Greenwich Vacations from $312

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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.

The Latest Greenwich vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Elmsford / White Plains
Hotel NoMa, Trademark Collection by Wyndham
Hampton Inn White Plains/Tarrytown
Royal Regency Hotel
The Stamford Hotel
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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
$432 nightly
The price is $494 total per night from Sep 1 to Sep 2
$494 total
Sep 1 - Sep 2
Total with taxes and 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
$265 nightly
The price is $300 total per night from Sep 3 to Sep 4
$300 total
Sep 3 - Sep 4
Total with taxes and 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

Stanton House Inn
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.

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Frequently asked questions

How much does a Greenwich vacation package cost?
Offering excellent value package deals from $312 on Expedia, you'll be thrilled with how little a vacation to Greenwich costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Greenwich?
You can usually find lower prices and better availability in July, September and December. Take a look at our cheap Greenwich vacation packages and you could get some great off-season deals.
How many days is enough for Greenwich?
We'd suggest booking a Greenwich vacation for a minimum of 2 days. This will allow you enough time to check off top attractions such as Greenwich Avenue and Griffith E. Harris Golf Course, and check out neighborhoods like Downtown Stamford and Greenwich Municipal Center Historic District. You might even be able to fit in a day trip or two from Greenwich.
Is it worth booking a vacation package to Greenwich?
Well known for its views, golfing and coastal beaches, a Greenwich vacation is a hit with all kinds of travelers. Be sure to visit main sights like Bruce Museum of Arts and Science and Hawthorne Beach, and consider renting a set of wheels for day trips to explore even more.
How to find the best Greenwich package deals?
Bagging a cheap Greenwich package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Greenwich package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Greenwich vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can tailor your Greenwich getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Greenwich?
If you're considering an impromptu Greenwich adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Greenwich vacation packages?
Jet off on your perfect trip to Greenwich with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.