
Old Saybrook Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Old Saybrook Vacation Packages
Old Saybrook Beach Vacation
Shake off the stresses of daily life and let your body, mind and soul unwind on your Old Saybrook vacation. There's nothing more refreshing than the salty sea air and the sound of waves lapping at the shore. Plan your trip to Old Saybrook the easy way by choosing one of our Old Saybrook vacation deals. Many visitors choose to stay near Chalker Beach, a local highlight only 3 kilometers from the downtown area.
Things You Should Know About Old Saybrook
- Choose one of our Old Saybrook beach hotels to enjoy the very best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises right on your front door.
- Our private vacation homes, like Saybrook Point Resort & Marina and Super 8 by Wyndham Old Saybrook, are popular with travelers of all sorts. Check out the facilities and get set for your stay in Old Saybrook!
- Head to our Old Saybrook things to do page for some trip planning inspiration. With a population of roughly 10,600 inches Old Saybrook, we're sure there'll be a few locals who'll be pleased to give you some extra advice!
- If you're searching for things to do while you're in town, add Hammonasset Beach State Park, Hammonasset Beach State Park and Clinton Crossing Premium Outlets to your travel itinerary. Also, take a look at our Old Saybrook vacation deals to get great deals on your hotels and experiences.
Old Saybrook Hotel Deals

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ¥10,473 per night from Nov 13 to Nov 14
¥10,473
¥12,044 total
Nov 13 - Nov 14
includes taxes & fees
7.8/10 Good! (1,004 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on Nov 3, 2025

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ¥15,518 per night from Nov 23 to Nov 24
¥15,518
¥17,846 total
Nov 23 - Nov 24
includes taxes & fees
7.6/10 Good! (1,002 reviews)
Hotel and furnishings could use some updating. Other than that nothing really to complain about.
Reviewed on Nov 7, 2025

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ¥36,466 per night from Nov 12 to Nov 13
¥36,466
¥45,772 total
Nov 12 - Nov 13
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Hospitality at its finest! Bed here was beyond comfortable❤️
Reviewed on Nov 5, 2025
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.
Discover the most popular places to visit in Old Saybrook
General William Hart House
You can find out about the history of Old Saybrook with a stop at General William Hart House. While you're in the area, stroll along the beautiful beaches.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
