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Old Greenwich Vacation Packages

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Old Greenwich Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
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

Stamford Suites

4 out of 5
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

Delamar Southport

4 out of 5
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

Hyatt Regency Greenwich

4 out of 5
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

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
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

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
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

Stamford Marriott Hotel & Spa

3.5 out of 5
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

Norwalk Inn & Conference Center

4 out of 5
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.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Downtown Rochelle
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)
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
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)
Delamar Southport

Delamar Southport

4 out of 5
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)
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
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)

Old Greenwich Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
Downtown Stamford
Price was $636, price is now $542 per person
$542
per person
Oct 14 - Oct 19
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to White Plains (HPN)
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
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)
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Save 100% on your flight
Price was $849, price is now $658 per person
$658
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
Price was $741, price is now $609 per person
$609
per person
Sep 6 - Sep 11
found 1 hour ago
Roundtrip flight included
Dallas (DAL) to White Plains (HPN)

Top Flight Deals

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

Frontier Airlines
Tue, Nov 3 - Mon, Nov 9
MCO
Orlando Intl.
LGA
LaGuardia
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Nov 3 from Orlando Intl. to LaGuardia, returning Mon, Nov 9, priced at $98 found 2 hours ago
Frontier Airlines
Tue, Aug 18 - Tue, Aug 25
MCO
Orlando Intl.
ISP
MacArthur
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Orlando Intl. to MacArthur, returning Tue, Aug 25, priced at $152 found 6 days ago
JetBlue Airways
Tue, Aug 25 - Tue, Aug 25
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 25 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Tue, Aug 25, priced at $176 found 1 day ago
Delta
Tue, Oct 6 - Sat, Oct 10
MIA
Miami Intl.
LGA
LaGuardia
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 6 from Miami Intl. to LaGuardia, returning Sat, Oct 10, priced at $179 found 1 day ago