Connecticut Holidays & Package Deals 2026

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Top destinations in Connecticut

A cityscape with a mix of historic and modern buildings, including a prominent clock tower and a large, rectangular skyscraper.

Our guide on where to stay in Connecticut

Find the best Connecticut areas for the activities you enjoy most. Learn more about Connecticut

A calm river with houses reflecting on the water, surrounded by trees with autumn foliage.

West Mystic

When in West Mystic, you can plan a visit to Mystic Downtown Marina and Mystic River Bascule Bridge, some noteworthy sights in the nearby area.

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A large historic building with a prominent golden dome, surrounded by autumn-colored trees and urban cityscape.

Downtown Hartford

Unique features of Downtown Hartford include the theatres and live music. Make a stop by Hartford Stage or Dunkin' Donuts Park while you're exploring the area.

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A modern urban area with high-rise buildings, including a distinctive glass facade and a red-brick structure.

Downtown Stamford

While visiting Downtown Stamford, you might make a stop by sights like Stamford Center for the Arts and Stamford Town Center.

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A historic building with a prominent white tower and a golden weather vane.

Downtown New Haven

If you're spending some time in Downtown New Haven, Sterling Memorial Library at Yale University and New Haven City Hall are top sights worth seeing.

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Mystic River Historic District

If you're spending some time in Mystic River Historic District, Mystic Downtown Marina and Mystic Arts Center are top sights worth seeing.

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Our pick of the best Connecticut Hotel Deals

Two Trees Inn

240 Indiantown Rd Mashantucket CT

Fully refundableReserve now, pay when you stay

NZ$209

12 Nov - 13 Nov

includes taxes & fees

The Capitol Hotel

440 Asylum St Hartford CT

Fully refundableReserve now, pay when you stay

NZ$178

2 Nov - 3 Nov

includes taxes & fees

The Fox Tower at Foxwoods

350 Trolley Line Blvd Mashantucket CT

Get rates

See all 4,219 properties in Connecticut

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 Connecticut holiday package cost?

Get set to book, because a getaway to Connecticut starts from an affordable . 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.

Stay near popular Connecticut attractions

A sunset over a river with buildings in the distance.

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 great live music and casinos.

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