Old Greenwich Vacation Packages
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Your Old Greenwich Vacation
The stress-free way to experience this lively city is with a custom-made Old Greenwich vacation package. Stay in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining or choose someplace else — our packages are all about you. If your trip to Old Greenwich includes a little sightseeing, hit up much-loved attractions like Chelsea Piers, Greenwich Avenue and Stamford Town Center. A few clicks is all it takes to put together the perfect Old Greenwich vacation on Expedia.
Top Old Greenwich Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Tarrytown House Estate
Price was CA $1,043, price is now CA $773 per person
CA $773
per person
Aug 24 - Aug 28
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.2/10 Very Good! (1,109 reviews)
For the price, our room looked like a Motel 6. I did, however, enjoy sitting outside on the well landscaped lawns. Goose feathers, the onsite restaurant, was great. Too bad the room we stayed in wasn’t
Reviewed on Jun 14, 2026
Hampton Inn & Suites Yonkers - Westchester
Northeast Yonkers
Price was CA $1,155, price is now CA $1,021 per person
CA $1,021
per person
Aug 26 - Aug 31
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9/10 Wonderful! (1,055 reviews)
Excellent value and location to the city. Comfortable clean rooms, responsive and friendly staff, good breakfast, and adequate parking - again, excellent value
- my stay when I am in New York
Reviewed on Jun 9, 2026
Old Greenwich Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is CA $297 per night from Jun 28 to Jun 29
CA $297
CA $341 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (1,028 reviews)
"Beautiful Property and Exceptional Staff"
Reviewed on Jun 13, 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Jun 21 to Jun 22
CA $201
CA $230 total
Jun 21 - Jun 22
includes taxes & fees
8.4/10 Very Good! (1,726 reviews)
"We had a clean room. Breakfast was descent. Front desk was nice and helpful. Easy check in and out."
Reviewed on Jun 13, 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jun 28 to Jun 29
CA $183
CA $260 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very Good! (1,120 reviews)
"For the price, our room looked like a Motel 6. I did, however, enjoy sitting outside on the well landscaped lawns. Goose feathers, the onsite restaurant, was great. Too bad the room we stayed in wasn’t"
Reviewed on Jun 14, 2026
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.
Stay near popular Old Greenwich attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
