29 days in New York City, Connecticut & Boston Itinerary

29 days in New York City, Connecticut & Boston Itinerary

Created using Inspirock United States vacation planner

Make it your trip
Train to London Heathrow, Fly to New York City
1
New York City
— 7 nights
Drive
2
Stamford
— 4 nights
Drive
3
Hartford
— 4 nights
Drive
4
Mystic
— 4 nights
Drive
5
Boston
— 9 nights
Fly to London Heathrow, Train to Cardiff

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New York City

— 7 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Step out of New York City to go to Jamaica and see King Manor Museum and Park, which is approximately 30 minutes away. The adventure continues: go for a walk through Central Park, get great views at Top of the Rock, take in panoramic vistas at Empire State Building, and make a trip to Times Square.

For traveler tips, where to stay, ratings, and tourist information, you can read our New York City visit planner.

Cardiff, UK to New York City is an approximately 12.5-hour combination of train and flight. Traveling from Cardiff to New York City, you'll gain 5 hours due to the time zone difference. Traveling from Cardiff in June, expect New York City to be a bit warmer, temps between 31°C and 21°C. Wrap up your sightseeing on the 3rd (Sat) early enough to drive to Stamford.

Things to do in New York City

Parks · Museums · Historic Sites · Tours

Side Trips

Stamford

— 4 nights
Stamford is a city in Fairfield County, Connecticut, United States. Change things up with these side-trips from Stamford: Patriot's Park (in Tarrytown), Candlewood Lake (in Sherman) and The Puzzle Parlour (in White Plains). There's lots more to do: head outdoors with Captain John's Tiki Tours, hike along Norwalk River Valley Trail, stroll around Rockwood Hall State Park, and look for gifts at Fairfield Cheese Company.

For reviews, other places to visit, ratings, and other tourist information, refer to the Stamford online travel route planner.

Getting from New York City to Stamford by car takes about 1.5 hours. Plan for a bit cooler nights when traveling from New York City in July since evenings lows in Stamford dip to 22°C. Cap off your sightseeing on the 7th (Wed) early enough to go by car to Hartford.

Things to do in Stamford

Parks · Nature · Shopping · Outdoors

Side Trips

Hartford

— 4 nights
Hartford is the capital of the U.S. state of Connecticut. Venture out of the city with trips to American Legion and Peoples State Forests (in Barkhamsted), Yale University Art Gallery (in New Haven) and Stanley park (in Westfield). Next up on the itinerary: kick your exploration up a notch at The Adventure Park at Storrs, indulge your thirst for a good beer at Hog River Brewing Company, make a trip to Connecticut Fallen Firefighters Memorial, and stroll around Walnut Hill Park.

To find more things to do, traveler tips, reviews, and tourist information, read our Hartford day trip planning website.

Drive from Stamford to Hartford in 1.5 hours. In July, daily temperatures in Hartford can reach 34°C, while at night they dip to 22°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to drive to Mystic.

Things to do in Hartford

Parks · Outdoors · Museums · Tours

Side Trips

Mystic

— 4 nights
A historical leading seaport, Mystic has maintained a strong respect for the past.
You'll find plenty of places to visit near Mystic: Main Street Park, Essex Village (in Essex), James L. Goodwin State Forest (in Hampton) and Norwichtown Historic Cemetary (in Norwich). There's lots more to do: get outside with Skydive Danielson, take in nature's colorful creations at Logee's Greenhouses, browse the exhibits of Mystic Seaport Museum, and brush up on your military savvy at USS Nautilus.

For reviews, photos, maps, and more tourist information, use the Mystic road trip website.

Getting from Hartford to Mystic by car takes about 1.5 hours. Other options: take a train; or do a combination of bus and train. Expect a bit cooler weather when traveling from Hartford in July: highs in Mystic hover around 31°C, while lows dip to 22°C. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Boston.

Things to do in Mystic

Tours · Outdoors · Adventure · Parks

Side Trips

Boston

— 9 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Get out of town with these interesting Boston side-trips: Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens), Cape Cod Children's Museum (in Mashpee) and Falmouth (Shining Sea Bikeway, Falmouth Museums on the Green, &more). And it doesn't end there: stroll the grounds of Mount Auburn Cemetery, contemplate the long history of Edward Gorey House, take an in-depth tour of Salt Pond Visitor Center, and go on a hair-raising tour with Cambridge Historical Tours.

To see traveler tips, where to stay, maps, and more tourist information, read our Boston trip planning website.

Getting from Mystic to Boston by car takes about 2 hours. Other options: take a train. Expect a daytime high around 33°C in July, and nighttime lows around 22°C. Finish your sightseeing early on the 24th (Sat) to allow enough time to travel back home.

Things to do in Boston

Historic Sites · Museums · Parks · Childrens Museums

Side Trips

Connecticut travel guide

4.3
Aquariums · Theaters · Observatories
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.