miles from the city center. But why just swing by this popular family-friendly entertainment center when you can stay near it? Holiday Inn Express Hotel & Suites Chester is only 0.4 miles away and popular with travelers. Luxury NEW Sugar Loaf Apt Near Legoland-15 Minutes/7.5 Miles is another top choice that sits 3 miles from this top sight.

Recent Reviews

    Overlook Lodge at Bear Mountain

    Overlook Lodge at Bear Mountain

    5/5 Excellent
    "The scenery is amazing. Its clean and uncrowded, atleast during the week. Looking forward to coming back."
    A verified traveler stayed at Overlook Lodge at Bear Mountain
    Posted 2 weeks ago
    Overlook Lodge at Bear Mountain
    Quality Inn & Suites Fishkill South near I-84

    Quality Inn & Suites Fishkill South near I-84

    5/5 Excellent
    "Friendly,sanitary"
    A verified traveler stayed at Quality Inn & Suites Fishkill South near I-84
    Posted 4 months ago
    Quality Inn & Suites Fishkill South near I-84
    The Dominion House Bed & Breakfast

    The Dominion House Bed & Breakfast

    5/5 Excellent
    "Very nice B&B Friendly helpful owners. Nice breakfast and a very interesting house!"
    A verified traveler stayed at The Dominion House Bed & Breakfast
    Posted 4 months ago
    The Dominion House Bed & Breakfast