Greenwich Vacations

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    Save up to ₩234,741 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 ₩493,353 per night from Jun 29 to Jun 30
₩493,353
₩587,811 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (916 reviews)
Home away from home
"Thank you to Joy and the amazing team at the Delamar Greenwich Harbor! It always feels like home when I’m there. Can’t recommend it enough!"

Reviewed on Mar 26, 2025

Delamar Greenwich Harbor
Stanton House Inn
Stanton House Inn
3.5 out of 5
76 Maple Ave, Greenwich, CT
9.6/10 Exceptional! (141 reviews)
"The Stanton House Inn is a really nice hotel in Greenwich. The staff was exceptional, as were the breakfasts. I recommend it highly!"

Reviewed on Jun 13, 2025

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Stanton House Inn
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 ₩217,844 per night from Jun 29 to Jun 30
₩217,844
₩249,160 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,345 reviews)
"Decent property to travel with family"

Reviewed on Jun 11, 2025

Baymont by Wyndham White Plains - Elmsford
See all 483 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.

Frequently asked questions

How much does a Greenwich vacation package cost?
Offering excellent value package deals 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 typically find lower prices and better availability in March, May and October. Explore our cheap Greenwich vacation packages and you could get some excellent off-season deals.
How many days is enough for Greenwich?
Allow at least 2 days for your Greenwich vacation if you’re hoping to take in all that makes this destination unique. Stroll around key areas, including Downtown Stamford and Greenwich Municipal Center Historic District. Then make a beeline for top attractions such as Greenwich Avenue and Griffith E. Harris Golf Course. With a clever itinerary, you can keep busy with room for some me-time too. Want to go beyond Greenwich? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to Greenwich?
Well known for its coastal beaches, views and golfing, a Greenwich vacation is a hit with all kinds of visitors. Be sure to visit leading sights like Greenwich Avenue and Bruce Museum of Arts and Science, and consider renting a car 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.
How to plan a trip to Greenwich?

  1. Choose your dates: The things you plan to do in Greenwich and your preferred season can help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, food and transportation when working out how much to save for your trip to Greenwich. Then, choose a property that suits your budget, whether that’s a low-cost stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about Greenwich, you can work out the ideal length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Greenwich vacation package.

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