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 pebbled beach with colorful beach huts and a sunset in the background.

Milford

Milford

Connecticut Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
S$1,355
per person
27 Sept - 1 Oct
found 15 hours ago
Return flight included
Toronto (YTZ) to New York (JFK)
9/10 Wonderful! (3,268 reviews)
from the beginning to the end, the experience was excellent

Reviewed on 11 Aug, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
S$3,688
per person
16 Sept - 26 Sept
found 9 hours ago
Return flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
El lugar es perfecto pero el papel de baño y otras cositas no son buenas deberían agregar un microondas

Reviewed on 11 Aug, 2026

OYO Times Square

OYO Times Square

Manhattan
Save 100% on your flight
S$2,510
per person
16 Sept - 26 Sept
found 9 hours ago
Return flight included
Atlanta (ATL) to New York (JFK)
6.8/10 (2,053 reviews)
Great experience, great location and convenient

Reviewed on 11 Aug, 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

Manhattan
Save 100% on your flight
S$3,567
per person
16 Sept - 26 Sept
found 9 hours ago
Return flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (4,305 reviews)
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

Manhattan
Save 100% on your flight
S$2,649
per person
16 Sept - 26 Sept
found 9 hours ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very good! (7,079 reviews)

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 Hartford Stage or Dunkin' Donuts Park while you're exploring the area.

An ornate theater interior with a large organ, arched ceilings, and rows of seating.
Photo by Tiffany Zhou
A stone archway with intricate carvings and a black iron gate.
Photo by Travelling Taylor
A detailed stone facade with intricate carvings and a central statue.
Photo by Andrew Barney Kavesh
A historic stone building with multiple towers and a large lawn in front.
Photo by Michael Cruz
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, New Haven City Hall and Shubert Theater 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.

Mystic Seaport

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.

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly SunnyAverageSlightly Low
February29.7°F (-1.3°C)Light RainMostly SunnyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May57.9°F (14.4°C)Light RainMostly SunnyAverageSlightly High
June66.4°F (19.1°C)Light RainMostly SunnySlightly HighAverage
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August71.4°F (21.9°C)Light RainMostly SunnySlightly HighSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
October54.0°F (12.2°C)Light RainMostly SunnySlightly LowSlightly High
November42.4°F (5.800000000000001°C)Light RainMostly SunnySlightly LowAverage
December34.7°F (1.5°C)Light RainMostly SunnySlightly LowAverage

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.

Top hotels in Connecticut

Best Western Mystic Hotel

Best Western Mystic Hotel

48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
S$202
30 Aug - 31 Aug
includes taxes & fees
Best Western Mystic Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
Fully refundable
S$94
5 Sept - 6 Sept
includes taxes & fees
7.2/10 Good! (1,027 reviews)
"My stay was ok will stay there again cheapest around and they are very helpful"

Reviewed on 11 Aug, 2026

Motel 6 New Haven - Branford, CT
Two Trees Inn

Two Trees Inn

240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
S$170
19 Aug - 20 Aug
includes taxes & fees
8.4/10 Very good! (206 reviews)
"Beautiful property, large rooms lots of space. Very clean. Pool was good and it has a hot tub as well. Breakfast was pretty good, need more options. Had dinner there, everything we ordered was top notch, (hoping they add a few more items) and the staff was extremely kind, attentive and helpful with ..."

Reviewed on 11 Aug, 2026

Two Trees Inn
See all 4,144 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 S$1,355. 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 acclaimed theatre scene 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 large white whale swimming in an aquarium.
Photo by River Rose

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 beach with a lifeguard tower and a person walking.

Ocean Beach Park

8.4/10 (384 reviews)
A day by the beach at this fantastic waterfront park is sure to please with its fun waterslides, large pool, landscaped foreshore and beautiful Atlantic Ocean views.
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A rural landscape with a large fallen tree in the foreground, fields, and a forest in the background.
Photo by Shannon Willitts

Hammonasset Beach State Park

8.8/10 (137 reviews)
You can take time to visit Hammonasset Beach State Park during your travels to Madison. While you're in the area, stroll along the beautiful beaches.
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PeoplesBank Arena

8.2/10 (627 reviews)
Catch an event at PeoplesBank Arena during your trip to Hartford. Experience the area's great live music and acclaimed theatre scene.
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What to do in Connecticut

Mystic Seaport Museum Adventure

Mystic Seaport Museum Adventure

S$52
per adult
92% of travellers recommend
Mystic Seaport Museum Adventure
Bar and seating area inside the Hard Rock Cafe Foxwoods

Dining at Hard Rock Cafe Foxwoods

S$52
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

S$36
per adult
100% of travellers recommend
New Haven - It Zip It Adventure Indoor Ropes Course
See all activities in Connecticut

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.