Chester Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Chester Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this 4-star luxury hotel in New York. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 10 - Sep 17
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Madison Square Garden and Empire State Building are located nearby.

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep 10 - Sep 17
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Lincoln Center and Manhattan Cruise Terminal are located nearby.

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 10 - Sep 14
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.

The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 10 - Sep 17
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy 2 restaurants, a 24-hour front desk, and daily housekeeping. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Broadway and Times Square are located nearby.

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 10 - Sep 17
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Empire State Building and Madison Square Garden are located nearby.

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Top Hotel Deals

Doubletree by Hilton Somerset Hotel and Conference Center

Doubletree by Hilton Somerset Hotel and Conference Center

4 out of 5
200 Atrium Dr, Somerset, NJ
31.35 km from city center
Stay at this 4-star business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Sheraton Parsippany Hotel

Sheraton Parsippany Hotel

4 out of 5
199 Smith Rd, Parsippany, NJ
25.21 km from city center
Stay at this 4-star business-friendly hotel in Parsippany. Enjoy free parking, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff ...
Holiday Inn South Plainfield-Piscataway by IHG

Holiday Inn South Plainfield-Piscataway by IHG

3.5 out of 5
4701 Stelton Rd, South Plainfield, NJ
33.86 km from city center
Stay at this 3.5-star hotel in South Plainfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Embassy Suites by Hilton Piscataway Somerset

Embassy Suites by Hilton Piscataway Somerset

3.5 out of 5
121 Centennial Ave, Piscataway, NJ
31.75 km from city center
Stay at this 3.5-star business-friendly hotel in Piscataway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Parsippany

Embassy Suites by Hilton Parsippany

3.5 out of 5
909 Parsippany Blvd, Parsippany, NJ
25 km from city center
Book a stay at this business-friendly hotel in Parsippany. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
Hyatt House Parsippany/Whippany

Hyatt House Parsippany/Whippany

3 out of 5
1 Ridgedale Avenue North, Whippany, NJ
22.06 km from city center
Book a stay at this business-friendly hotel in Whippany. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Days Inn by Wyndham Parsippany

Days Inn by Wyndham Parsippany

2 out of 5
3159 Route 46, Parsippany, NJ
24.67 km from city center
Book a stay at this business-friendly hotel in Parsippany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Holiday Inn & Suites Parsippany Fairfield by IHG

Holiday Inn & Suites Parsippany Fairfield by IHG

3 out of 5
707 Route 46 East, Parsippany, NJ
28.5 km from city center
Stay at this 3-star business-friendly hotel in Parsippany. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Hampton Inn Parsippany

Hampton Inn Parsippany

3 out of 5
1 Hilton Ct, Parsippany, NJ
21.3 km from city center
Stay at this 3-star business-friendly hotel in Parsippany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Short Hills

Hilton Short Hills

4 out of 5
41 Jfk Pkwy, Short Hills, NJ
28.21 km from city center
Book a stay at this business-friendly hotel in Short Hills. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
HYATT house Parsippany-East

HYATT house Parsippany-East

3 out of 5
299 Smith Rd, Parsippany, NJ
25.34 km from city center
Stay at this 3-star business-friendly hotel in Parsippany. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
The Garden Executive Hotel

The Garden Executive Hotel

3 out of 5
101 New World Way, South Plainfield, NJ
33.79 km from city center
Book a stay at this business-friendly hotel in South Plainfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and ...
Ramada by Wyndham Rockaway

Ramada by Wyndham Rockaway

2.5 out of 5
156 Route 46 East, Rockaway, NJ
19.69 km from city center
Book a stay at this business-friendly hotel in Rockaway. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parks lake Beach and Rockaway ...
Madison Hotel

Madison Hotel

4 out of 5
1 Convent Rd, Morristown, NJ
21.34 km from city center
Book a stay at this business-friendly hotel in Morristown. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Berkeley Heights

Embassy Suites by Hilton Berkeley Heights

3.5 out of 5
250 Connell Drive, Berkeley Heights, NJ
27.25 km from city center
Stay at this 3.5-star business-friendly hotel in Berkeley Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Sep 16 - Tue, Sep 23
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Sep 16 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 23, priced at $88 found 4 days ago
Frontier Airlines
Tue, Aug 26 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 2, priced at $108 found 3 days ago
JetBlue Airways
Mon, Sep 8 - Tue, Sep 23
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 23, priced at $127 found 3 days ago
United
Thu, Sep 18 - Sun, Sep 21
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select United flight, departing Thu, Sep 18 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Sun, Sep 21, priced at $129 found 2 days ago
Delta
Wed, Oct 22 - Wed, Nov 5
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 22 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Wed, Nov 5, priced at $157 found 3 days ago