Old Saybrook Holidays
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Old Saybrook Beach Holiday
Shake off the stresses of daily life and let your body, mind and soul unwind on your Old Saybrook holiday. 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 holiday deals. Many visitors choose to stay near Chalker Beach, a local highlight only 3 kilometres 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 holiday homes, like Saybrook Point Resort & Marina and Super 8 by Wyndham Old Saybrook, are popular with travellers 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 holiday deals to get great deals on your hotels and experiences.
Top hotels in Old Saybrook
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,006 reviews)
Room was clean though a bit rustic. Staff was very nice. No housekeeping but was able to collect all clean towels, etc. in the office. We were here for a funeral. Pier Blue Inn was close to funeral home, Catholic Church, and repast. Nice restaurants so close by! I’m glad I booked this place. Added ...
Reviewed on 19 Dec 2025
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is €323 per night from 8 Jan to 9 Jan
€323
8 Jan - 9 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Friendly and helpful staff, wonderful dining experience at Fresh Salt
Reviewed on 13 Dec 2025
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is €104 per night from 30 Dec to 31 Dec
€104
30 Dec - 31 Dec
includes taxes & fees
9/10 Wonderful! (1,935 reviews)
The room was very clean and attractive. Comfortable beds, quiet, great location.
Reviewed on 19 Dec 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.
Popular places to visit
Harvey's Beach
If a restful holiday is part of your travel plans, Harvey's Beach might be the perfect place to visit during your trip to Old Saybrook. Visit the shops and spas in this relaxing area.
Essex Saybrook Antique Village Shopping Center
You can enjoy retail therapy at Essex Saybrook Antique Village Shopping Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
Crystal Lake Town Park
Explore the great outdoors at Crystal Lake Town Park, a lovely green space in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
