Greenwich Vacation Packages

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Your Greenwich Vacation

The stress-free way to experience this interesting city is with a customized Greenwich vacation package. Stay in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining or go someplace else — our packages are all about you. If sightseeing is on the agenda during your trip to Greenwich, stop by major attractions like Chelsea Piers, Greenwich Avenue and Stamford Town Center. A couple of clicks is all it takes to build a tailor-made Greenwich vacation on Expedia.

Top Greenwich Vacation Deals

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

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Price was CA $720, price is now CA $600 per person
CA $600
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (2,197 reviews)
Great Room. Hotel is close to the mall and the freeway. We definitely return.

Reviewed on Aug. 18, 2025

Hampton Inn Fishkill

Hampton Inn Fishkill

2.5 out of 5
Price was CA $1,391, price is now CA $1,114 per person
CA $1,114
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to White Plains (HPN)
8.6/10 Excellent! (1,002 reviews)
The the property was clean and conveniently located to restaurants and major highway.

Reviewed on Aug. 12, 2025

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was CA $856, price is now CA $694 per person
CA $694
per person
Sep 21 - Sep 24
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.6/10 Excellent! (1,096 reviews)
Excellent welcoming front desk staff!

Reviewed on Aug. 18, 2025

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Northeast Yonkers
Price was CA $950, price is now CA $790 per person
CA $790
per person
Nov 6 - Nov 10
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
8.8/10 Excellent! (1,002 reviews)
Was convenient and fine. Just a little expensive

Reviewed on Aug. 17, 2025

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Price was CA $948, price is now CA $790 per person
CA $790
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to White Plains (HPN)
8/10 Very Good! (1,004 reviews)
What a Gem. The room spacious and clean ( tub definitely needs elbow grease but that’s why shower shoes are a thing). Overall, The entire team was amazing. It’s a resort like feeling North of Manhattan. THE FOOD OMG where to begin nothing let me down over the four nights!!!! Dominique, Nicole, and Teddy-and the locals who frequent are the reasons we will come back - NOMA SOCIAL just continue to play a variety of music becasue although I love my latin music it was overkill and DJ’s must represent rhe NYC culture to entirely with a good mix and not a centered focus on one genre- BUT STILL A FAVORITE PLACE!!

Reviewed on Aug. 20, 2025

Ready to book your vacation to Greenwich?

 

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Greenwich Hotel Deals

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
500 Steamboat Rd, Greenwich, CT
The price is CA $609 per night from Sep 14 to Sep 15
CA $609
CA $721 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (932 reviews)
"Although I only travelled from the upper West Side of NYC, our stay at the Hotel transformed us into a completely different environment. The service was exquisite. The property on the harbor was beautiful. I look forward to a reason to revisit.Gary Shapiro"

Reviewed on Aug. 18, 2025

Delamar Greenwich Harbor
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
The price is CA $236 per night from Aug 21 to Aug 22
CA $236
CA $447 total
Aug 21 - Aug 22
includes taxes & fees
8.8/10 Excellent! (7 reviews)
"George was a wonderful host and so responsive with all my messages. The area was beautiful and my kids loved the fishing and kayaking. Every morning they woke up and went fishing and anytime we came back to the property, they went fishing and kayaking until it was too dark. There were so many adorable ..."

Reviewed on Jul. 13, 2025

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Stanton House Inn

Stanton House Inn

3.5 out of 5
76 Maple Ave, Greenwich, CT
9.6/10 Exceptional! (151 reviews)
"Wonderful historic home"

Reviewed on Aug. 3, 2025

Get rates
Stanton House Inn
See all 475 properties in 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
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Discover the most popular places to visit in Greenwich

Stanwich Club

Enjoy a round of golf in Greenwich at Stanwich Club. While in this family-friendly area, you can savor the top-notch restaurants.

Stanwich Club

Frequently asked questions

How much does a Greenwich vacation package cost?
You can pick up a vacation package to this popular destination from CA $600 on Expedia. However, how much your vacation to Greenwich costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Greenwich?
If you'd like to book a cheap Greenwich vacation package, consider planning a trip in March, May and October. You're likely to find better prices on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Greenwich?
Greenwich vacations come in many shapes and sizes, but to get a true feel for this destination, we'd say 2 days is about right. In this timeframe, you can visit top sights like Greenwich Point Park and Bruce Museum of Arts and Science along with lesser-known spots. Don't forget to explore neighbourhoods such as Downtown Stamford and Greenwich Municipal Centre Historic District either. If you plan wisely, you can even schedule a day trip outside of Greenwich too.
Is it worth booking a vacation package to Greenwich?
Greenwich has everything you need for an awesome getaway — coastal beaches, views and golfing are just the start. Whether you'd like to check out sights such as Greenwich Avenue and Bruce Museum of Arts and Science, or take the road less travelled, you'll have plenty to do on your Greenwich vacation.
How to find the best Greenwich package deals?
Start your search for a Greenwich package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Greenwich package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Greenwich escape underway.
Is it cheaper to book a Greenwich vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Greenwich vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Greenwich?
If you're planning a spur-of-the-moment Greenwich trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Greenwich?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Greenwich.
  2. Plan your budget wisely: Besides the price of your accommodations, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may crop up during your trip to Greenwich.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Greenwich. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Greenwich vacation package for you.

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