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Jun 19 - Jun 21
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Jun 26 - Jun 28

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Our top choices for Chester hotels

Exterior

1. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,006 reviews)
"great stay"
United States
Annette
The price is ￥20,671
￥25,451 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

2. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (235 reviews)
"I had a perfect stay with my girlfriend for a long weekend. Eric and Susie were amazing hosts, serving delicious breakfast each day. The hot tub was luxurious and the area was beautiful. I’d 100% come back."
United States
Anna
The price is ￥34,452
￥38,974 total
includes taxes & fees
Jun 18 - Jun 19
The Dominion House Bed & Breakfast
Reception

3. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
"100% recommend this hotel. The continental breakfast was delicious. The staff was amazing and the location was ideal."
United States
Megan
The price is ￥23,075
￥28,411 total
includes taxes & fees
Jun 17 - Jun 18
Fairfield Inn & Suites by Marriott Goshen Middletown
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

4. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,098 reviews)
"The room was pristine, breakfast great, ample and easy parking, very warm staff!"
United States
Akunna
The price is ￥20,003
￥22,629 total
includes taxes & fees
Jun 21 - Jun 22
Sleep Inn & Suites Monroe - Woodbury
Lobby

5. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,124 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is ￥21,966
￥27,044 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Harriman Woodbury
Seasonal outdoor pool, pool umbrellas, sun loungers

6. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (52 reviews)
"It’s was a great hotel 10/10"
United States
Naijah
The price is ￥69,908
￥102,049 total
includes taxes & fees
Jul 14 - Jul 15
LEGOLAND Hotel NEW York
Lobby

7. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (55 reviews)
"Clean nice new hotel"
United States
Amjad
The price is ￥17,402
￥21,426 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Suites Central Valley - Woodbury
Interior entrance

8. Holiday Inn Express Haskell - Wayne Area by IHG

Holiday Inn Express Haskell - Wayne Area by IHG
2.5 star property
Wanaque
9.0 out of 10, Wonderful, (1,013 reviews)
"Clean and confortable, we will go back"
United States
damari
The price is ￥25,799
￥29,572 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Express Haskell - Wayne Area by IHG
Exterior

9. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,021 reviews)
"Great staff and breakfast"
United States
Giovanni
The price is ￥21,344
￥25,214 total
includes taxes & fees
Jun 21 - Jun 22
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cribs/infant beds

10. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (625 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is ￥17,594
￥19,881 total
includes taxes & fees
Jun 21 - Jun 22
Days Inn by Wyndham Wurtsboro
Free daily full breakfast

11. Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,508 reviews)
"Great hotel and in an area where you have access to necessities like food or drinks and gas!"
United States
Carl
The price is ￥19,001
￥21,780 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn & Suites Mahwah
Restaurant

12. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,028 reviews)
"Gorgeous setting, beautiful and comfortable room and easy access."
United States
Gwen
The price is ￥23,561
￥29,010 total
includes taxes & fees
Jun 22 - Jun 23
Overlook Lodge at Bear Mountain
Reception

13. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,005 reviews)
"Good location for our visit to West Point. Good size rooms with a nice breakfast"
United States
Margaret
The price is ￥20,892
￥24,677 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn & Suites Newburgh Stewart Airport
Free continental breakfast on weekdays

14. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,039 reviews)
"Another great stay!"
United States
Kimberly
The price is ￥20,855
￥24,636 total
includes taxes & fees
Jun 18 - Jun 19
Sleep Inn & Suites Middletown - Goshen
Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

15. Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,019 reviews)
"Clean, comfortable, safe, nice breakfast"
United States
Brett
The price is ￥16,061
￥18,572 total
includes taxes & fees
Jul 5 - Jul 6
Quality Inn & Suites Fishkill South near I-84
Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi

16. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (150 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
The price is ￥14,742
￥16,455 total
includes taxes & fees
Jun 17 - Jun 18
High Point Motel
Indoor pool

17. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,016 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is ￥15,718
￥18,565 total
includes taxes & fees
Jun 29 - Jun 30
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior

18. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (867 reviews)
"Our stay for a day was great."
United States
Chime
The price is ￥16,825
￥19,033 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Montgomery by IHG
Towels

19. Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (468 reviews)
"Great accommodations and friendly staff. A good deal compared with other hotels in the area."
United States
Ruby
The price is ￥22,273
￥25,531 total
includes taxes & fees
Jun 21 - Jun 22
Garner Hotel Mahwah by IHG
Courtyard

20. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (772 reviews)
"The room was clean. Beds comfortable."
United States
Teshena
The price is ￥30,811
￥36,956 total
includes taxes & fees
Jul 12 - Jul 13
Home2 Suites by Hilton Middletown
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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Stay near popular Chester attractions

The Rock Sports Complex

8.0/5 (18 reviews)
This dedicated sports venue hosts baseball and softball tournaments on well-maintained turf fields. Bring portable chairs and sun protection to enjoy the games in comfort at this local athletic hub.
See properties

Learn more about Chester

Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games.

See all hotels in Chester
The Queens Park Bridge, a landmark of Chester

Top Chester Hotel Reviews

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"Property was located near many retailers and eateries, hotel was clean, it was under renovations, but other than seeing workers moving materials you would not know it. I can't say for sure, but I believe our room was one of the rooms which had been renovated based on the condition of the furnishings. Kitchen was very nice and is a plus for anyone with an extended stay."
Larry 1-night trip
Posted less than an hour ago
Sonesta Simply Suites Nanuet

More cheap stays in Chester

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
The price is ￥11,537 per night from Jun 21 to Jun 22
￥11,537
￥13,627 total
Jun 21 - Jun 22
includes taxes & fees
5/10 (1,005 reviews)

Frequently asked questions

What's the best place to stay in Chester?
Based on our traveler data, Holiday Inn Express Hotel & Suites Chester by IHG is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your trip to the area are Spark by Hilton Fishkill and DoubleTree by Hilton Hotel Nanuet. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental in Chester?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Chester vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and a coffee maker, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all 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 place to stay for families in Chester?
The Dominion House Bed & Breakfast is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families. Kids of all ages will also enjoy a visit to Castle Fun Center. Find more child-friendly accommodations 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 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 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 18 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.

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