Old Greenwich Vacations

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Old Greenwich Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Price was $461, price is now $343 per person
$343
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Center Seven Shopping Center and Caldor Shopping Center are located nearby.

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $655, price is now $469 per person
$469
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Captain Lawrence Brewing Company and Westchester Broadway Theatre are located nearby.

Courtyard by Marriott Yonkers Westchester County

Courtyard by Marriott Yonkers Westchester County

3 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $699, price is now $514 per person
$514
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
Price was $467, price is now $347 per person
$347
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly motel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenburgh Public Library and Captain Lawrence Brewing Company are located nearby.

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
Price was $597, price is now $458 per person
$458
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Captain Lawrence Brewing Company and Westchester Broadway Theatre are located nearby.

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Arlington
Price was $438, price is now $344 per person
$344
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.

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Top Hotel Deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
2.72 km from city center
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the ...
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
16.42 km from city center
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
26.21 km from city center
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
7 Days Hotel Bronx

7 Days Hotel Bronx

2.5 out of 5
2338 Bruckner Blvd Bronx NY
32.07 km from city center
Stay at this hotel in Bronx. Enjoy a 24-hour front desk, daily housekeeping, and concierge services. Our guests praise the helpful staff in our reviews. Popular ...
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
4.59 km from city center
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3 out of 5
1000 Baychester Ave Bronx NY
27.5 km from city center
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
24.71 km from city center
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
7000 Mall Walk Yonkers NY
26.56 km from city center
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
31.57 km from city center
Book a stay at this business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hilton Garden Inn Westbury

Hilton Garden Inn Westbury

3 out of 5
1575 Privado Rd Westbury NY
30.95 km from city center
Book a stay at this business-friendly hotel in Westbury. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
2.62 km from city center
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue Norwalk CT
16.76 km from city center
Stay at this hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
455 S Broadway Tarrytown NY
25.27 km from city center
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
22.31 km from city center
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
1 Radisson Plz New Rochelle NY
21.59 km from city center
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
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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.

Frontier Airlines
Wed, Feb 18 - Tue, Feb 24
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$77 Roundtrip, found 2 hours ago
$77
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Feb 18 from Miami Intl. to John F. Kennedy Intl., returning Tue, Feb 24, priced at $77 found 2 hours ago
Spirit Airlines
Mon, Feb 2 - Tue, Feb 3
MIA
Miami Intl.
LGA
LaGuardia
$81 Roundtrip, found 3 days ago
$81
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Feb 2 from Miami Intl. to LaGuardia, returning Tue, Feb 3, priced at $81 found 3 days ago
American Airlines
Tue, May 5 - Tue, May 12
MCO
Orlando Intl.
LGA
LaGuardia
$117 Roundtrip, found 8 hours ago
$117
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, May 5 from Orlando Intl. to LaGuardia, returning Tue, May 12, priced at $117 found 8 hours ago
Delta
Wed, Dec 24 - Wed, Dec 31
MCO
Orlando Intl.
LGA
LaGuardia
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Dec 24 from Orlando Intl. to LaGuardia, returning Wed, Dec 31, priced at $117 found 2 hours ago
JetBlue Airways
Mon, Feb 2 - Sat, Feb 7
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Feb 2 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sat, Feb 7, priced at $147 found 3 days ago