Connecticut Holidays
In the heart of New England, Connecticut holidays offer a timeless beauty waiting to be unravelled. Slow down, sip on a glass of local wine and simply enjoy the quaint pictures around you.
Often called the Nutmeg State, Connecticut is New England at its finest. It’s located just east of New York (halfway to Boston) on America’s wild Atlantic Coast. Postcard worthy vineyards and charming farms washed over with bright red and orange leaves await in the third smallest state in the USA.
If you’ve heard of the famous “New England Falls”, you’ll know that Connecticut is a true delight to look at in the autumn. Gorgeous green and orange foliage bursts through the state and provides a pretty background setting wherever you turn.
Holidays in Connecticut: slow paced and filled with charming towns
While in Connecticut, a visit to the Mark Twain House in Hartford is a must. The 25 room Victorian home where the famous author lived and wrote was recently named by National Geographic as one of the “Ten Best History Homes in The World”. Discover the Billiard Room, where his greatest works were brought to life. Take a tour through the butler’s pantry and get a glimpse into servant life.
Embrace your inner child at Mystic Seaport, the biggest maritime museum in the United States. Families with young children will love the activities for little sailors at the Discovery Barn and Children’s Museum. Adults have tons of boating history to discover and can rent sailboats to cruise along the harbour.
Connecticut is a treasure trove of hidden gems and historic surroundings. Adventurers will love exploring the rare geological formations, woodlands and fun hiking trails. At Gillette Castle State Park, explore the 20th century mansions designed by the famous actor/playwright William Gillette. Stumble across 47 doors, each one intricately designed and unique to the last.
In Connecticut’s Quiet Corner, enjoy the quieter pace of life. Bordering Rhode Island and Massachusetts, this gem is dotted with small, wonderfully charming towns with pastoral vibes. Explore rare tropical gardening centres during the day and then indulge in stylish bistros serving clam chowder and other local delights.
Connecticut might be praised for its delicious apple cider but it’s also one of the most up and coming wine states in the country. Wine trails are aplenty here, and you’ll find an array of extensive and leisurely tours through the some of the best vineyards. Holidays in Connecticut take you through the real New England, where urban life meets splendid rural charm.
Destination Highlights
Great sample itineraries
Here's a selection of popular itineraries to give you some ideas. But almost anything's possible so call us now and we'll create an amazing holiday just for you.

Colours of New England Tour
Discover a very special part of America during this New England luxury nine day tour. As we journey through the six states, we’ll take in the delights of the Maine coastline, stunning New Hampshire scenery, impressive White Mountains, Cape Cod...
Escorted tours

Best of New England
One of the most picturesque regions of North America, New England is an area of spectacular natural beauty and home to some of the most charming towns and villages in the country. On this wonderful 11 night self drive, you’ll...
Self drive holidays
Our favourite hotels
Our favourite places to stay are below. We know everyone is different, so if you can’t see something you like, we'd be more than happy to help.