A mountainous landscape with rocky outcrops and autumn-colored trees.
Photo by Marina Timo
Open Photo by Marina Timo

Coastal Connecticut Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Coastal Connecticut Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 12 Oct - 16 Oct

    Hotel St. James + Flight

    Manhattan
    4 nights
    3.0 star property
    8.8/10 - Excellent (7,749 reviews)
    "I love that the property is centrally located right in the heart of Times Square where you can basically just walk or take the subway to wherever you would want to go. "
    Reviewed August 6, 2026
    Return Singapore (SIN) - New York (JFK)
    SIN - JFK1 stop JFK - SIN1 stop
    S$2,850
    S$2,183
    per traveller
    found 14 hours ago
    Hotel St. James
  • 12 Oct - 16 Oct

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.2/10 - Wonderful (3,856 reviews)
    Return Singapore (SIN) - New York (JFK)
    SIN - JFK1 stop JFK - SIN1 stop
    S$3,579
    S$2,541
    per traveller
    found 14 hours ago
    Hotel Riu Plaza Manhattan Times Square
  • 12 Oct - 16 Oct

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.0/10 - Wonderful (3,274 reviews)
    "I loved how modern and clean the hotel was and our room was perfect for my son (9) and I! We had a queen bed with a nice view from the 9th floor. It did get loud in the middle of the night with street sounds from below but we used his white noise machine and that helped a lot. My only issue was that the blinds are very sheer and the light comes right in so our room never really got dark. I used a head band and wrapped it over my eyes at night and it worked perfectly. Our room got cleaned..."
    Reviewed August 5, 2026
    Return Singapore (SIN) - New York (JFK)
    SIN - JFK1 stop JFK - SIN1 stop
    S$3,830
    S$2,789
    per traveller
    found 14 hours ago
    Hotel Riu Plaza New York Times Square
  • 12 Oct - 16 Oct

    Hotel Beacon + Flight

    Manhattan
    4 nights
    4.0 star property
    9.4/10 - Exceptional (1,498 reviews)
    "Staff was absolutely amazing. So warm, friendly, and helpful. Room was very nice, clean, comfortable. Wouldn’t hesitate to stay there again."
    Reviewed August 2, 2026
    Return Singapore (SIN) - New York (JFK)
    SIN - JFK1 stop JFK - SIN1 stop
    S$3,562
    S$2,751
    per traveller
    found 14 hours ago
    Hotel Beacon
  • 12 Oct - 16 Oct

    NobleDEN Hotel + Flight

    Manhattan
    4 nights
    4.0 star property
    9.8/10 - Exceptional (1,637 reviews)
    "Staff is super nice and accommodating. Very personal feel to this hotel. Clean and great location too."
    Reviewed August 5, 2026
    Return Singapore (SIN) - New York (JFK)
    SIN - JFK1 stop JFK - SIN1 stop
    S$3,215
    S$2,521
    per traveller
    found 14 hours ago
    NobleDEN Hotel

Discover the most popular places to visit in Coastal Connecticut

Coastal Connecticut 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 Coastal Connecticut holiday package cost?

Our Coastal Connecticut holiday packages, which start from just S$2,183, are the best way to save loads of cash. Select your preferred hotels, flights and more to create your perfect getaway.

How do I get a cheap travel package to Coastal Connecticut?

Creating your own Coastal Connecticut holiday package with Expedia is a smart way to save. We have over 550 partner airlines and 1,000,000 hotel options worldwide. With such an awesome range to choose from, you'll have no issues creating your ideal adventure.

Where should I stay in Coastal Connecticut?

New Haven is an awesome place to visit. It draws in many travellers who come to see its biggest sights, such as Yale University and Yale Bowl.

What are the top hotels in Coastal Connecticut?

When it comes to hotels in Mystic - New London, Hilton Garden Inn Preston Casino Area and The Stamford Hotel are two great options. If you're heading to Mystic, Mohegan Sun and Bellissimo Grande Hotel will make you feel at home.

How far in advance should I book my Coastal Connecticut holiday?

The earlier you book, the better. Airlines usually advertise flight tickets up to 12 months in advance, and this is a fantastic opportunity to score some of the cheapest prices. Boss just told you to take your holiday time next month? That's alright! Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.

What does an Expedia Coastal Connecticut travel package include?

Rental cars, flights and hotels — you'll find them all here. With Expedia, you can shape your Coastal Connecticut travel package the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger the savings!

What should I know before booking a Coastal Connecticut travel package?

We already have low prices. However, you'll enjoy even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and lots of choice.

Can I choose my airline with a Coastal Connecticut Expedia holiday package?

Yes, and with more than 550 airlines to pick from around the world, you're spoiled for choice. Look through the available options and see which airline best suits your budget and needs.

If I'm not able to travel, can I cancel my Coastal Connecticut holiday package?

If your travel plans in Coastal Connecticut have been upended, it's good to know that it's possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To find out more, check our Customer Service Portal.

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