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Connecticut Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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

Top destinations in Connecticut

A marina with boats docked, a large brick building, and a church steeple.
FlightsHotels

Mystic

Mystic

Top Connecticut vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Sept 17 - Sept 20

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,258 reviews)
    "This was a very nice hotel. The included breakfast was amazing! Fresh, delicious. The staff was great. My only complaint was noise. You could hear everything in the hallways. Doors closing people talking. Otherwise I would've given five stars. Very good location you can walk to everything"
    Reviewed July 31, 2026
    Roundtrip • Hamilton (YHM) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • 1 stop
    CA $2,314
    CA $1,306
    per traveller
    found 2 days ago
    Hotel Riu Plaza New York Times Square
  • Breakfast served
    Sept 17 - Sept 20

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.2/10 - Wonderful (3,807 reviews)
    "Location was awesome. Price was very competitive. Enjoyed the stay."
    Reviewed July 31, 2026
    Roundtrip • Hamilton (YHM) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • 1 stop
    CA $2,318
    CA $1,308
    per traveller
    found 2 days ago
    Hotel Riu Plaza Manhattan Times Square
  • Suite, 1 Bedroom (Skyline)
    Sept 4 - Sept 7

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,006 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - EWR • Nonstop LGA - YHM • 1 stop
    CA $4,942
    CA $2,826
    per traveller
    found 2 days ago
    1 Hotel Brooklyn Bridge
  • Lobby lounge
    Oct 10 - Oct 13

    The Wall Street Hotel + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (729 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,745
    CA $1,575
    per traveller
    found 2 days ago
    The Wall Street Hotel
  • Restaurant
    Oct 12 - Oct 18

    Ink 48 Hotel + Flight

    Manhattan
    6 nights
    4.5 star property
    8.4/10 - Very good (1,726 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,951
    CA $1,926
    per traveller
    found 1 day ago
    Ink 48 Hotel

Discover the most popular places to visit in Connecticut

A modern glass skyscraper with a clear blue sky and clouds in the background.
Photo by Andrea Dobrowolski
Open Photo by Andrea Dobrowolski

Foxwoods Resort Casino

9.0/10 (2,885 reviews)
Why not roll the dice by visiting Foxwoods Resort Casino where you can enjoy the entertainment at this popular casino in Mashantucket? Discover the area's acclaimed theater scene and casinos.

What to do in Connecticut

Connecticut Coloured Regiment Parade Route: An Audio Tour

Connecticut Coloured Regiment Parade Route: An Audio Tour

CA $14
per adult
0% of travellers recommend
Connecticut Coloured Regiment Parade Route: An Audio Tour
See all activities in Connecticut

Connecticut Hotel Deals

Free buffet breakfast

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
18.3 km from Connecticut
8.6 out of 10, Excellent, (1,396 reviews)
The price is CA $141
CA $163 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express Southington by IHG
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 Connecticut

Frequently Asked Questions

How much does a Connecticut vacation package cost?

Get set to book, because a getaway to Connecticut starts from an affordable CA $1,306. 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 vacation package. It's as simple as that! From hotels and flights to activities and rental cars, Expedia makes traveling 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 travelers.

How far in advance should I book my Connecticut vacation?

Get rewarded with the biggest variety at the lowest prices by booking your vacation 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 vacation!

What does an Expedia Connecticut travel package include?

Hotels, flights and a reliable car for all your road trip adventures. Simply choose your favorite 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 vacation package?

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

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

Whether it's your hotel, flight or rental car, you can cancel and rebook it. Locked in your Connecticut vacation 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.

Book with confidence

Things to do in Connecticut

Connecticut offers a delightful blend of outdoor and romantic activities, perfect for a scenic vacation. Visitors can enjoy day trips to picturesque locations, explore hiking trails, and embark on scenic boat trips. There are also plenty of picnic spots to relax and enjoy nature, along with touch pools for a unique experience. Don't miss out on the state's resorts, music concerts, and top-notch golf courses for a well-rounded getaway.

Shopping

At Olde Mistick Village, enjoy a charming shopping experience with entertainment and family-friendly vibes. Springdale Shopping Center offers a mix of business and city energy, perfect for gift hunting. Don't miss the Danbury Fair Mall for a lively atmosphere with diverse shopping options for souvenirs.

Recreation

At Ocean Beach Park, enjoy a refreshing swim in a family-friendly pool, surrounded by beautiful outdoor spaces perfect for sports and relaxation. The Grand Theater at Foxwoods Resort Casino offers captivating performances, blending culture and romance in an entertaining atmosphere for all ages. Experience thrilling events at Hartford HealthCare Amphitheater, a vibrant venue for sports enthusiasts.

Adventure

Experience the excitement at High Rollers Luxury Lanes and Lounge, where you can enjoy bowling and arcade games in a lively atmosphere. For winter thrills, head to Mount Southington Ski Area for skiing adventures, or catch the adrenaline rush at Stafford Motor Speedway with exhilarating motor racing events.

Nightlife

Connecticut's nightlife offers a vibrant mix of bars and clubs. Experience the lively atmosphere at Mohegan Sun's nightlife venues, or enjoy a laid-back evening at a local brewery in New Haven. For a more upscale night, check out Hartford's chic lounges, perfect for cocktails and socialising with friends.

Find the best attractions in Connecticut

Connecticut offers a delightful escape for those seeking outdoor adventures, romantic getaways, and breathtaking scenery. With an array of popular attractions, including national and state parks, beautiful beaches, and urban parks, visitors can enjoy a rich blend of culture and adventure. Whether you’re looking to explore nature or immerse yourself in local experiences, Connecticut has something for every type of traveller.

  • Yale University: Immerse yourself in the rich history and stunning architecture of one of the oldest Ivy League institutions. Stroll through the picturesque campus and visit the Yale University Art Gallery, showcasing exceptional collections that reflect diverse cultures.
  • Mark Twain House & Museum: Step into the world of the beloved author, Mark Twain, in his former home. This beautifully preserved Victorian mansion offers guided tours that reveal his life, literary achievements, and the inspiration behind classics like The Adventures of Tom Sawyer.
  • Essex Steam Train: Experience a scenic journey aboard a vintage steam train through the picturesque Connecticut River Valley. This charming ride offers a glimpse into the region's railway history while providing stunning views of the surrounding landscape.

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Connecticut.
  • Consider traveling to Connecticut during the low season (December to February) 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.