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

Pier Blue Inn Old Saybrook - Essex

2 out of 5
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

Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is S$446 per night from 23 Jan to 24 Jan
S$446
23 Jan - 24 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

Saybrook Point Resort & Marina
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 29 Dec to 30 Dec
S$158
29 Dec - 30 Dec
includes taxes & fees
9/10 Wonderful! (1,945 reviews)
Clean room. Convenient location.

Reviewed on 21 Dec, 2025

New Haven Hotel
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.

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