Greenwich Vacations from $344

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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.
Stamford Marriott

Stamford Marriott

3.5 out of 5
Downtown Stamford
Price was $520, price is now $344 per person
$344
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,000 reviews)

Westchester Marriott

Westchester Marriott

4.5 out of 5
Price was $803, price is now $657 per person
$657
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9/10 Wonderful! (675 reviews)

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Price was $769, price is now $642 per person
$642
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9.2/10 Wonderful! (1,636 reviews)
The hotel is in a perfect location, the staff were so polite and accommodating. The property was clean. I will always stay here.

Reviewed on Nov 8, 2026

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was $1,396, price is now $1,171 per person
$1,171
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to White Plains (HPN)
6.2/10 (197 reviews)
This was by far one of the worst hotel experiences I have ever had. I booked an extended stay at Stamford Suites through Orbitz and arrived to find accommodations that were filthy, deteriorating, and nothing like the advertised photos. The suite had visible mold-like growth in the bathroom, rusted fixtures, damaged cabinetry, poorly maintained surfaces, and a leaking window that left standing water on the floor. These were not minor cosmetic issues but serious sanitation and potential health hazards. After just one night, I developed numerous bites across my back, which I suspect were from bedbugs. I had to purchase medication and supplies to treat the irritation. I immediately contacted Orbitz and the property, documented the conditions with photographs, and requested assistance. Instead of meaningful intervention, I encountered delays, poor communication, and little accountability. I was forced to stay one night because I had nowhere else to go. Although Orbitz eventually issued a partial refund, I was still charged an inflated first-night rate, and my Orbitz rewards were not restored. Worst of all, I was in town following a tragic death in my family, helping prepare for a funeral. Instead of having a safe place to rest, I spent precious time dealing with unsanitary conditions, health concerns, customer service disputes, and finding alternative accommodations. I have photographic evidence of everything. The lack of cleanliness, compassion, and accountability was insane

Reviewed on Nov 6, 2026

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

3 out of 5
Downtown Stamford
Price was $821, price is now $690 per person
$690
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9/10 Wonderful! (908 reviews)
Front desk lady, Vanessa, was a delight and helpful.

Reviewed on Nov 8, 2026

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Stay near popular Greenwich attractions

Greenwich Avenue

9.4/10 (78 reviews)
Greenwich Avenue blends high-end shopping with historic architecture from the late 19th century. Explore luxury boutiques like Hermès and Tiffany & Co., then dine at one of the avenue's diverse culinary establishments.
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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
$474 nightly
The price is $543 total per night from Nov 12 to Nov 13
$543 total
Nov 12 - Nov 13
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"Staff are very friendly. Beautiful, clean rooms. Delicious restaurant downstairs"

Reviewed on Nov 8, 2026

Delamar Greenwich Harbor
Stanton House Inn

Stanton House Inn

3.5 out of 5
76 Maple Ave Greenwich CT
Get rates
Stanton House Inn
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Greenwich CT
Fully refundable
$245 nightly
The price is $280 total per night from Nov 10 to Nov 11
$280 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (7 reviews)
"Host was super friendly and accommodating, and the stay was very cozy and welcoming"

Reviewed on Oct 18, 2026

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
See all 473 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

Things to do near Greenwich

Greenwich, Connecticut, is perfect for family-friendly and outdoor vacations, offering a range of activities. Visitors can enjoy vibrant shopping areas, catch a performance at local theaters, and explore educational attractions. Popular options include day trips, customized vacation packages, and exciting sports events, along with beautiful flower displays that enhance the town's charm. Experience the best of Greenwich and create memorable moments during your visit.

Shopping

In Greenwich, visit The Westchester Mall, just 7 miles away, offering a vibrant mix of shops and entertainment. If you're up for a drive, check out Westport Farmers Market, located 16 miles away, for local goods and unique finds in a charming outdoor setting.

Recreation

Experience the vibrant culture at Capitol Theatre, just 3 miles from Greenwich, with its captivating performances. Enjoy sports and recreation at Chelsea Piers, located 6 miles away, offering a dynamic atmosphere. Additionally, relax outdoors at Westchester Country Club, 4 miles from Greenwich, where golf meets serene landscapes.

Adventure

Explore Legoland Discovery Center Westchester, an arcadeAdventureZone located 13 miles from Greenwich, for family fun. Experience the thrill of karting at Grand Prix New York / Spins Bowl, situated 14 miles away. Enjoy more arcade excitement at Sportime USA, only 10 miles from Greenwich, perfect for all ages.

Nightlife

Experience the vibrant nightlife in Greenwich by visiting the Stonewall Inn, just 28 miles away, for a romantic evening. Alternatively, head to Dave & Buster's, located 26 miles away, for a fun-filled atmosphere. Don’t miss 51-53 Christopher Street, also 28 miles away, offering lively entertainment vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Greenwich

Greenwich, Connecticut, is perfect for family-friendly vacations with a blend of outdoor and urban experiences. Explore popular attractions like Greenwich Park and the vibrant Greenwich Avenue, or relax at the local beaches. For those interested in culture, visiting the modern college campuses can be enriching. Don’t forget to check out the local hospital for any health needs during your stay, ensuring a safe and enjoyable trip.

