Connecticut Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*
  • Find the right fit

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

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

Top destinations in Connecticut

Connecticut Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Ace Hotel New York
WestHouse New York

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Where to stay in Connecticut

Find the best Connecticut areas and neighborhoods for the activities you enjoy most. Learn 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.

*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

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 22 Feb to 23 Feb
S$184
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (2,016 reviews)
Excellent desk staff. Clean and quite room. Good location.

Reviewed on 4 Feb, 2026

New Haven Hotel
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 23 Feb to 24 Feb
S$135
23 Feb - 24 Feb
includes taxes & fees
9/10 Wonderful! (2,631 reviews)
Room was great; surprised by the quality of it for the affordable price.

Reviewed on 9 Feb, 2026

Hyatt Place Uncasville - Casino Area
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road North Stonington CT
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 4 Mar to 5 Mar
S$150
4 Mar - 5 Mar
includes taxes & fees
8.6/10 Excellent! (2,522 reviews)
Clean and spacious room. Friendly staff and conveniently located

Reviewed on 10 Feb, 2026

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
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$1,072. 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.

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.