Greenwich Vacations

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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 AED 1,612 per night from Sep 14 to Sep 15
AED 1,612
AED 1,909 total
14 Sep - 15 Sep
includes taxes & fees
9.2/10 Wonderful! (930 reviews)
"Beautiful hotel and very nice staff!"

Reviewed on 15 August 2025

Delamar Greenwich Harbor
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 3 August 2025

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Stanton House Inn
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 AED 595 per night from Aug 21 to Aug 22
AED 595
AED 1,147 total
21 Aug - 22 Aug
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 13 July 2025

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
See all 479 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.

Discover the most popular places to visit in Greenwich

Photo taken from the fishing bridge in Little Torch Key across from Veterans Memorial Park.

Greenwich Avenue

4.5/5(13 reviews)

During your visit to Greenwich, you can browse for the perfect souvenirs at Greenwich Avenue. Stroll along this romantic area's waterfront, or simply enjoy its restaurants.

Greenwich Avenue

Bruce Museum of Arts and Science

4.5/5(3 reviews)

You can study the exhibits at Bruce Museum of Arts and Science, a museum with a storied past, during your travels to Greenwich. Stroll along the waterfront or experience the art scene in this family-friendly area.

Bruce Museum of Arts and Science

Hawthorne Beach

Why not spend a lazy afternoon at Hawthorne Beach during your trip to Greenwich? Stroll along this romantic area's waterfront, or simply enjoy its restaurants.

Hawthorne Beach

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 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.