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 $887, price is now CA $668 per person
CA $668
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.2/10 Very Good! (1,043 reviews)
The staff at breakfast would serve the coffee once and rarely came to fill up the cups unless we asked. I feel that there is staff shortage.
Reviewed on Apr 5, 2026
Luxury 1BR located in Prime Yonkers Area
Bryn Mawr
Price was CA $2,399, price is now CA $1,571 per person
CA $1,571
per person
Jun 19 - Jun 26
found 18 hours ago
Roundtrip flight included
Montreal (YMQ) to White Plains (HPN)
10/10 Exceptional! (2 reviews)
Everything was clean, good communication.. I would like to come back again for sure
Reviewed on Feb 19, 2026
The Opus Westchester, Autograph Collection
Price was CA $2,726, price is now CA $2,262 per person
CA $2,262
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
9.2/10 Wonderful! (545 reviews)
Writing
Great stay at this hotel! The property itself was clean, comfortable, and the staff was very welcoming. One of the best parts of the location is how many great restaurants are within a short walk — all within about 5 blocks. We had so many options including Italian, Indian, Colombian, and even a Brazilian steakhouse nearby. It made dinner plans easy every night. Definitely a great spot if you enjoy having lots of food choices close by. Would absolutely stay here again!
Reviewed on Mar 15, 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 $336 per night from Apr 24 to Apr 25
CA $336
CA $386 total
Apr 24 - Apr 25
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Poor lighting in the room, very dark. TV remote didn't work. Staff is not friendly.
Reviewed on Apr 12, 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 $174 per night from Apr 30 to May 1
CA $174
CA $198 total
Apr 30 - May 1
includes taxes & fees
8.2/10 Very Good! (1,656 reviews)
Everything was nice
Reviewed on Apr 16, 2026
LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Apr 26 to Apr 27
CA $218
CA $255 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (476 reviews)
Loved the stay just didn’t like the fact your cleaners was slamming the doors early in the morning and you could hear a two people fighting in one of the rooms
Reviewed on Apr 15, 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.
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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.
