Old Greenwich Vacations from ￥188,678

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The Latest Old Greenwich Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Northeast Yonkers
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to White Plains (HPN)
8.8/10 Excellent! (1,002 reviews)
Great service, spotlessly clean, friendly staff and really nice room and bathroom

Reviewed on Aug 6, 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
per person
Sep 21 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to White Plains (HPN)
2/10 (1 review)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
per person
Sep 21 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to White Plains (HPN)
3/10 (4 reviews)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
8/10 Very Good! (1,085 reviews)
Great place to stay. Breakfast was good. Easy access to Highways.

Reviewed on Aug 5, 2025

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
Sep 19 - Sep 24
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to White Plains (HPN)
8/10 Very Good! (1,004 reviews)
Good staff and stay over night.

Reviewed on Jul 29, 2025

Find the Best Old Greenwich Vacation Packages

Old Greenwich Hotel Deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Fully refundableReserve now, pay when you stay
The price is ￥25,764 per night from Aug 31 to Sep 1
￥25,764
￥29,629 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,015 reviews)
7 year anniversary trip
"Room was spotless, bed was comfortable, front desk was super friendly. The cleaners were super nice every morning. The pool/hot tub was a nice touch. Highly recommend to anyone looking to stay in the area."

Reviewed on Aug 3, 2025

Hyatt Regency Greenwich
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is ￥21,734 per night from Aug 24 to Aug 25
￥21,734
￥24,857 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,389 reviews)
"Super comfy bed breakfast was great"

Reviewed on Aug 7, 2025

Baymont by Wyndham White Plains - Elmsford
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 ￥14,126 per night from Aug 10 to Aug 11
￥14,126
￥17,369 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (2,200 reviews)
"I love this place and the staff ! Excellent place to stay !! It’s very clean and the area is quiet and nice ! The staff are awesome ."

Reviewed on Aug 6, 2025

Royal Regency Hotel
See all 1,294 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.

Discover the most popular places to visit in Old Greenwich

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 does an Old Greenwich vacation package cost?
Offering great value package deals from ￥188,678 on Expedia, you'll be pleasantly surprised at how much a vacation to Old Greenwich costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Old Greenwich?
January, February and August are the best times to look for cheap Old Greenwich vacation packages. Choosing to travel in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Old Greenwich?
With a well-organized itinerary, you can easily tick off the main Old Greenwich sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Old Greenwich vacation for longer.
How to find the best Old Greenwich package deals?
Finding a cheap Old Greenwich package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Old Greenwich package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Old Greenwich vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still get the freedom to create a personalized Old Greenwich vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Old Greenwich?
If you've got your Old Greenwich travel dates finalized, book as soon as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Old Greenwich?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Old Greenwich.
  2. Plan your budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Old Greenwich.
  3. Decide your trip length: Think about how much time you want to spend exploring Old Greenwich. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Old Greenwich vacation package.

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