Connecticut may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Cheap Holidays to Old Saybrook

Choose two or more items and save on your trip:

Your next trip to Old Saybrook with ebookers

  • Browse our 2021 holiday package deals today! They feature hotels and flights or cars at discounted bundled rates. Book your perfect trip all in one place!
  • You're in luck! We have amazing deals on wonderful properties in Old Saybrook. Start browsing our accommodations simply by using the wizard above.
  • We offer free cancellation on most hotels in case you need to change your plans*

For more information, visit our COVID-19 information page
Find the trip that is just right for you now!

*Some hotels require you to cancel at least 24-48 hours before check-in. Details on site.

Old Saybrook Holidays

Travel is about expanding our minds. When you're ready to immerse yourself in the many riches of Old Saybrook, ebookers will be here to make certain you get great deals on everything you need to make your trip an unforgettable one.

With over 500 airline partners and more than 500,000 properties internationally, it has never been easier to break-free from the daily grind.

How's this for a dose of confidence? If you see a better Flight + Package deal within 48 hours pre check in, we'll match it and refund the difference — we call that our Price Guarantee.

Whether you're looking for a bustling metropolis or the stillness of a far-flung hideaway, we'll help you kindle your wanderlust. Terms and Conditions apply.

Holidays in Old Saybrook

No matter what kind of holiday you're looking for in Old Saybrook, ebookers has all the information you need to make it happen.

Meeting new people is a big part of travelling, and with as many as 11,000 residents calling this place home, you're bound to have no shortage of opportunities.

Hartford, the capital of this state, lies 35 miles northwest of Old Saybrook, while Old Lyme can be located 5 miles to the northeast.

Create some long-lasting memories that everyone in the family will treasure at Stay and Play LLC.

How about an afternoon taste testing the local wine? You can indulge your taste buds, as well as learn about the winemaking process used this region, at the Chamard Vineyards.

Even if you're not the betting kind, it's always a blast to swing by a casino. And the Mohegan Sun Casino is certainly no exception. Put a little cash on red or just grab your favourite cocktail and soak in the glimmering atmosphere.

Cast off your shoes and enjoy the grass beneath your feet at a green oasis like Hammonasset Beach State Park or Plattwood Park. Or, spend the day outdoors at Machimoodus State Park or Crystal Lake Town Park.

Find it almost impossible to imagine taking a break and not being next to the water? Harvey's Beach is waiting for you.

Make your way to the Essex Steam Train or the Museum of Fife and Drum if the weather's no good. Study the captivating exhibits or just take a moment in the calm settings. Museum nerds also need to go to the Connecticut River Museum and Adam Stanton House and General Store Museum.

Don't just study history, step right back into it at the East Haddam Historical Society and Museum! Here you'll experience an intriguing look into the characters and events that have contributed to the development of the region throughout the years.

Are you eager to explore a few historic sights? An excursion to General William Hart House or Nathan Hale Schoolhouse will help you understand Old Saybrook's days gone by. If you'd like to learn more, Pratt House and Allis-Bushnell House and Museum should also be on your must-visit list.

One of the most well-known memorials in Old Saybrook, Major General Joseph Spencer Memorial offers an opportunity for visitors to learn a bit more about the area's most important people and events.

If ever there was a shopper's heaven, Old Saybrook would make the grade. With a multitude of shopping plazas to select from, a good plan is to start with Tanger Outlets and Clinton Crossing Premium Outlets. Next on the list is North Madison Shopping Center or RJ Julia Booksellers, where you'll discover a whole new range of inviting outlets to browse. After all, a shopaholic can never have too much retail therapy!

If you're keen for a memorable evening's entertainment, head over to the Goodspeed Opera House or the Ivoryton Playhouse. For another fun night on the town, the Katharine Hepburn Cultural Arts Center and the Norma Terris Theater are a couple more venues worth checking out.

It's far better to reminisce about your life and say, "I can't believe I did that," instead of, "I really wish I had done that." So, while you are here you should also see some of the lesser-known sights, such as Essex Island Marina and the Scranton Memorial Library. Indian River Marina and the Essex Library are a few more places to put on your radar.

Best Old Saybrook hotel deals for your holiday

Don't see what you're looking for?
See all available properties in Old Saybrook
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.