Old Greenwich Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $775 when you book a flight and hotel together*
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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.
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

2.5 out of 5
per person
Aug. 26 - Aug. 29
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
5.6/10 (1,068 reviews)
Renovations look long term

Reviewed on May 29, 2024

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jul. 4 - Jul. 9
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
No reviews
The Armon Hotel & Conference

The Armon Hotel & Conference

3 out of 5
per person
Aug. 26 - Aug. 30
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
7.6/10 Good! (153 reviews)
I had a wonderful stay

Reviewed on May 31, 2024

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
Jul. 7 - Jul. 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
7.8/10 Good! (1,010 reviews)
The noma is nice I’ll recommend it and came back as well

Reviewed on May 31, 2024

DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
per person
Jul. 25 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (971 reviews)
Staff was lovely, helpful & friendly. Room was clean, quiet and newly updated. Would recommend

Reviewed on May 20, 2024

Old Greenwich Hotel Deals

Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Fully refundable
The price is CA $256 per night from Jun. 16 to Jun. 17
CA $256
CA $295 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (1,000 reviews)
"Everything"

Reviewed on May 25, 2024

Hyatt Regency Greenwich
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Jun. 2 to Jun. 3
CA $204
CA $261 total
includes taxes & fees
Jun 2 - Jun 3
8/10 Very Good! (1,499 reviews)
"Great stay"

Reviewed on May 27, 2024

Royal Regency Hotel
East Norwich Inn
East Norwich Inn
2.5 out of 5
6321 Northern Blvd., East Norwich, NY
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jun. 5 to Jun. 6
CA $170
CA $190 total
includes taxes & fees
Jun 5 - Jun 6
7.8/10 Good! (1,722 reviews)
Functional hotel room
"Functional hotel in a nice location. Priced appropriately."

Reviewed on May 30, 2024

East Norwich Inn
See all 1,112 properties in Old Greenwich
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Old Greenwich vacation package cost?
The most affordable Old Greenwich vacation package is CA $538, so your dream escape can become a reality — without it costing a fortune. Combine flights, hotels and car rentals to tailor make a package that suits your travel style.
How do I get a cheap travel package to Old Greenwich?
Booking a hotel and flight together with Expedia won’t just save you time — it’ll save you a few dollars too. An Old Greenwich vacation package makes it easy to create your ideal trip. With more than 550 airlines throughout the world to choose from, finding convenient flights that fit your busy schedule will be no sweat. Not only that, we have over 1,000,000 properties globally to choose from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Old Greenwich?
A vacation in Old Greenwich isn’t complete without visiting Stamford Town Center, Greenwich Point Park and Stamford Center for the Arts. Spend your nights near these tourist attractions and make sightseeing easy.
What are the top hotels in Old Greenwich?
Hyatt Regency Greenwich and Spacious Beach House That . Huge Yard are two of the most sought-after properties in Old Greenwich. Why not look up the rates and amenities at each and then make up your mind?
How far in advance should I book my Old Greenwich vacation?
Reward yourself with the widest variety at the lowest prices by booking your adventure to Old Greenwich early. Air carriers typically advertise flights around a year prior to departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best bargains around, so it’s always a good time to book your dream vacation!
What does an Expedia Old Greenwich travel package include?
From hotels and airfares to car rentals, Expedia can help you create an Old Greenwich package that’s right for you. Vacationing for a while? Look into a hotel, rental car and flight bundle. If you’re taking a quick break, a flight and hotel deal may suit you better. Activities can also be added once you’ve made your booking. Our travel packages make it a cinch to save and plan.
What should I know before booking an Old Greenwich travel package?
So many places to travel to, so many things to see and do. With a package, you’ll be able to tick more of them off your list. Bundle your hotels, flights and rental cars and land big savings.
Can I choose my airline with an Old Greenwich Expedia vacation package?
With a vacation package, you’re always in charge. Whether you’re looking to fly to Old Greenwich in first class or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Old Greenwich vacation package?
Whether it’s your hotel or flight, you can cancel or change it. Booked your Old Greenwich vacation package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may incur a charge from your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We’re here to help you each step of the way.

Discover the most popular places to visit in Old Greenwich

Image for Greenwich Point Park

Greenwich Point Park

Explore the great outdoors at Greenwich Point Park, a lovely green space in Old Greenwich. While in this family-friendly area, you can savor the top-notch restaurants.

Greenwich Point Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.