Greenwich Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Greenwich Vacation
The stress-free way to experience this interesting city is with a customized Greenwich vacation package. Stay in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining or go someplace else — our packages are all about you. If sightseeing is on the agenda during your trip to Greenwich, stop by major attractions like Chelsea Piers, Greenwich Avenue and Stamford Town Center. A couple of clicks is all it takes to build a tailor-made Greenwich vacation on Expedia.
Top Greenwich Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn
Cove - East Side - Shippan
Price was CA $709, price is now CA $593 per person
CA $593
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
6.4/10 (1,005 reviews)
Room was satisfactory and clean. Parking was adequate. At the Check- in I felt the clerk was less than friendly. However, it was in Connecticut close to New York, so I suppose it should be expected.
Reviewed on Jan 7, 2026
Hampton Inn & Suites Yonkers
Northwest Yonkers
Price was CA $828, price is now CA $664 per person
CA $664
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (1,621 reviews)
Partially friendly and professional staff. Rooms are subpar because carpets are worn and not steam cleaned properly. Had to change my room due to nasty stench. The other half of staff during the daytime hours have a “NY do it yourself” attitude.
Reviewed on Feb 5, 2026
Hampton Inn White Plains/Tarrytown
Price was CA $808, price is now CA $670 per person
CA $670
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,264 reviews)
It was fine. Rooms were in ok condition; a bit older and need some remodelling. Staff was fine. Place needs a bit of a glow up.
Reviewed on Feb 2, 2026
Greenwich Hotel Deals
Delamar Greenwich Harbor
500 Steamboat Rd Greenwich CT
9.2/10 Wonderful! (966 reviews)
Yes and Ues
Reviewed on Jan 5, 2026
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Greenwich CT
The price is CA $146 per night from Feb 22 to Feb 23
CA $146
CA $328 total
Feb 22 - Feb 23
includes taxes & fees
9.6/10 Exceptional! (27 reviews)
Beautiful space, excellent communication from the hosts. Would stay again!
Reviewed on Feb 6, 2026
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
Greenwich CT
The price is CA $716 per night from Feb 20 to Feb 21
CA $716
CA $1,448 total
Feb 20 - Feb 21
includes taxes & fees
The location was perfect for our family getaway. The snow and river backdrop brought the holiday spirit out in our college age kids. There was plenty of room and the fireplace was great. All the appliances are high end and the communication was excellent. The host went out of his way to make the ...
Reviewed on Dec 30, 2025
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.
Discover the most popular places to visit in Greenwich
Stanwich Club
Enjoy a round of golf in Greenwich at Stanwich Club. While in this family-friendly area, you can savor the top-notch restaurants.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
