Find 2 Star Hotels in Chester, NY from $83
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Check availability on Chester 2 Star Hotels
Compare Chester 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
Sonesta Simply Suites Nanuet
Nanuet
8.2 out of 10, Very Good, (1006)
"Location close to stores and restaurants and main highways. "
Kim
$111 nightly
The price is $129
Dec 8 - Dec 9
Total with taxes and fees
Super 8 by Wyndham Mahwah
Mahwah
7.4 out of 10, Good, (1001)
"Room was clean and staff was helpful "
Berldwin
$76 nightly
The price is $87
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Harriman Woodbury
Central Valley
9.2 out of 10, Wonderful, (1007)
"Very clean rooms, nice courteous staff continental breakfast was great."
KATHERINE
$103 nightly
The price is $127
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Ramsey-Mahwah by IHG
Ramsey
9.2 out of 10, Wonderful, (1001)
"Clean room, very nice staff, bountiful breakfast. Would definitely stay there again. "
Joanna Marie
$110 nightly
The price is $126
Jan 1 - Jan 2, 2026
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Middletown
8.6 out of 10, Excellent, (1004)
"Love this hotel "
Jennifer
$93 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn & Suites Mahwah
Mahwah
8.8 out of 10, Excellent, (1410)
"Excellent stay. Wonderful staff!"
Andrew
$111 nightly
The price is $127
Dec 15 - Dec 16
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
8.4 out of 10, Very Good, (1002)
"Fast check in, great parking area. "
Helene
$101 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Overlook Lodge at Bear Mountain
Bear Mountain
8.4 out of 10, Very Good, (1003)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
Ryan
$101 nightly
The price is $115
Dec 15 - Dec 16
Total with taxes and fees
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Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chester.
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
$109 nightly
The price is $129 total per night from Dec 8 to Dec 9
$129 total
Dec 8 - Dec 9
Total with taxes and fees
7/10 Good! (695 reviews)
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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.
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.
Top Chester Hotel Reviews
Howard Johnson by Wyndham Newburgh/West Point
10/10 Excellent
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
10/10 Excellent
Find out more about Chester
When you've got to get away to a new or favorite destination without breaking the bank, Chester awaits with convenient 2 Star hotels and a change of scenery. Stay on your feet visiting top attractions that draw of visitors, or settle in for a hot cuppa nearby and relax. You're about to find out why both locals and travelers love this place.
The Perfect Accommodation at the Perfect Price
2 Star hotels are in high demand in Chester. You'll find the best deals right here, so book early and save on a great getaway. Thanks to budget-friendly prices and traveler-friendly amenities, you'll find a place to stay that's just right for you. Stay here and be one of the first guests to post a review and share your thoughts. So, savor the comfort of a well-kept room and attentive hospitality. When you book with Expedia, you can stay all over the world, and the jet-setting starts in Chester.
Reserve a Two-Star 2 Star Hotel Today!
Plan your trip to Chester now with Expedia's easy online travel booking and start relaxing before you even leave the house. If you need a break from the crowds, you may find that this region offers just the reprieve you've been looking for. Take advantage of the 2 Star Hotel availability and easy-going atmosphere.
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