Make Connecticut your vacation destination for spring break to find yourself in the midst of the wonderful gardens in Stamford or the historic attractions in Old Saybrook. Stroll along the banks of the beaches searching for seashells, or snap a selfie in front of one of the iconic lighthouses. Stay at one of many incredible Connecticut vacation rentals to easily enjoy beachfront views in Greenwich, or forest-field hiking trails in New Haven. Check out these attractions in the cities and towns of Connecticut.

1. Stamford

Opt for a Connecticut city with small-town charm, yet access to the big city when making Stamford your vacation destination. Stamford offers family and college-aged spring breakers a chance to see the flowers blooming in the Bartlett Arboretum and Gardens, as well as access to downtown Manhattan for nightlife. Take in a show at the Palace Theatre or soak up the culture at the Stamford Center for the Arts before retreating to your vacation rental. When you don’t feel like cooking dinner, stop in at Bradford’s Grill and Tavern for some pub food and cold beverages.

Find vacation rentals in Stamford

2. Greenwich

Indulge the artistic types in your group with a trip to Greenwich, where you can tour the Bush-Holley House art colony or experiment at the Bruce Science Museum. Let the kids admire underwater sea creatures at the Maritime Aquarium or search for seashells on the beach at Greenwich Point Park. With access to the Long Island Sound, you can find plenty of lighthouses and historical monuments for the perfect selfie with family or friends in this quaint city before sampling some fine wines at the Harvard Wine Bar and Restaurant.

Find vacation rentals in Greenwich

3. Old Saybrook

Old Saybrook is a popular vacation destination for spring breakers looking to immerse themselves in historic attractions, such as the Saybrook Breakwater Light and the downtown Main Street shopping area. Take a stroll along the banks of the Connecticut River or ride bikes along the trails at Saybrook Point. Indulge the music lovers with an evening at the Katharine Hepburn Cultural Arts Center and Theater and then grab a sweet treat at Dagmar’s Desserts.

Find vacation rentals in Old Saybrook

Find the perfect Connecticut vacation rental on Tripping.com. Tripping.com is the world's #1 vacation rental search engine with over 10 million properties!

4. Stonington


Choose a vacation rental next to one of the expansive Victorian mansions in Stonington and set out to explore this historic port town. From the Old Lighthouse Museum to the home of Captain Nathaniel Brown Palmer, Stonington features sites to make your spring break educational and entertaining. When the weather warms up in the spring, head to Dubois Beach to search for seashells or opt for a sailing lesson with New England Science and Sailing. A cozy vacation rental in Stonington also gives you access to nightlife and wineries when stopping in at the Stonington and Saltwater Farm or the MBar.

Find vacation rentals in Stonington

5. Hartford


The capital of Connecticut not only puts you in the heart of a historic town, it also gives you access to nightlife for you and your college roomies when you celebrate happy hour at the Riverside Cricket Club or the Rocking Horse Saloon. Spend your spring break soaking up the artistic downtown area with a tour of the oldest American public art museum or browse the collections from local artists in Bushnell Park. The New England Dodge Music Center hosts concerts, plays, and musicals throughout the year while Hartford Stage is home to athletic events to keep you entertained.

Find vacation rentals in Hartford

6. Guilford

Walk along the shore and the tree-lined streets during your spring break to see the historic Faulkner Island Lighthouse and the boutiques in the Village Green area when making Guilford your vacation destination. Take in the historic city with a visit to the Henry Whitfield State Museum or sample the wines at Bishop’s Orchard with a group of friends. Families enjoy the water attractions at Sandy Jacobs Beach, too, especially with a boat tour guided by Grass Island Cruises.

Find vacation rentals in Guilford

7. New Haven


Tap into your artistic side when settling near Yale University on your spring break. Located along the Long Island Sound, New Haven attracts spring breakers looking to stroll along the beaches or boat the waters with Harbor Adventures. Get active with a bike ride or hike on the trails of the East Rock Park or visit Lighthouse Point Park to see the spring blooms. When it’s time to relax in the evenings, Firehouse 12 features live jazz music while Cafe 9 offers a mix of rock, country, and hip-hop tunes.

Find vacation rentals in New Haven

8. New Britain


New Britain is a spring breaker’s paradise with rolling hills and stunning views right from your vacation rental balcony. Take a walk to the Batterson Park Pond or explore the trails at Walnut Hill Park on a spring afternoon. When you want to give the kids or your friends an educational experience, head to the New Britain Industrial Museum or take a tour of the New Britain Museum of American Art. This historic Connecticut city is also home to the Alvarium Beer Company for some homemade brews and La Rosa’s Restaurant and bar for some bar bites.

Find vacation rentals in New Britain


Ready to go? Check out these amazing Connecticut vacation rentals on Tripping.com.