  • Rye Playland: Experience the excitement of Rye Playland, a classic amusement park located 5 miles from Greenwich. With its thrilling rides and family-friendly attractions, it offers a vibrant outdoor adventure atmosphere perfect for visitors of all ages.
  • Greenwich Avenue: Stroll along Greenwich Avenue, a lively street in the heart of the town. Known for its upscale shops, dining options, and charming ambiance, it captures the essence of city life while providing a delightful shopping experience.
  • Westchester County Center: Just 8 miles from Greenwich, the Westchester County Center is a cultural hub that hosts a variety of events, from concerts to art exhibitions. Its rich arts scene makes it a must-visit for culture enthusiasts.

Best time to go to Greenwich

The best time to visit Greenwich is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.0°F (0.0°C)Light RainMostly SunnySlightly LowSlightly Low
February33.3°F (0.7°C)Light RainMostly SunnyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April50.2°F (10.1°C)Light RainMostly SunnySlightly HighAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverageAverage
July76.1°F (24.5°C)Light RainMostly SunnySlightly HighAverage
August74.8°F (23.8°C)Light RainMostly SunnyAverageAverage
September68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
October57.9°F (14.4°C)Light RainMostly SunnyAverageSlightly High
November46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage
December38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly High

Tips to save on your trip to Greenwich

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Greenwich.
  • Consider traveling to Greenwich during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

What's included in a Greenwich vacation package?
A Greenwich vacation package lets you combine round-trip flights, a hotel stay, and a rental car. As a beach destination, Greenwich has about half of its package hotels offering ocean views, enhancing your coastal experience. Many hotels also provide amenities like free breakfast and airport shuttle services to and from airports such as John F. Kennedy International Airport (JFK), making your arrival and daily planning smoother.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Greenwich vacation package?
When you bundle, you can save up to 30%*. To save money on a Greenwich package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Greenwich?
For couples seeking a romantic Greenwich vacation package, consider a stay at Delamar Greenwich Harbor. This 4-star property, rated 9.5 out of 10, offers amenities like a spa and a bar/lounge, creating a refined atmosphere. Travelers frequently praise the spacious rooms and delicious breakfast, making it ideal for a relaxing getaway.

Travelers looking for luxury can find excellent Greenwich vacation packages built around Stanton House Inn. This 3.5-star inn, boasting an exceptional 9.8 out of 10 rating, provides a charming overall experience with its beautifully appointed facilities and a beautifully maintained outdoor pool. Guests often highlight the great breakfast and respectful staff, adding to the upscale feel.

Families planning a Greenwich vacation package might appreciate the offerings at Stanton House Inn. With its outdoor pool and complimentary breakfast, this 3.5-star property (rated 9.8 out of 10) provides a comfortable base. Its charming ambiance and easy parking are often noted by travelers, making it a convenient choice for those traveling with children.
Is Greenwich better suited for a beach vacation or a cultural trip?
Greenwich offers a mix of experiences, making it suitable for both beach vacations and cultural trips. As a beach destination outside the city, about half of package hotels offer beach access, with options like Greenwich Point Park and Hawthorne Beach providing coastal relaxation.

For those interested in culture and history, Greenwich has a rich heritage. You can explore the Bruce Museum of Arts and Science, which features art and natural history exhibits, or visit the historic Putnam Cottage, a Revolutionary War-era tavern museum. A Greenwich vacation can easily combine days by the water with visits to these cultural landmarks.
What's included in a Greenwich beach vacation package?
Greenwich beach vacation packages typically combine flights with a stay at a hotel near the coast. Delamar Greenwich Harbor, a 4-star property rated 9.5 out of 10, offers amenities like a spa and a restaurant, with travelers frequently praising its beautifully decorated overall atmosphere and delicious breakfast. Another option is Stanton House Inn, rated 9.8 out of 10, which features an outdoor pool and free breakfast, and guests often highlight the beautifully maintained pool and respectful staff. The specific inclusions like beach access, meals, drinks, and on-site activities depend on the hotel and the rate chosen for your Greenwich vacation package.
What are the top things to do in Greenwich?
A Greenwich vacation offers a variety of attractions, from historic sites to shopping and beaches:

Browse and book things to do in Greenwich on Expedia.
Do you need to rent a car in Greenwich, or is public transport enough?
For a Greenwich vacation package, a rental car offers the most flexibility, especially if you plan to explore beyond the central area. The central Greenwich neighborhood is comfortably walkable, allowing you to explore shops and restaurants on foot.

However, reaching other neighborhoods like Old Greenwich or Cos Cob, or visiting beaches such as Greenwich Point, would be a long walk. Local taxis are available and can be called for service around town.
Are Greenwich vacation package hotels conveniently located?
Greenwich vacation package hotels are generally conveniently located, especially for exploring the central area. Many properties place you within easy reach of the town's attractions.

For example, Stanton House Inn is about 1 mile from central Greenwich, offering a charming stay. The Delamar Greenwich Harbor, rated 9.5 out of 10, is even closer, about a 10-minute walk from central Greenwich. These locations make it easy to access local shops, restaurants, and sights on foot during your Greenwich vacation package.
Can I change or cancel my Greenwich vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Greenwich vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Greenwich vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Greenwich vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Greenwich?
To find last-minute vacation packages to Greenwich, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Greenwich vacation packages?
Free cancellation on a Greenwich vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Greenwich vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Greenwich getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Greenwich vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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