Cheap Hotels in Chester, NY from $66

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Check availability on Chester Cheap Hotels

Tonight
Apr 28 - Apr 29
Tomorrow
Apr 29 - Apr 30
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Our top choices for Chester cheap hotels

Exterior

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, (1,003 reviews)
"yes parking was good and breakfast was plentiful"
United States
Eileen
$119 nightly
The price is $147
Apr 30 - May 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
May 4 - May 5
Total with taxes and fees
The Dominion House Bed & Breakfast
Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (129 reviews)
"Clean room, convenient parking. Good place to stay."
United States
Daniel
$86 nightly
The price is $96
Apr 29 - Apr 30
Total with taxes and fees
High Point Motel
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,002 reviews)
"A lot to do over there, good for a whole weekend, or even more. Had great time. "
United States
illay
$91 nightly
The price is $105
May 19 - May 20
Total with taxes and fees
Quality Inn near Mountain Creek
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
"Very clean and staff helpful "
United States
Kaiden
$112 nightly
The price is $127
May 25 - May 26
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
Restaurant

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)
"Beautiful setting and helpful staff. The room was clean and we enjoyed the outdoor activities."
United States
Jen
$112 nightly
The price is $138
Apr 29 - Apr 30
Total with taxes and fees
Overlook Lodge at Bear Mountain
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,003 reviews)
"Breakfast is over at 10am, the pool is open in the evening very small but overall good for kids. Great stay and price."
United States
Stacey
$93 nightly
The price is $109
May 3 - May 4
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Free WiFi, bed sheets

Budget Motor Inn - Stony Point

Budget Motor Inn - Stony Point
1.5 star property
Stony Point
5.2 out of 10, (545 reviews)
"Yes"
United States
Laurant
$59 nightly
The price is $66
Apr 29 - Apr 30
Total with taxes and fees
Budget Motor Inn - Stony Point
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (158 reviews)
"What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations are in the bedroom. I was in the Hummingbird Suite. I could see myself living there, it just had everything I needed. I look forward to visiting again in the future!"
United States
Elizabeth
$117 nightly
The price is $133
Apr 29 - Apr 30
Total with taxes and fees
Borland House Inn
View from room

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (529 reviews)
"Staff constantly watching every move you make "
United States
Marie
$75 nightly
The price is $86
Apr 29 - Apr 30
Total with taxes and fees
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.
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Find out more about Chester

How can I get cheap hotels in Chester?

Best tips to find a cheap hotel in Chester

  1. If you're looking to travel to Chester on a budget, you'll be happy to know that you can find hotels for as low as $66. Of course, that price is affected by amenities, star rating, and even the time of year you visit. At most, hotel prices can be as high as $243. Staying a short amount of time in Chester is an effective way to reduce hotel costs.

  2. When you cut your vacation down to just a few days, you don't have to worry as much about hotel prices since you don't have that many nights to stay. For budget hotels in Chester, 3 to 4 days should be all the nights you need. That's generally enough to enjoy the city's top attractions, though there's certainly enough to do to warrant a week-long trip.

  3. When booking cheap hotel rooms in Chester, it's typically best to book about 3 weeks in advance. Book further in advance than that and you could be paying too much for your room, as hotels will often overestimate future demand. However, if you wait too long, you might find that the hotel has been completely booked.

  4. When you utilize search filters on Expedia, you'll be able to narrow down your results in a flash. These search filters cover a wide variety of factors you may be interested in when it comes to finding a cheap hotel in Chester, including amenities such as Free Breakfast, 2-star rating, or proximity to local attractions. You can even set filters for price limits to ensure that all the displayed results are within your budget.

Top Chester Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Parking felt safe, good breakfast "
Sevasti 1-night trip
Posted 11 hours ago
Hampton Inn Harriman Woodbury

Frequently asked questions

Which are the best hotels to stay in Chester as a budget traveler?
For budget-conscious travellers seeking accommodations in Chester, The Dominion House Bed & Breakfast and Holiday Inn Express Hotel & Suites Chester by IHG are both excellent choices.

The Dominion House Bed & Breakfast, with an outstanding 9.6 rating, offers a delightful stay with several valuable amenities. Guests benefit from complimentary toiletries, free self-parking, and free wired internet in public areas. A standout feature for budget travellers is the free breakfast, ensuring a great start to your day without additional cost.

