Old Greenwich Vacation Packages 2025/2026 from $308

Old Greenwich flight + hotel vacation packages

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

Hampton Inn & Suites Poughkeepsie

Crown Heights

$308

per person

Nov 21 - Nov 24

found 13 hours ago

Roundtrip flight included

Orlando (MCO) to White Plains (HPN)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Dome House Retreat

Save 100% on your flight

$1,036

per person

Nov 21 - Nov 24

found 13 hours ago

Roundtrip flight included

Orlando (MCO) 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.

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers

Save 100% on your flight

$1,505

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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.

Luxury Living in the Heart of NY

Southeast Yonkers

Save 100% on your flight

$3,867

per person

Nov 21 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) 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.

Hotel NoMa, Trademark Collection by Wyndham

$590

per person

Dec 12 - Dec 15

found 1 hour ago

Roundtrip non-stop flight included

Dallas (DAL) to White Plains (HPN)

A nightclub and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Old Greenwich hotels deals

Hyatt Regency Greenwich

1800 E Putnam Avenue, Old Greenwich, CT

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$224 total

Oct 31 - Nov 1

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. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pool

Pet friendly

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers, NY

$117 nightly

$137 total

Oct 2 - Oct 3

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Parking included

Hampton Inn White Plains/Tarrytown

200 West Main Street, Elmsford, NY

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$155 total

Oct 13 - Oct 14

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.

Breakfast included

Pet friendly

Amsterdam Hotel

19 Clarks Hill Ave, Stamford, CT

$87 nightly

$101 total

Oct 22 - Oct 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Breakfast included

Parking included

Norwalk Inn & Conference Center

99 East Avenue, Norwalk, CT

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$183 total

Oct 30 - Oct 31

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

Pool

Parking included

7 Days Hotel Bronx

2338 Bruckner Blvd, Bronx, NY

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$95 total

Oct 6 - Oct 7

Total with taxes and fees

Free WiFi in public areas is provided and the front desk is staffed around-the-clock. Concierge services are provided for your convenience.

Free WiFi

Air conditioning

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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.

Frequently asked questions

How much are vacation packages to Old Greenwich?

$308 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.