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.
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Save 100% on your flight
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.
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
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service.
Dome House Retreat

Dome House Retreat

4 out of 5
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A terrace, a garden, and a library are also on offer.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
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.
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
This vacation home features free WiFi in public areas, a picnic area, and laundry facilities. Barbecue grills are provided for your convenience.

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
$175 nightly
The price is $201 total per night
$201 total
Aug 31 - Sep 1
Total includes 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. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pool
Pet friendly
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Free Cancellation
$122 nightly
The price is $140 total per night
$140 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Pet friendly
Parking included
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
$127 nightly
The price is $145 total per night
$145 total
Sep 1 - Sep 2
Total includes 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.
Breakfast included
Pet friendly
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $164 total per night
$164 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $130 total per night
$130 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and wedding services.
Breakfast included
Parking included
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
$88 nightly
The price is $102 total per night
$102 total
Sep 7 - Sep 8
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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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

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?
$491 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

Photo by Kate Persad
Photo by Kate Persad