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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is ₩491,517 per night from Oct 12 to Oct 13
₩491,517
₩599,896 total
Oct 12 - Oct 13
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"My fiancé and I recently spent a few nights at this beautiful hotel by the water in Old Saybrook, and we couldn’t have asked for a more perfect getaway. From start to finish, everything was exceptional. The cleanliness throughout the property was flawless — every space felt fresh, spotless, and well ..."

Reviewed on Sep 9, 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 ₩135,474 per night from Sep 23 to Sep 24
₩135,474
₩155,795 total
Sep 23 - Sep 24
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"Great staff, easy check in, nice room and has a pool. Generally pleasant atmosphere."

Reviewed on Sep 1, 2025

Quality Inn Old Saybrook - Westbrook
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 ₩111,012 per night from Sep 21 to Sep 22
₩111,012
₩127,671 total
Sep 21 - Sep 22
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Pros: Decent basic accommodation with restaurants and stores nearby. Friendly staff. Great outdoor area in back of inn. Cons: need light blanket or two in room. Bedspreads are too hot! Overall, we enjoyed our stay here."

Reviewed on Sep 8, 2025

Pier Blue Inn Old Saybrook - Essex
See all 2,817 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

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.