Greenwich Vacations from $401

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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

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
6.6/10 (1,001 reviews)
Everything , was great except the load air conditioner

Reviewed on Jun 29, 2025

Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
8/10 Very Good! (1,002 reviews)
Everything was great, but I hope the outdoor pool can stay open until 7:00 or 8:00 during the summer. Since check-in time is at 4:00, and the outdoor pool closes at 6:00, there’s really not enough time to enjoy it. Even though there’s an indoor pool, I still prefer the outdoor one.

Reviewed on Jul 4, 2025

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
We occasionally go to Connecticut for events, and two years ago we stayed at this hotel. When we knew we were going back, we didn’t think twice about staying at Even, and we were excited to be back! The rooms are always spacious, comfortable, and clean. Reserve with full confidence! There is also a shopping center with excellent pizza just 6 minutes away walking.

Reviewed on Jun 29, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
9.2/10 Wonderful! (182 reviews)
We had a great stay at this property! The hotel is beautiful, with stunning grounds and a breathtaking view. Everything was exceptionally clean, and the staff were not only professional but also genuinely kind and helpful throughout our visit. The only downside was the lack of soundproofing—we could occasionally hear noise from neighboring rooms and the hallway. That said, it didn’t take away too much from an otherwise relaxing and enjoyable experience. Would definitely return!

Reviewed on Jun 22, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
7.8/10 Good! (1,041 reviews)
Very nice staff facility dated in some areas.

Reviewed on Jul 3, 2025

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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

Greenwich Ferry Dock

4.5/5(2 reviews)

Explore the waterfront in Greenwich with a trip to Greenwich Ferry Dock. Stroll along this romantic area's waterfront, or simply enjoy its restaurants.

Greenwich Ferry Dock

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
$410 nightly
The price is $469 total per night from Jul 6 to Jul 7
$469 total
Jul 6 - Jul 7
Total includes taxes and fees
9.2/10 Wonderful! (918 reviews)
"Great experience. Luxurious room. Great staff."

Reviewed on Jun 23, 2025

Delamar Greenwich Harbor
Stanton House Inn
Stanton House Inn
3.5 out of 5
76 Maple Ave, Greenwich, CT
9.6/10 Exceptional! (144 reviews)
"We had the best 2 night stay here after 4 nights in New York. I'd we'd known better we would have stayed here the whole time and used the train to visit New York! It's just the wonderful, especially Katie's avocado toast 😋 thank you all"

Reviewed on Jun 24, 2025

Get rates
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
$292 nightly
The price is $331 total per night from Jul 6 to Jul 7
$331 total
Jul 6 - Jul 7
Total includes taxes and fees
8.6/10 Excellent! (3 reviews)
An idyllic Greenwich retreat, perfect for our family of 4
"George and Subhas home was perfect for our family to spend a weekend in southern Connecticut while in town for the weekend to visit friends. We have two young daughters (age 1 and age 6) and always try to find places to stay where they can have their own room. The rooms were very spacious and clean, ..."

Reviewed on Jun 29, 2025

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

Find the Best Greenwich Vacation Packages

Greenwich Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
12,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Norwalk Maritime Aquarium, The Maritime Aquarium and Stamford Center for the Arts

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Frequently asked questions

How much does a Greenwich vacation package cost?
Offering excellent value package deals from $401 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.