Greenwich Vacation Packages
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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.
Top Greenwich Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Stamford Suites
Downtown Stamford
CA $1,057
per person
Dec 11 - Dec 15
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.4/10 (185 reviews)
This property is listed as a 3-star. There is NO WAY this is a 3-star property. It is much a motel or hostel at best. DO NOT STAY HERE. It was so dirty that I did not feel comfortable staying. I left after only a few minutes and they would not process a refund. There were people banging on doors and yelling in the hallway and there were people smoking substances in the parking lot. This is the worst accommodation I've ever booked!
Reviewed on Oct 5, 2026
Ready to book your vacation to Greenwich?
Greenwich Hotel Deals
Delamar Greenwich Harbor
500 Steamboat Rd Greenwich CT
CA $606
CA $725 total
Nov 8 - Nov 9
includes taxes & fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich CT
CA $320
CA $430 total
Oct 11 - Oct 12
includes taxes & fees
8.4/10 Very good! (6 reviews)
"The location was perfect, nice quiet neighborhood. The stone patio was relaxing. The unit was well equipped and the bed was comfortable. It was a bit dated in decor but it was clean and quiet. Definitely a good choice for a quick stay. CC was super responsive and cordial in their texts, I did not ..."
Reviewed on Oct 7, 2026
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)
During your visit to Greenwich, you can search for that perfect souvenir at Greenwich Avenue. Take in the art scene while you're in the area.
Bruce Museum of Arts and Science
8.6/10 (14 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.
Putnam Cottage
7.8/10 (6 reviews)
You can learn about the history of Greenwich when you stop by Putnam Cottage. While in this family-friendly area, you can savor the top-notch restaurants.
Hawthorne Beach
10.0/10 (1 review)
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.
Baldwin Farms
You can take time to visit Baldwin Farms during your travels to Greenwich. Stroll along this romantic area's waterfront, or simply enjoy its restaurants.
Cavalier Galleries
9.0/10 (8 reviews)
You can browse the exhibits at Cavalier Galleries, a museum with a story of its own, during your travels to Greenwich. While in this family-friendly area, you can savor the top-notch restaurants.
Comfort Preserve
You can take time to visit Comfort Preserve during your travels to Greenwich. Stroll along this romantic area's waterfront, or simply enjoy its restaurants.
Stanwich Club
8.6/10 (7 reviews)
Enjoy a round of golf in Greenwich at Stanwich Club. While in this family-friendly area, you can savor the top-notch restaurants.
Frequently asked questions
How much does a Greenwich vacation package cost?
You can pick up a vacation package to this popular destination from CA $771 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 — ideal for travellers wishing to save money.
How many days is enough for Greenwich?
Greenwich vacations come in many shapes and sizes, but to get a true feel for this destination, we'd say 2 days is about right. In this timeframe, you can visit top sights like Greenwich Point Park and Bruce Museum of Arts and Science along with lesser-known spots. Don't forget to explore neighbourhoods such as Downtown Stamford and Greenwich Municipal Centre Historic District either. If you plan wisely, you can even schedule a day trip outside of Greenwich too.
Is it worth booking a vacation package to Greenwich?
Greenwich has everything you need for an awesome getaway — coastal beaches, views and golfing are just the start. Whether you'd like to check out sights such as Greenwich Avenue and Bruce Museum of Arts and Science, or take the road less travelled, you'll have plenty to do on your Greenwich vacation.
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?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Greenwich.
- 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.
- 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.
- Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Greenwich vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
