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Our top choices for Chester cheap hotels

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, (1,001 reviews)
"great stay"
United States
Annette
The price is NT$4,080
NT$5,024 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express Hotel & Suites Chester by IHG

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 NT$6,854
NT$7,753 total
includes taxes & fees
Jun 29 - Jun 30
The Dominion House Bed & Breakfast

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (62 reviews)
"Family trip with 3 kids and we love it"
Canada
Pheng Theam
The price is NT$3,428
NT$4,221 total
includes taxes & fees
Jul 22 - Jul 23
Comfort Suites Central Valley - Woodbury

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is NT$3,529
NT$3,988 total
includes taxes & fees
Jun 29 - Jun 30
Days Inn by Wyndham Wurtsboro

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (216 reviews)
"Great staff and clean."
United States
John
The price is NT$3,028
NT$3,380 total
includes taxes & fees
Jun 29 - Jun 30
Rolling Hills Motel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,004 reviews)
"It was a beautiful stay."
United States
Shayla
The price is NT$5,387
NT$6,633 total
includes taxes & fees
Jun 30 - Jul 1
Overlook Lodge at Bear Mountain

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (168 reviews)
"The location was very convenient"
United States
Stephen
The price is NT$2,726
NT$3,084 total
includes taxes & fees
Jun 29 - Jun 30
The Hamlet Inn at Warwick

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is NT$3,464
NT$4,037 total
includes taxes & fees
Jun 29 - Jun 30
Borland House Inn

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,001 reviews)
"Breakfast menu was poor at best."
United States
Constance
The price is NT$3,251
NT$3,726 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn near Mountain Creek

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (541 reviews)
"The rooms are very basic, but we had everything we needed for our stay. A really nice surprise was how comfortable the beds were. The motel is close to hiking trails. The parking lot for hiking Stairway to Heaven was a 2 minute drive from the motel. If you stay here in the winter, it is only a 5 minute drive from Mountain Creek ski resort. We would stay here again."
United States
Lorrie
The price is NT$2,152
NT$2,467 total
includes taxes & fees
Jun 29 - Jun 30
Appalachian Motel
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.

Top Chester Hotel Reviews

Frequently asked questions

What is Chester like for travelers on a budget?
Chester has cheap accommodation options and a variety of places to visit, making it a great vacation choice for budget-conscious travelers. You can find ways to save money while getting to know this destination, which is home to attractions like Castle Fun Center, The Rock Sports Complex, and Museum Village.
When is the best time for a budget trip to Chester?
Weather is probably a major factor when you plan your trip to Chester, and keep in mind that cheaper options are usually available when the weather isn't as good. 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.
What is there to see and do in Chester?
Chester is known for its shopping and dining options, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions that interest you most, such as LEGOLAND® New York, and then look for sights and activities that cost little or nothing at all. Take in the local culture at Museum Village and Paramount Theatre, or enjoy the area's natural beauty at The Rock Sports Complex.
How can I get to Chester and get around on a budget?
Scoping out the transportation options in Chester is a smart way to keep your trip affordable. The nearest airport is Stewart Intl. Airport (SWF), situated 13.5 mi (21.7 km) away. However, if that doesn't suit your budget, you can arrange flights in and out of Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. Chester might not have very many public transportation choices so a car rental could be an economical alternative to see the area.

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