Search Deals onOld Greenwich Vacation Packages
Old Greenwich Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Royal Regency Hotel
Price was $394, price is now $342 per person
$342
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
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 in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.

Stamford Suites
Save 100% on your flight
Price was $719, price is now $532 per person
$532
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Greenwich Avenue and Latham Park are located nearby.
Hotel is in very bad shape -Peeling paint everywhere - stained carpets - musty smells
Stay Away
Reviewed on Jul 21, 2026

Delamar Southport
Save 100% on your flight
Price was $976, price is now $727 per person
$727
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hartford HealthCare Amphitheater and Sasco Hill Beach are located nearby.
Breakfast in the morning was a terrific addition to an already pleasant stay.
Reviewed on Jul 20, 2026

Hyatt Regency Greenwich
Save 100% on your flight
Price was $770, price is now $585 per person
$585
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
Highly recommend this hotel for its location and quietness. Staff were great overall. Only criticism is the hotel seemed understaffed at the busiest times of day. Rooms, reception and facilities are great
Reviewed on Jul 22, 2026

Hotel Nyack, a JdV by Hyatt Hotel
Save 100% on your flight
Price was $756, price is now $582 per person
$582
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Elmwood Playhouse and Edward Hopper House Art Center are located nearby.
Would be great to have a breakfast buffet included. But overall I enjoyed my stay. Thank you
Reviewed on Jul 21, 2026

Hotel NoMa, Trademark Collection by Wyndham
Price was $622, price is now $524 per person
$524
per person
Sep 21 - Sep 25
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
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 clean rooms in our reviews. Popular attractions New Roc City and Glen Island Park are located nearby.
Good place to stay, right off I-95. While its lounge may be a local hotspot, the hotel has always been quiet and peaceful. I’ve stayed there repeatedly and always find it consistently good. No frills; good for a night or two’s rest. The beds are very comfortable, by the way.
Reviewed on Jul 22, 2026

Stamford Marriott Hotel & Spa
Price was $1,033, price is now $888 per person
$888
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this spa hotel in Stamford. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.

Norwalk Inn & Conference Center
Price was $752, price is now $656 per person
$656
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Norwalk Green and Norwalk Islands are located nearby.
Great design and very well furnished and super clean. Accommodations exceeded expectations for upscaled feel. Thanks.
Reviewed on Jul 21, 2026
Old Greenwich Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Old Greenwich Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 3 - Mon, Nov 9
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Orlando Intl.
LGA
LaGuardia
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
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Tue, Aug 18 - Tue, Aug 25
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ISP
MacArthur
$152 Roundtrip, found 6 days ago
$152
Roundtrip
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Tue, Aug 25 - Tue, Aug 25
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Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$176 Roundtrip, found 1 day ago
$176
Roundtrip
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Tue, Oct 6 - Sat, Oct 10
MIA
Miami Intl.
LGA
LaGuardia
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
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