The Best of Connecticut: Top 10 Things to Do, Hidden Gems & Where to Stay
Planning a trip to Connecticut? This charming New England state may be small, but it’s packed with scenic coastlines, rich history, artsy towns, and foodie-approved spots. Whether you’re a nature lover, history buff, or just here for the pizza (no judgment), Connecticut delivers. Let’s dive into the top things to do, where to stay, and some hidden gems you’ll brag about discovering.
Melissa Ridge
5/19/20253 min read
Planning a trip to Connecticut? This charming New England state may be small, but it’s packed with scenic coastlines, rich history, artsy towns, and foodie-approved spots. Whether you’re a nature lover, history buff, or just here for the pizza (no judgment), Connecticut delivers. Let’s dive into the top things to do, where to stay, and some hidden gems you’ll brag about discovering.
Top 10 Things to See & Do in Connecticut
1. Mystic Seaport Museum
Step back in time at this historic maritime village with tall ships, quaint shops, and museums. Book activities and skip-the-line passes with Tiqets.
2. Yale University Art Gallery (New Haven)
Free to enter and packed with works from Van Gogh to African art. While in New Haven, grab a famous apizza (yes, that’s what locals call it).
3. Gillette Castle State Park
This quirky medieval-style castle sits atop a hill overlooking the Connecticut River. Explore hiking trails, river views, and the eccentric estate of actor William Gillette.
4. Essex Steam Train & Riverboat
All aboard for a nostalgic journey through Connecticut’s countryside, ending with a relaxing boat cruise. Book transfers easily via GetTransfer.
5. Silver Sands State Park
A peaceful, sandy beach escape in Milford with scenic boardwalks and a hidden island you can walk to at low tide.
6. Mark Twain House & Museum (Hartford)
Tour the author’s former home — a must for literature fans. Plus, downtown Hartford offers surprisingly cool restaurants and bars.
7. Mystic Aquarium
Meet belugas, penguins, and sharks at one of New England’s best aquariums. Buy tickets hassle-free with Tiqets.
8. Connecticut Wine Trail
Who knew Connecticut had vineyards? Sip your way through wineries like Gouveia Vineyards in Wallingford with scenic views and local blends.
9. Wadsworth Falls State Park
Perfect for hiking and picnicking, with waterfalls and shady woodland trails.
10. The Glass House (New Canaan)
A National Trust site and architectural masterpiece. Tours are by reservation — don’t miss this minimalist icon.
Hidden Gems in Connecticut
- Devil’s Hopyard State Park
A mysterious waterfall with pothole formations rumored to be made by the devil. Bring a picnic.
- Chester, CT
A tiny town with art galleries, indie shops, and ferry rides to Gillette Castle. You’ll feel like you’ve stepped into a New England postcard.
- Thimble Islands
Take a narrated boat tour from Stony Creek to these quirky pink granite islands. Some even have tiny homes on them.
Where to Stay in Connecticut
Luxury:
Delamar Greenwich Harbor – Waterfront luxury, spa treatments, and a prime location.
Mid-Range:
The Goodwin (Hartford) – A chic boutique hotel steps from downtown attractions.
Budget:
Inn at Middletown – Historic charm with affordable rates.
Compare hotel rates via Hotellook or Trip.com for the best deals.
Getting Around Connecticut
Rental Cars:
Book a car through Economy Bookings or Auto Europe for road-tripping freedom.
Motorbike/Scooter Rentals:
Zip around with rentals from BikesBooking.
Airport Transfers:
Pre-book stress-free rides with KiwiTaxi or GetTransfer.
eSIM Data Cards:
Stay connected with Airalo or Drimsim for hassle-free mobile data.
Flights:
Find cheap flights on Kiwi.com or Aviasales.
Bonus Tip: Travel Insurance
Don’t wing it — protect your trip with VisitorsCoverage for peace of mind.
Want More Travel Tips & Deals?
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Join the Adventure on Social
Pinterest: Pin and plan your perfect Connecticut getaway with me on Pinterest.
Instagram: Follow for real-time travel inspo and hidden gem finds — tag me with #CTRoadTripVibes!
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