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
The price is S$118 per night from 22 Sept to 23 Sept
S$118
22 Sept - 23 Sept
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"We were in town for a party. Very convenient location and friendly staff."

Reviewed on 14 Sept, 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$550 per night from 14 Oct to 15 Oct
S$550
14 Oct - 15 Oct
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Very pleasant property with friendly staff in all areas we experienced. We had a very good stay and can recommend the property."

Reviewed on 15 Sept, 2025

Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 28 Sept to 29 Sept
S$151
28 Sept - 29 Sept
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"It was an older property so a little run down and the bed could have been softer for my preference. It was very clean though and quiet. On the night I stayed there were no dining options nearby but apparently there's a restaurant open on the weekends at the hotel."

Reviewed on 16 Sept, 2025

Quality Inn Old Saybrook - Westbrook
See all 2,815 properties in Old Saybrook
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.

Harvey's Beach

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.