Deals on vacations and trips to Old Greenwich

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Old Greenwich flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Save 100% on your flight
Price was $1,188, price is now $819 per person
$819
per person
Sep 20 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $1,426, price is now $1,048 per person
$1,048
per person
Sep 20 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This apartment features a virtual front desk. Take advantage of the free self parking.
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $4,771, price is now $3,621 per person
$3,621
per person
Sep 20 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
A rooftop terrace, free self parking, and laundry facilities are featured at this vacation home. Dry cleaning is also provided.
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $4,228, price is now $3,218 per person
$3,218
per person
Sep 20 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the onsite laundry facilities and in-room childcare. Dry cleaning and luggage storage are also provided.
Upscale Modern Luxury 3BR Home

Upscale Modern Luxury 3BR Home

2 out of 5
Save 100% on your flight
Price was $1,910, price is now $1,460 per person
$1,460
per person
Sep 20 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)

Top Old Greenwich hotels deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Free Cancellation
Reserve now, pay when you stay
$188 nightly
The price is $216 total per night
$216 total
Jul 26 - Jul 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $120 total per night
$120 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $232 total per night
$232 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the 24-hour gym and perks like free airport pick-up.
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike Westbury NY
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $116 total per night
$116 total
Jul 27 - Jul 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
La Quinta Inn & Suites by Wyndham Stamford / New York City

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

3 out of 5
135 Harvard Avenue Stamford CT
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $109 total per night
$109 total
Jul 26 - Jul 27
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, express check-in, and express check-out are also offered.
Breakfast included
Pet friendly
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $188 total per night
$188 total
Jul 1 - Jul 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.
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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.

Popular places to visit

Greenwich Point Park

5/5(2 reviews)

After visiting Greenwich Point Park, make a plan to see the other sights and activities in Old Greenwich. While in this family-friendly area, you can savor the top-notch restaurants.

Greenwich Point Park

Frequently asked questions

How much are vacation packages to Old Greenwich?
$819 is all you need to spend for a fantastic vacation in Old Greenwich. Bundle your hotel and flights into a Travelocity vacation package and watch how the savings pile up. With prices as good as these, traveling has never been so accessible.
How long should my Old Greenwich vacation be?
Your Old Greenwich vacation can be as long as you want, but many travelers stay about 3 nights. Can't wait to head off the beaten path and uncover some lesser-known spots? Lock in a few extra nights and experience another side of this destination.
Where can I get the best vacation package deals for Old Greenwich?
Travelocity can help you snap up an awesome Old Greenwich package deal. With no less than 400 partner airlines and 1,000,000 properties across the world, we're sure you'll find the perfect combination.
Why should I purchase my Old Greenwich vacation package via Travelocity?
Because you'll never roam on your own if you lock in your trip through us, and we offer round-the-clock customer support and top-quality service to boot. Add to that our Price Match Guarantee and countless destinations to pick from. We're here to help you have the vacation of a lifetime.
Can I save on my Old Greenwich car rental if I book it with hotels and flights?
Bundling your car, flight and hotel into an Old Greenwich vacation package is a great way to land the best prices. Plus, having your own rental car gives you the freedom to make your way to all the landmarks you can't wait to see. Sitting 35 mi away from Old Greenwich, Statue of Liberty is one place that should feature on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Old Greenwich?
Chances are you'll land at John F. Kennedy Intl. Airport (JFK), located 30 mi southwest of inner Old Greenwich. Liberty Intl. Airport (EWR) (40 mi away from central Old Greenwich) and LaGuardia Airport (LGA) (25 mi away from central Old Greenwich) are your other options.
What is there to do in Old Greenwich?
Greenwich Point Park deserves a spot on your itinerary. Once you've crossed off this famous attraction, simply roam the streets of Old Greenwich and learn what really makes this vibrant city tick.
Where should I stay when visiting Old Greenwich?
The Charming Private Oasis in Old Greenwich – A Commuter's Dream! is the top choice of many visitors. Book soon before it's too late.

Photos of local treasures

Browse Old Greenwich vacation photos for more inspiration

A calm lake with reflections of trees and a stone structure on the right.
A sailboat on a calm sea during sunset.
A pier extending into calm waters at sunset with a gradient sky.
A wooden boardwalk leading to a beach with calm waters and a clear sky.
A beach with clear water, a sandy shore, and a distant hill.

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