How much does a Greenwich vacation package cost?

Offering excellent value package deals from $254 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.

Best Greenwich Vacation Packages 2026

Name: 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Price range: $239 total
Rating: 9.6

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.

Quality Inn Poughkeepsie

Arlington

$254

per person

Mar 4 - Mar 8

found 17 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

7.8/10 Good! (474 reviews)

Clean simple room for one or two nights

Reviewed on Jan 11, 2026

Hampton Inn & Suites Yonkers

Northwest Yonkers

Save 100% on your flight

$435

per person

Apr 14 - Apr 21

found 9 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8.2/10 Very Good! (1,621 reviews)

Front desk staff was polite, friendly and professional Room was clean and very comfortable Would definitely return

Reviewed on Jan 28, 2026

Stamford Suites

Downtown Stamford

Save 100% on your flight

$380

per person

Apr 7 - Apr 10

found 1 day ago

Roundtrip flight included

Miami (MIA) to White Plains (HPN)

6.2/10 (71 reviews)

Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford.

Reviewed on Jan 19, 2026

Hampton Inn White Plains/Tarrytown

$330

per person

Apr 16 - Apr 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

8/10 Very Good! (1,264 reviews)

Place is clean and the breakfast is good

Reviewed on Jan 31, 2026

Inn At Arbor Ridge Hotel & Conference Center

$295

per person

Mar 4 - Mar 8

found 17 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

6/10 (284 reviews)

The staff was friendly. My room sprung a leak and I was moved quickly! I would go back.

Reviewed on Dec 19, 2025

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See all available trips from Columbus to Greenwich

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Greenwich Hotel Deals

Delamar Greenwich Harbor

500 Steamboat Rd Greenwich CT

$360 nightly

$412 total

Mar 1 - Mar 2

Total with taxes and fees

9.2/10 Wonderful! (965 reviews)

Yes and Ues

Reviewed on Jan 5, 2026

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

Greenwich CT

$211 nightly

$239 total

Feb 8 - Feb 9

Total with taxes and fees

9.6/10 Exceptional! (25 reviews)

We had a wonderful stay at this one-bedroom apartment in Greenwich. The place was spotless, well equipped, and very comfortable, with a lovely mini kitchen that had everything we needed. The view overlooking the pond was beautiful and added to the peaceful atmosphere.The neighborhood was quiet and ...

Reviewed on Dec 29, 2025

Stanton House Inn

76 Maple Ave Greenwich CT

9.6/10 Exceptional! (163 reviews)

Everything was fantastic, the staff, the room, the area. Can't wait to visit again!

Reviewed on Dec 5, 2025

Get rates

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.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.0°F (0.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	33.3°F (0.7°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	39.7°F (4.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	50.2°F (10.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Average	Average
June	69.1°F (20.6°C)	Light Rain	Mostly Sunny	Average	Average
July	76.1°F (24.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	74.8°F (23.8°C)	Light Rain	Mostly Sunny	Average	Average
September	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	57.9°F (14.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly 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.

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

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