Chester Motels
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Motels in Chester
Days Inn by Wyndham Nanuet / Spring Valley
367 W Route 59 Nanuet NY
$110 nightly
The price is $128 total per night
$128 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Nanuet, Days Inn by Wyndham Nanuet / Spring Valley is within a 5-minute drive of The Shops at Nanuet and Rockland Bakery.
Breakfast included
Pet friendly
Days Inn by Wyndham Wurtsboro
21 Perron Dr Wurtsboro NY
$94 nightly
The price is $106 total per night
$106 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Days Inn by Wyndham Wurtsboro in Wurtsboro, you'll be 10 mi (16.2 km) from Holiday Mountain Ski and Fun Park and 12.2 mi (19.7 km) from Resorts World Catskills.
Pool
Breakfast included
Super 8 by Wyndham Middletown
563 Route 211 E Middletown NY
$71 nightly
The price is $83 total per night
$83 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Super 8 by Wyndham Middletown in Middletown, you'll be within a 5-minute drive of Orange County Fairgrounds and Orange County Fair Speedway.
Parking included
Free WiFi
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
1287 Route 300 Newburgh NY
$76 nightly
The price is $89 total per night
$89 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Super 8 by Wyndham Newburgh/West Point Near Stewart Airport in Newburgh, you'll be near the airport, within a 5-minute drive of Hamilton Fish Bridge and Resorts World Hudson Valley.
Breakfast included
Parking included
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd Montgomery NY
$65 nightly
The price is $73 total per night
$73 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Montgomery, Super 8 by Wyndham Montgomery Maybrook is within a 15-minute drive of Orange County Arboretum and Algonquin Park.
Breakfast included
Parking included
Americas Best Value Inn at Central Valley-Woodbury
139 Route 32 Central Valley NY
$85 nightly
The price is $105 total per night
$105 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Americas Best Value Inn at Central Valley-Woodbury in Central Valley, you'll be connected to a shopping center, within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Parking included
Free WiFi
FairBridge Inn & Suites at West Point
17 Main St Highland Falls NY
$102 nightly
The price is $114 total per night
$114 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at FairBridge Inn & Suites at West Point places you in the heart of Highland Falls, within a 5-minute drive of Bear Mountain State Park and West Point Museum.
Pet friendly
Parking included
West Point Motel
156 Main Street Highland Falls NY
$100 nightly
The price is $113 total per night
$113 total
Dec 22 - Dec 23
Total with taxes and fees
Free Cancellation
With a stay at West Point Motel in Highland Falls, you'll be within a 15-minute walk of Hudson River and West Point Museum.
Free WiFi
Air conditioning
Appalachian Motel
367 Route 94 Vernon NJ
$70 nightly
The price is $80 total per night
$80 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Appalachian Motel in Vernon, you'll be near ski lifts, within a 15-minute drive of Mountain Creek Ski Resort and Crystal Springs Golf Resort.
Pet friendly
Parking included
High Point Motel
1328 New Jersey 23 Sussex NJ
$88 nightly
The price is $98 total per night
$98 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Sussex, High Point Motel is within a 5-minute drive of High Point State Park and Dryden Kuser Natural Area.
Pet friendly
Parking included
Days Inn by Wyndham Middletown
4939 Route 17 M New Hampton NY
$93 nightly
The price is $109 total per night
$109 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Days Inn by Wyndham Middletown in New Hampton, you'll be within a 10-minute drive of LEGOLAND® New York and Soons Orchards.
Pool
Breakfast included
Sussex Motel
187 NJ-23 Sussex NJ
$85 nightly
The price is $95 total per night
$95 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Sussex Motel in Sussex, you'll be within a 15-minute drive of Crystal Springs Golf Resort and Mountain Creek Ski Resort.
Pet friendly
Parking included
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.
Chester Motels essential information
Accommodation | 18 Motels |
|---|---|
Lowest Price | $73 |
Highest Price | $128 |
Popular accommodation | Days Inn by Wyndham Nanuet / Spring Valley, Days Inn by Wyndham Wurtsboro, Super 8 by Wyndham Middletown, Super 8 by Wyndham Newburgh/West Point Near Stewart Airport, Super 8 by Wyndham Montgomery Maybrook, Americas Best Value Inn at Central Valley-Woodbury, FairBridge Inn & Suites at West Point, West Point Motel, Appalachian Motel, High Point Motel, Days Inn by Wyndham Middletown, Sussex Motel |