The Holiday Inn Express Hotel & Suites Chester by IHG, a 3-star property with an 8.6 rating, also provides significant value. It offers free self-parking, free internet access, and free wired internet in public areas. Travellers will appreciate the complimentary breakfast, which includes free to-go options, great for those on the move. Reviewers consistently highlight the friendly and great staff, delicious and good breakfast, comfortable and clean rooms, and a clean pool.
How much does a budget hotel in Chester cost?
Budget hotel prices in Chester vary, but you can find a great deal from $66 on Expedia. To find the cheapest budget hotels, be flexible with your dates—off-peak and mid-week stays are typically cheaper. Stretch your budget further by looking for hotels with free breakfast, free parking or free airport shuttles. Sort your search results by "Price: low to high" to see our lowest rates.
What are the top-rated cheap hotels for families in Chester?
Families seeking top-rated, budget-friendly hotels in Chester, New York, will find excellent options like Holiday Inn Express Hotel & Suites Chester by IHG and The Dominion House Bed & Breakfast.

Holiday Inn Express Hotel & Suites Chester by IHG, a 3-star property with an 8.6 rating, offers a fantastic array of amenities for families. Guests can enjoy free self-parking and complimentary WiFi, along with free toiletries. A significant perk is the free breakfast, available on weekends and as a convenient to-go option, ensuring a great start to your day without extra cost. Reviewers frequently highlight the friendly staff, delicious breakfast, comfortable and clean rooms, and a clean pool. This hotel is also conveniently located near the Castle Fun Centre, providing easy access to family entertainment.

For a different, yet highly-rated experience, The Dominion House Bed & Breakfast, with an impressive 9.6 rating, provides a more intimate setting. This charming bed and breakfast offers free toiletries, free self-parking, and complimentary RV, bus, or truck parking, which is a great value.
What cheap hotels in Chester offer complimentary breakfast?
For travellers seeking budget-friendly hotels in Chester that offer a complimentary breakfast, both The Dominion House Bed & Breakfast and the Holiday Inn Express Hotel & Suites Chester by IHG are excellent choices.

The Dominion House Bed & Breakfast boasts an impressive 9.6 review rating and provides a free breakfast, free self-parking, and complimentary toiletries, adding significant value to your stay. Guests particularly appreciate the welcoming atmosphere and the quality of the morning meal.

The Holiday Inn Express Hotel & Suites Chester by IHG, a 3-star property with an 8.6 rating, also offers a delicious free breakfast, free self-parking, and complimentary WiFi, making it a convenient and cost-effective option. Many guests highlight the friendly staff, comfortable rooms, and the good quality breakfast.
What are the best cheap hotels in Chester with a pool?
For affordable hotels in Chester featuring a pool, consider The Dominion House Bed & Breakfast and the Holiday Inn Express Hotel & Suites Chester by IHG.

The Dominion House Bed & Breakfast boasts an impressive 9.6 review rating and offers an outdoor pool for guests to enjoy. Travellers will appreciate the valuable amenities such as free toiletries, free self-parking, and a complimentary breakfast, along with free wired internet access in public areas.

The Holiday Inn Express Hotel & Suites Chester by IHG is a 3-star property with an 8.6 rating, providing an indoor pool. This hotel offers significant value with free self-parking, free internet and WiFi, complimentary toiletries, and a free breakfast, including a to-go option. Guests frequently praise the friendly and great staff, the delicious and good breakfast, and the comfortable and clean rooms and pool.
Are there any cheap Chester hotels near LEGOLAND® New York?
For budget-friendly hotels near LEGOLAND® New York, the Holiday Inn Express Hotel & Suites Chester by IHG is a fantastic option.

This 3-star hotel, with an 8.6 review rating, offers excellent value with amenities like free self-parking and complimentary WiFi. Guests frequently mention the friendly staff and the delicious free breakfast, available on both weekdays and weekends, which includes convenient to-go options. The rooms are consistently described as comfortable and clean, and the pool is also noted for its cleanliness.
What cheap hotels in Chester offer cooking facilities or kitchenettes?
The Dominion House Bed & Breakfast in Chester provides excellent cooking facilities for budget-conscious travellers.

This highly-rated bed and breakfast, boasting a 9.6 review score, offers rooms equipped with kitchenettes, allowing guests to prepare their own meals and save on dining expenses. Beyond the convenient cooking facilities, guests also benefit from complimentary breakfast, free self-parking, and free wired internet in public areas.
Which cheap hotels in Chester have good reviews for customer service?
For affordable hotels in Chester with great customer service, travellers often praise Holiday Inn Express Hotel & Suites Chester by IHG.

The Holiday Inn Express Hotel & Suites Chester by IHG, with an 8.6 rating, offers a welcoming experience with its complimentary breakfast and free WiFi. Guests frequently highlight the friendly staff and good service. This hotel is conveniently located near the Castle Fun Centre, providing easy access to local attractions.
How can I save on a budget hotel in Chester with Expedia?
There are plenty of ways to save on a budget hotel in Chester. Join One Key™, our free travel rewards program, to unlock discounted Member Prices across a range of hotels. Typically, booking in advance will help you save on your hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a Chester hotel and flight package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my budget hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right budget hotel in Chester for you.

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