Old Saybrook Vacations

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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

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 ₩113,908 per night from Oct 19 to Oct 20
₩113,908
₩131,001 total
Oct 19 - Oct 20
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"We had a quick stop in the area and picked this hotel. We weee pleasantly surprised! It’s rare to find a small private hotel maintained like a corporate hotel. This is a good one."

Reviewed on Oct 13, 2025

Pier Blue Inn Old Saybrook - Essex
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 ₩132,964 per night from Nov 2 to Nov 3
₩132,964
₩152,909 total
Nov 2 - Nov 3
includes taxes & fees
7.6/10 Good! (1,008 reviews)
"Our stay was just what we needed. Breakfast was full of choices and and plenty to eat and drink. A perfect stop in a lovely town."

Reviewed on Oct 12, 2025

Quality Inn Old Saybrook - Westbrook
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 ₩341,510 per night from Nov 6 to Nov 7
₩341,510
₩428,285 total
Nov 6 - Nov 7
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
"Location"

Reviewed on Oct 14, 2025

Saybrook Point Resort & Marina
See all 2,833 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.

Discover the most popular places to visit in Old Saybrook

Harvey's Beach

Harvey's Beach

If a restful vacation is part of your travel plans, Harvey's Beach might be the perfect place to seek out during your trip to Old Saybrook. Visit the shops and spas in this relaxing area.

Harvey's Beach

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.

Crystal Lake Town Park

Stay and Play LLC

Enjoy an outing to Stay and Play LLC during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.

Stay and Play LLC
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.