Greenwich Vacations from $1,706

Book a Hotel + Flight or Car together to unlock savings

The Latest Greenwich Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 19 - Jan 23

    Dream Villas Provo + Flight

    Blue Hills
    4 nights
    3.5 star property
    9.4/10 - Exceptional (82 reviews)
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • Nonstop
    $3,180
    $1,706
    per traveler
    found 1 day ago
    Dream Villas Provo
  • Jan 19 - Jan 23

    Long Bay Beach Club + Flight

    Long Bay Hills
    4 nights
    5.0 star property
    10/10 - Exceptional (4 reviews)
    "."
    Reviewed August 3, 2026
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • Nonstop
    $11,903
    $5,997
    per traveler
    found 1 day ago
    Long Bay Beach Club
  • Jan 19 - Jan 23

    Rooftop Villa Collection + Flight

    Grace Bay
    4 nights
    5.0 star property
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • Nonstop
    $10,442
    $6,157
    per traveler
    found 1 day ago
    Rooftop Villa Collection
  • Jan 19 - Jan 23

    Beachfront at Windsong on the Reef + Flight

    Grace Bay
    4 nights
    5.0 star property
    9.4/10 - Exceptional (221 reviews)
    "Beautiful"
    Reviewed November 4, 2026
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • Nonstop
    $3,349
    $2,090
    per traveler
    found 1 day ago
    Beachfront at Windsong on the Reef
  • Jan 19 - Jan 23

    Bungalows at Windsong on the Reef + Flight

    Grace Bay
    4 nights
    4.0 star property
    9.0/10 - Wonderful (101 reviews)
    "We had an AMAZING stay. The property is well maintained. Amenities convenient. Food GOOD. Staff EXCEPTIONAL! Shout Out to Raheem!"
    Reviewed August 6, 2026
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • Nonstop
    $3,134
    $1,961
    per traveler
    found 1 day ago
    Bungalows at Windsong on the Reef

Greenwich Hotel Deals

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.

Frequently Asked Questions

How much does a Greenwich vacation package cost?

Offering excellent value package deals from $1,706 on Expedia, you'll be thrilled with how little a vacation to Greenwich costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Greenwich?

If you'd like to snag a cheap Greenwich vacation package, consider traveling in April, September and December. You'll usually find lower rates on hotels and flights during these months — perfect for travelers wishing to save money.

How many days is enough for Greenwich?

With a well-organized schedule, you can easily visit the most popular Greenwich attractions in a handful of days. But if you want to venture off the beaten track or take day trips, think about booking your Greenwich vacation for longer.

How to find the best Greenwich package deals?

Start your search for a Greenwich package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Greenwich package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Greenwich adventure underway.

Is it cheaper to book a Greenwich vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy 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?

Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Greenwich getaway.

Does Expedia offer Book Now, Pay Later Greenwich vacation packages?

Secure your dream getaway to Greenwich with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, 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.