62 days in Connecticut Itinerary

62 days in Connecticut Itinerary

Created using Inspirock Connecticut Trip Planner

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Route & dates

62 days in Connecticut Itinerary

Start: Ocho Rios, Jamaica
+2
Drive + Fly + Drive:  9​h 30​min
1
Norwalk
— 8 nights
Drive:  1​h 15​min
2
Bantam
— 9 nights
Drive:  1​h
3
Hartford
— 25 nights
Drive:  1​h 15​min
4
Mystic
— 12 nights
Drive:  45​min
5
Chester
— 5 nights
+2
Drive + Fly + Drive:  16​h 15​min
End: Ocho Rios, Jamaica

8
nights
Norwalk

Norwalk ©
Norwalk, is the sixth most populous city in the U.S. Relax by the water at Walnut Beach and Compo Beach. Popular historic sites such as Sheffield Island Lighthouse and Weir Farm National Historic Site are in your itinerary. Explore Norwalk's surroundings by going to Danbury (Danbury Railway Museum & Tarrywile Park & Mansion), Milford (The Coastal Center at Milford Point & Great River Golf Club) and Putnam Memorial State Park (in Redding). Next up on the itinerary: get up close and personal with brilliant marine life at The Maritime Aquarium, look for gifts at WUSTHOF Outlet Store, immerse yourself in nature at Silver Sands State Park, and browse the eclectic array of goods at Elephant's Trunk Flea Market.

To see other places to visit, maps, where to stay, and more tourist information, read Norwalk trip maker tool .

Ocho Rios, Jamaica to Norwalk is an approximately 15.5-hour combination of car and flight. In June, Norwalk is slightly colder than Ocho Rios - with highs of 30°C and lows of 19°C. Finish your sightseeing early on the 21st (Tue) to allow enough time to travel to Bantam.

Things to do in Norwalk

Parks Outdoors Beaches

Side Trips

Milford, Bridgeport, Stamford, Danbury, Westport
Highlights from your plan
Silver Sands State Park ©
Silver Sands State Park
Weir Farm National Historic Site ©
Weir Farm National Historic Site

9
nights
Bantam

Bantam ©
Bantam is a borough in Litchfield County, Connecticut, United States. Your inner history buff will appreciate Saint Anne's Church and Tapping Reeve House and Law School. Change things up with these side-trips from Bantam: Harlem Valley Rail Trail (in Millerton), Lime Rock Park (in Lakeville) and Squantz Pond State Park (in New Fairfield). There's much more to do: make a splash at Quassy Amusement Park & Waterpark, admire the sheer force of Kent Falls State Park, see the interesting displays at Connecticut Antique Machinery, and take an in-depth tour of Hotchkiss-Fyler House Museum.

To see traveler tips, photos, where to stay, and more tourist information, read our Bantam trip itinerary website .

Getting from Norwalk to Bantam by car takes about 1.5 hours. Traveling from Norwalk in June, you can expect nighttime temperatures to be a bit cooler in Bantam, with lows of 16°C. Finish your sightseeing early on the 30th (Thu) so you can travel to Hartford.

Things to do in Bantam

Parks Nature Museums

Side Trips

Waterbury, Washington, Bristol, Kent, Torrington
Highlights from your plan
Kent Falls State Park ©
Kent Falls State Park
Quassy Amusement Park & Waterpark ©
Quassy Amusement Park & Waterpark
Haystack Mountain State Park ©
Haystack Mountain State Park

25
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Shop till you drop at Real Art Ways and Lyman Orchards. Your inner history buff will appreciate The Mark Twain House & Museum and Harriet Beecher Stowe Center. Venture out of the city with trips to Hammonasset Beach State Park (in Madison), New Haven (Yale Collection of Musical Instruments, Beinecke Rare Book & Manuscript Library, & more) and Roseland Cottage (in Woodstock). On the 24th (Sun), spend an exhilarating day on the slopes at Mount Southington Ski Area. The adventure continues: explore the different monuments and memorials at Cedar Hill Cemetery, ponder the world of politics at Connecticut State Capitol, get in on the family fun at Lake Compounce, and engage your brain at Connecticut Science Center.

To find photos, traveler tips, reviews, and other tourist information, you can read our Hartford trip itinerary planning website .

You can drive from Bantam to Hartford in an hour. June in Hartford sees daily highs of 31°C and lows of 18°C at night. Finish up your sightseeing early on the 25th (Mon) so you can go by car to Mystic.

Things to do in Hartford

Parks Outdoors Museums

Side Trips

New Haven, West Hartford, Middletown, Southington, Manchester
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
The Adventure Park at Storrs ©
The Adventure Park at Storrs
Hammonasset Beach State Park ©
Hammonasset Beach State Park

12
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Shop till you drop at The Book Barn and Tanger Outlets Foxwoods. Popular historic sites such as Olde Mistick Village and Fort Griswold Battlefield State Park are in your itinerary. You'll find plenty of places to visit near Mystic: East Lyme (Hole-in-the-Wall Beach & McCook Point Park), Buttonwood Farm (in Griswold) and Harvey's Beach (in Old Saybrook). The adventure continues: admire nature's wide array of creatures at Mystic Aquarium, go for a walk through Mystic River Historical Society, enjoy the sand and surf at Eastern Point Beach, and examine the collection at The Submarine Force Museum.

To find maps, ratings, where to stay, and tourist information, read Mystic online itinerary maker .

Traveling by car from Hartford to Mystic takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a 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. Finish your sightseeing early on the 6th (Sat) to allow enough time to travel to Chester.

Things to do in Mystic

Parks Museums Beaches

Side Trips

New London, Groton, Mashantucket, East Lyme, Niantic
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Mystic Aquarium ©
Mystic Aquarium
Olde Mistick Village ©
Olde Mistick Village

5
nights
Chester

Chester ©
Chester is a town in Middlesex County, Connecticut, United States. Give yourself a bit of retail therapy at RJ Julia Booksellers and Westbrook Outlets. Explore the numerous day-trip ideas around Chester: Branford (Route 146 Scenic Drive & Thimble Islands), Shore Line Trolley Museum (in East Haven) and Airline North State Park Trail (in Pomfret). And it doesn't end there: immerse yourself in nature at Gillette Castle State Park, find your balance on the water with Indian River Marina, revel in the low prices at Clinton Crossing Premium Outlets, and browse the collection at Scranton Library.

To see maps, reviews, ratings, and tourist information, refer to the Chester online day trip planner .

Traveling by car from Mystic to Chester takes an hour. In August, plan for daily highs up to 30°C, and evening lows to 20°C. Finish your sightseeing early on the 11th (Thu) to allow enough time to travel back home.

Things to do in Chester

Parks Nature Outdoors

Side Trips

Madison, Clinton, Branford, East Haddam, Bishop's Orchards
Highlights from your plan
Gillette Castle State Park ©
Gillette Castle State Park
RJ Julia Booksellers ©
RJ Julia Booksellers
Meigs Point Nature Center ©
Meigs Point Nature Center

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