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Connecticut Holidays

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    Save up to S$1,300 when you book a flight and hotel together*
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Top destinations in Connecticut

Top Connecticut flight & hotel packages

Price found within the past 48 hours. Click for updated prices.
  • 15 Dec - 22 Dec

    Ink 48 Hotel + Flight

    Manhattan
    6 nights
    4.5 star property
    8.4/10 - Very good (1,837 reviews)
    "The staff are the Superhero of this hotel. The hotel does need to be a little more clean & maybe a humidifier - the room was dry & carpet seems dirty. However amazing location & the staff is A+"
    Reviewed November 9, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$4,658
    S$3,506
    per traveller
    found 3 hours ago
    Ink 48 Hotel
  • 15 Dec - 22 Dec

    The St. Regis New York + Flight

    Manhattan
    6 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    Save 100% on your flight
    S$14,895
    S$10,952
    per traveller
    found 3 hours ago
    The St. Regis New York
  • 15 Dec - 22 Dec

    Margaritaville Resort Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.0/10 - Wonderful (4,179 reviews)
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$4,956
    S$3,728
    per traveller
    found 3 hours ago
    Margaritaville Resort Times Square
  • 15 Dec - 22 Dec

    33 Hotel, New York City, Seaport + Flight

    Manhattan
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    "The staff is amazing, especially Tommy and Chris. Super helpful and welcoming. Our room was spotless and beautiful in a city where things are not easily kept that way."
    Reviewed November 7, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$4,715
    S$3,550
    per traveller
    found 3 hours ago
    33 Hotel, New York City, Seaport
  • 15 Dec - 22 Dec

    The Lombardy Hotel + Flight

    Manhattan
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,621 reviews)
    "Great location,"
    Reviewed November 10, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$6,423
    S$5,118
    per traveller
    found 3 hours ago
    The Lombardy Hotel

Discover the most popular places to visit in Connecticut

What to do in Connecticut

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.

Find out more about Connecticut

Things to do in Connecticut

Connecticut offers a delightful blend of outdoor and romantic activities, making it perfect for a scenic getaway. Visitors can enjoy a variety of attractions, including luxurious resorts, vibrant music concerts, and challenging golf courses. Don't miss the opportunity to embark on a picturesque coastal tour, explore wonderful hiking trails, or experience the charm of local country fairs for a true taste of New England.

Shopping

At Olde Mistick Village, enjoy a delightful blend of shopping and entertainment amidst a charming atmosphere. Nearby, the Berkshire Shopping Center offers diverse shops for all your gifting needs. Don't miss the Farmington Miniature Golf and Ice Cream Parlor for a fun family outing while you shop.

Recreation

At the Eugene O'Neill Theater Center, immerse yourself in captivating performances that blend romance and culture, perfect for a family outing. The Copernican Observatory & Planetarium offers a unique experience for all ages, combining entertainment with the wonders of the universe. Lastly, enjoy the Spirit of Broadway Theater, where family-friendly shows create unforgettable memories.

Adventure

At Mohawk Mountain Ski Area, experience exhilarating skiing amidst breathtaking landscapes. Nomads Adventure Quest offers thrilling arcade challenges perfect for family fun. For adrenaline seekers, Stafford Motor Speedway provides an exciting motor racing atmosphere, where you can feel the rush of speed and competition.

Nightlife

In Connecticut, enjoy vibrant nightlife in cities like Hartford and New Haven. Discover lively bars and clubs along Asylum Street and Crown Street, where you can experience live music, craft cocktails, and a welcoming atmosphere. Don't miss trendy spots in Stamford for a diverse nightlife scene.

Find the best attractions in Connecticut

Connecticut is ideal for those seeking an outdoor, romantic getaway amidst picturesque scenery. Popular attractions include national and urban parks, as well as beautiful beaches, catering to travellers interested in culture and adventure. Notable experiences include exploring the Connecticut River and discovering the state's rich history and natural beauty, making it a delightful destination for a memorable holiday.

  • Mystic Seaport: Discover the fascinating world of maritime history at Mystic Seaport, where you can explore historic ships, engage with interactive exhibits, and enjoy the charm of a recreated 19th-century coastal village. The vibrant culture and stunning waterfront provide a unique atmosphere for visitors.
  • Mark Twain House & Museum: Visit the home of the legendary author Mark Twain, where he penned some of his most beloved works. The beautifully preserved Victorian mansion offers guided tours that delve into Twain's life, his literary legacy, and the historical context of his writings.
  • Historic South Norwalk: Stroll through Historic South Norwalk, a charming area filled with well-preserved architecture, boutique shops, and delightful restaurants. The blend of rich history and contemporary culture makes it a perfect spot for leisurely exploration.

Best time to go to Connecticut

The best time to visit Connecticut 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 average and weather is mostly sunny with light rain.

Tips to save on your trip to Connecticut

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Connecticut.
  • 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.

Frequently Asked Questions

How much does a Connecticut holiday package cost?

Get set to book, because a getaway to Connecticut starts from an affordable S$3,506. When you bundle your flights, hotels and more into a package, you'll enjoy the biggest deals.

How do I get a cheap travel package to Connecticut?

Search for flights that fit your schedule, add a hotel room to your booking and watch the savings stack up with a Connecticut holiday package. It's as simple as that! From hotels and flights to activities and rental cars, Expedia makes travelling cheaply a cinch. And with over 550 airlines and 1,000,000 hotel options worldwide to select from, you'll never be short of choice.

Where should I stay in Connecticut?

You'll have plenty to do in Hartford, with terrific landmarks such as Lake Compounce and Mark Twain House & Museum to explore. Or, if sights like Yale University and Yale Bowl are of more interest, New Haven is where you should head.

What are the top hotels in Connecticut?

Hilton Garden Inn Preston Casino Area and The Stamford Hotel know how to make their guests feel at home in Mystic - New London. If your itinerary also includes Mystic, look up Mohegan Sun and Bellissimo Grande Hotel. Both are top picks with travellers.

How far in advance should I book my Connecticut holiday?

Get rewarded with the biggest variety at the lowest prices by booking your holiday to Connecticut early. Air carriers generally publish tickets anywhere up to 12 months before departure, so reserve your spot as soon as you can. That being said, Expedia is constantly working to give you the best bargains around, so it's always a good time to book your dream holiday!

What does an Expedia Connecticut travel package include?

Hotels, flights and a reliable car for all your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings grow. When it comes to creating your Connecticut trip, you're in charge!

What should I know before booking a Connecticut travel package?

You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, you can add on day tours or experiences. Your next unforgettable adventure is only a couple of clicks away.

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

You certainly can. We offer more than 550 airline partners globally, so choose the carrier that fits your budget and travelling style.

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

Whether it's your hotel, flight or rental car, you can cancel and rebook it. Locked in your Connecticut holiday package in the last 24 hours? You may be able to make changes at no cost. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We'll help you every step of the way.

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