Greenwich Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Greenwich Vacation Packages

Greenwich Hotel Deals

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
500 Steamboat Rd Greenwich CT
Fully refundableReserve now, pay when you stay
The price is SARĀ 1,595 per night from Jul 26 to Jul 27
SARĀ 1,595
SARĀ 1,891 total
26 Jul - 27 Jul
includes taxes & fees
9.4/10 Exceptional! (997 reviews)
"Beautiful hotel, friendly and attentive staff, great restaurant, but one of the most uncomfortable mattresses Iā€™ve ever slept on. The uncomfortable bed was the only negative."

Reviewed on 15 July 2026

Delamar Greenwich Harbor
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich CT
The price is SARĀ 710 per night from Jul 21 to Jul 22
SARĀ 710
SARĀ 1,301 total
21 Jul - 22 Jul
includes taxes & fees
9.8/10 Exceptional! (41 reviews)
"George was a wonderful host. Responded quickly to my questions and when our plans changed, he was very helpful as well. Highly recommend. Beautiful location."

Reviewed on 22 June 2026

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Stanton House Inn

Stanton House Inn

3.5 out of 5
76 Maple Ave Greenwich CT
9.6/10 Exceptional! (176 reviews)
"A very pleasant stay with a wonderful pool in summer."

Reviewed on 2 July 2026

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Stanton House Inn
See all 496 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.

Stay near popular Greenwich attractions

Greenwich Avenue

9.4/10 (78 reviews)
Greenwich Avenue blends high-end shopping with historic architecture from the late 19th century. Explore luxury boutiques like HermĆØs and Tiffany & Co., then dine at one of the avenue's diverse culinary establishments.
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Frequently asked questions

How much does a Greenwich vacation package cost?
You can pick up a vacation package to this popular destination 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 ā€” ideal for travelers wishing to save money.
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, favorite 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.