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

Microtel Inn & Suites by Wyndham Bethel/Danbury
Price was $533, price is now $462 per person
$462
per person
Sep 25 - Sep 28
found 7 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Candlewood Lake and The Cave are located nearby.

Modern Luxury Home w GameRoom & Parking
Save 100% on your flight
Price was $1,913, price is now $1,480 per person
$1,480
per person
Aug 27 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
Publicación totalmente falsa, fotos falsas.
El lugar no es como lo muestran, no te dan TODO el apartamento como mencionan, te lo dan dividido, nunca más rentaría de nuevo este lugar!
Reviewed on Jul 22, 2026

Luxury 3BR Family Home Game Room Parking
Price was $823, price is now $669 per person
$669
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.

Luxury NYC Home Game Room Free Parking
Price was $1,210, price is now $1,005 per person
$1,005
per person
Sep 25 - Sep 28
found 2 hours ago
Roundtrip non-stop flight included
Austin (AUS) to White Plains (HPN)
Stay at this villa in White Plains. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is that there was a plumbing problem and they would get us to another property from the original property manager and Expedia NOT doing a thing to help 4 of us stranded with no place to stay, we got to the other property. The new property was fine, but the most upsatting thing was dealing with Expedia trying to get a place for us to stay. Expedia tried saying they would cancel the accommodations and get us a Hotel but we would have to pay for the hotel and then wait for any credits or refund on our original booking. HIGHLY unacceptable by Expedia customer service. I am a GOLD member and spend quite a few thousand dollars a year for both business and pleasure and they did NOTHING to make me feel they were taking care of us. We basically lost a day of full work which cost my business over $1500 in non productive work.
Reviewed on May 4, 2026

Luxury NYC Home with Free Parking for 12
Price was $1,024, price is now $860 per person
$860
per person
Sep 25 - Sep 28
found 2 hours ago
Roundtrip non-stop flight included
Austin (AUS) to White Plains (HPN)
Book a stay at this business-friendly villa in White Plains. Enjoy free WiFi, free parking, and a garden. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.
Reviewed on Feb 11, 2026

La Quinta Inn & Suites by Wyndham Danbury
Price was $623, price is now $528 per person
$528
per person
Sep 25 - Sep 28
found 7 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Candlewood Lake and The Cave are located nearby.

Amsterdam Hotel
Price was $636, price is now $542 per person
$542
per person
Oct 14 - Oct 19
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to White Plains (HPN)
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 in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.
This was a quick one night stay so not a lot of ammenities were used.
The room was large and spacious, clean and the bed was reasonably comfortable.
Breakfast was offered but we did not take.
Recommend this place.
Reviewed on Jul 21, 2026

Best Western Danbury/Bethel
Price was $551, price is now $477 per person
$477
per person
Sep 25 - Sep 28
found 7 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Candlewood Lake and The Cave are located nearby.
Excellent experience
Reviewed on Jul 22, 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
MCO
Orlando Intl.
LGA
LaGuardia
$98 Roundtrip, found 13 hours ago
$98
Roundtrip
found 13 hours ago

Tue, Aug 18 - Tue, Aug 25
MCO
Orlando Intl.
ISP
MacArthur
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago

Tue, Aug 25 - Tue, Aug 25
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$176 Roundtrip, found 2 days ago
$176
Roundtrip
found 2 days ago

Tue, Oct 6 - Sat, Oct 10
MIA
Miami Intl.
LGA
LaGuardia
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
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