Connecticut Holidays

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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.

New Haven

New Haven
A marina with several boats docked, surrounded by houses and dense forest.

Mystic

Mystic
A historic building with a clock tower and columns, surrounded by modern skyscrapers and an American flag.

Hartford

Hartford
A cityscape with a river, modern buildings, and green spaces.

Stamford

Stamford
A nighttime cityscape with illuminated buildings and a river.

Bridgeport

Bridgeport

Our guide on where to stay in Connecticut

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

A large, ornate government building with a prominent dome and multiple towers.
A fountain in a park with a large tree and a building in the background.
A park with a large building in the background.
A large historic building with a prominent golden dome, surrounded by autumn-colored trees and urban cityscape.
A grand building with a golden dome, surrounded by a well-maintained lawn and autumn leaves.

Downtown Hartford

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

A historic building with a prominent white tower and a golden weather vane.
A brick building with a red door and a circular window. There are two red banners hanging on a pole.
A historic cityscape with prominent Gothic architecture, including a large cathedral and various academic buildings.
Photo by visitNewHaven.com
A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.
A large stone building with a prominent entrance and a smaller tower to the right.
Photo by Bob Friedlieb

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.

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.

A calm lake with several boats anchored, surrounded by houses and trees.

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.

Our pick of the best Connecticut Hotel Deals

Two Trees Inn

Two Trees Inn

240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
NZ$175
21 Sept - 22 Sept
includes taxes & fees
Two Trees Inn
The Capitol Hotel

The Capitol Hotel

440 Asylum St Hartford CT
NZ$201
21 Sept - 22 Sept
includes taxes & fees
7.4/10 Good! (1,531 reviews)
"I was so happy about the location which worked out for every thing that was on my agenda."

Reviewed on 16 Sept 2026

The Capitol Hotel
The Fox Tower at Foxwoods

The Fox Tower at Foxwoods

350 Trolley Line Blvd Mashantucket CT
Fully refundableReserve now, pay when you stay
NZ$320
29 Sept - 30 Sept
includes taxes & fees
The Fox Tower at Foxwoods
See all 4,109 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 modern glass skyscraper with a clear blue sky and clouds in the background.
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 great live music and casinos.
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A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.

Yale University

9.2/10 (1,803 reviews)
Walk around the campus of Yale University, a top university in New Haven. Stroll along the beaches or experience the area's art scene.
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A basketball arena filled with spectators, a basketball court, and a large scoreboard.

Mohegan Sun Arena

9.2/10 (1,477 reviews)
Catch an event at Mohegan Sun Arena during your trip to Montville. Amble around the area's waterfront or attend a sporting event.
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A white whale swimming in clear blue water.
Photo by A Jaunt With Joy

Mystic Aquarium and Institute for Exploration

9.2/10 (1,608 reviews)
Uncover the mysteries of the bottom of the ocean and its amazing marine animals when you explore this aquarium’s interactive displays and touch pools.
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A rural road with a white fence, a red barn, and a person walking.
Photo by Bibek Magar

University of Connecticut

8.8/10 (556 reviews)
Take a campus tour or just explore the area of University of Connecticut during your trip to Mansfield. Experience the area's live music and festivals.
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A grassy hill with a stone wall and multiple tall metal structures.

Quinnipiac University

8.8/10 (244 reviews)
Enjoy the student vibe when you visit Quinnipiac University during your trip to Hamden. You can attend a sporting event while in the area.
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A storefront with a sign reading "Franklin's General Store" and a sign for "Fudge made daily."

Olde Mistick Village

9.2/10 (1,563 reviews)
Spend your day shopping in a beautifully recreated pioneering village, where stores are housed in traditional timber buildings with an 18th-century aesthetic.
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Mystic Downtown Marina

9.4/10 (400 reviews)
Explore the waterfront in Mystic with a trip to Mystic Downtown Marina. Visit the shops and top-notch restaurants in this quaint area.
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What to do in Connecticut

Bar and seating area inside the Hard Rock Cafe Foxwoods

Dining at Hard Rock Cafe Foxwoods

NZ$67
per traveller
72% of travellers recommend
Dining at Hard Rock Cafe Foxwoods
New Haven - It Zip It Adventure Indoor Ropes Course

New Haven - It Zip It Adventure Indoor Ropes Course

NZ$47
per adult
100% of travellers recommend
New Haven - It Zip It Adventure Indoor Ropes Course
Connecticut Coloured Regiment Parade Route: An Audio Tour

Connecticut Coloured Regiment Parade Route: An Audio Tour

NZ$17
per adult
Connecticut Coloured Regiment Parade Route: An Audio Tour
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.