Greenwich Vacations from $774

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Your Greenwich Vacation

Get ready to experience Greenwich on your terms with a custom Greenwich vacation package! Uncovering the best parts of this interesting city is made easier with a base in a neighborhood such as Seaview, which is great for golfing, among lots of other things. Make your trip to Greenwich even more fun and exciting by going sightseeing. Sandy Lane Beach, Paynes Bay Beach and Holetown Beach are among the most popular attractions you'll want to explore. Expedia is here to help you escape your daily routine. Tailor your vacation to Greenwich to suit your travel style, whatever that may be!

The Latest Greenwich Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A spacious living room with a flat-screen TV, comfortable seating, a coffee table, and a view of the ocean through large sliding glass doors.
    Dec 7 - Dec 11

    East Resort + Flight

    St. Phillips
    4 nights
    3.5 star property
    8.4/10 - Very good (6 reviews)
    "Was the perfect place for our honeymoon"
    Reviewed November 2, 2026
    Roundtrip • New York (EWR) - Bridgetown (BGI)
    EWR - BGI • 1 stop BGI - EWR • 1 stop
    $1,229
    $774
    per traveler
    found 17 hours ago
    East Resort
  • A woman in a red swimsuit standing in a pool with a tropical resort background including palm trees and a thatched-roof building.
    Jan 13 - Jan 18

    The Club, Barbados Resort & Spa Adults Only - All Inclusive + Flight

    Holetown
    5 nights
    4.0 star property
    8.0/10 - Very good (603 reviews)
    "Not wheel chair friendly"
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - Bridgetown (BGI)
    BOS - BGI • 1 stop BGI - BOS • 2 stops
    $3,796
    $2,281
    per traveler
    found 1 day ago
    The Club, Barbados Resort & Spa Adults Only - All Inclusive
  • A pool area with lounge chairs and umbrellas, a woman in a swimsuit, and a two-story building with balconies.
    Dec 15 - Dec 19

    Sea Symphony Villa + Flight

    Fryers Well
    4 nights
    3.5 star property
    8.6/10 - Excellent (11 reviews)
    Roundtrip • Trinidad (POS) - Bridgetown (BGI)
    POS - BGI • Nonstop BGI - POS • 1 stop
    Save 100% on your flight
    $1,525
    $982
    per traveler
    found 6 hours ago
    Sea Symphony Villa
  • A balcony with a view of a beach and ocean.
    Jan 21 - Jan 26

    White Sands Beach Condos + Flight

    St. Lawrence Gap
    5 nights
    3.0 star property
    9.6/10 - Exceptional (108 reviews)
    "enjoyed my stay. 10/10 would stay again."
    Reviewed October 16, 2026
    Roundtrip • New York (EWR) - Bridgetown (BGI)
    EWR - BGI • 1 stop BGI - EWR • 1 stop
    $2,665
    $1,720
    per traveler
    found 0 hours ago
    White Sands Beach Condos
  • A spacious lobby with a view of the ocean, marble flooring, and modern lighting fixtures.
    Jan 13 - Jan 18

    Wyndham Grand Barbados Sam Lords Castle Resort + Flight

    Harrismith
    5 nights
    5.0 star property
    7.8/10 - Good (829 reviews)
    "good"
    Reviewed November 4, 2026
    Roundtrip • Boston (BOS) - Bridgetown (BGI)
    BOS - BGI • 1 stop BGI - BOS • 2 stops
    $2,945
    $1,974
    per traveler
    found 1 day ago
    Wyndham Grand Barbados Sam Lords Castle Resort

Greenwich Hotel Deals

An aerial view of a coastal town with a beach, hotels, and residential buildings.

Courtyard by Marriott Bridgetown, Barbados

Courtyard by Marriott Bridgetown, Barbados
3.5 star property
8.4 mi from Greenwich
8.6 out of 10, Excellent, (580 reviews)
$228 nightly
The price is $258
Nov 15 - Nov 16
Total with taxes and fees
Courtyard by Marriott Bridgetown, Barbados
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.
See all properties in Greenwich

Frequently Asked Questions

How much does a Greenwich vacation package cost?

You can grab a vacation package to this popular destination from $774 on Expedia. However, how much your vacation to Greenwich costs will depend on factors like the season, length of stay and hotel choice.

What are the cheapest months to go to Greenwich?

If you're hoping to book a cheap Greenwich vacation package, consider planning a trip in February, April and December. You'll generally find better rates on flights and hotels during these months — ideal for travelers wishing to save money.

How many days is enough for Greenwich?

The ideal duration of your Greenwich vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to tick off all the major sights and discover some hidden treasures along the way.

How to find the best Greenwich package deals?

Landing a cheap Greenwich package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Greenwich package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.

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

You can enjoy significant savings on your next Greenwich escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Greenwich?

Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Greenwich getaway.

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

Your Greenwich getaway is meant to be an escape from your daily routine, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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