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
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,007 reviews)
Its okay, some of the furniture didn't look in good shape. Bed was good, bathrooms were neat and good. I loved the rustic wood table. Also its high time we have smart TVs now. They are dirt cheap.
Reviewed on 2025/12/21
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is NT$9,716 per night from Jan 4 to Jan 5
NT$9,716
NT$11,959 total
Jan 4 - 2026/1/5
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
The room was beautiful and staff was exceptional!
Reviewed on 2025/12/22
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is NT$3,712 per night from Jan 1 to Jan 2
NT$3,712
NT$4,269 total
Jan 1 - 2026/1/2
includes taxes & fees
9/10 Wonderful! (1,956 reviews)
Lights in bathroom not bright enough.
Reviewed on 2025/12/24
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.
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- Deep River Vacations
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- Visit Deep River
- Dinosaur Place at Nature's Art
- Connecticut College Arboretum
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- Chaffinch Island State Park
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- Essex Plaza Shopping Center
- Historic Ship Nautilus & Submarine Force Museum
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- Visit Moodus
- Ocean Beach Park
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- Childrens Museum of Southeastern Connecticut
- Nathan Hale Schoolhouse
- Henry Whitfield State Museum
- Logee’s Greenhouses
- Visit Salem
- Visit Essex
- Devil's Hopyard State Park
- Lyme Academy of Fine Arts
- Pequot Chapel
- Visit East Haddam
- Visit Old Saybrook
- Visit Haddam
- Gillette Castle State Park
- Visit Ivoryton
- Visit New London
- Major General Joseph Spencer Memorial
- North Madison Shopping Center
- Florence Griswold Museum
- Flanders Plaza Shopping Center
- Visit Madison
- Machimoodus State Park
- Lyman Allyn Art Museum
- Essex Steam Train
- Eugene O'Neill Theater Center
- Car rental Groton
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- Rent A Wreck Rental Cars in Ivoryton
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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.
