Old Saybrook Holidays
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Old Saybrook Holiday
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 26 924 cm 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.
Our pick of the best 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! (1,000 reviews)
Nice, pet friendly facility with an amazing Indian restaurant next door!
Reviewed on 14 Dec 2025
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is NZ$630 per night from 23 Dec to 24 Dec
NZ$630
23 Dec - 24 Dec
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
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is NZ$196 per night from 28 Dec to 29 Dec
NZ$196
28 Dec - 29 Dec
includes taxes & fees
9/10 Wonderful! (1,932 reviews)
Everything went well. My short stay was good. I particularly like the hotel's proximity to my favorite places in New Haven. Also the general cleanliness and overall pleasant atmosphere.
Reviewed on 16 Dec 2025
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 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.
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.
Essex Saybrook Antique Village Shopping Center
You can enjoy retail therapy at Essex Saybrook Antique Village Shopping Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
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- Essex Holidays
- Dart Island State Park
- Bill Miller’s Castle
- Eastern Point Beach
- Saybrook Country Barn
- Monte Cristo Cottage
- Wharton Brook State Park
- Norma Terris Theater
- Baltic Holidays
- Choate Rosemary Hall
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- Tanger Outlet Foxwoods
- Lebanon Historical Society Museum and Visitors Center
- Acme Mall Shopping Center
- Connecticut Sportsplex
- Connecticut College Arboretum
- Putter's Paradise Mini Golf
- Yale-New Haven Hospital
- Quimper Faience
- Branford Hills Plaza Shopping Center
- Hole-In-The-Wall Beach
- Essex Steam Train
- Andrews Homestead Museum
- Anna Mia's
- Sterling Memorial Library at Yale University
- Quinnipiac University
- Stony Creek Brewery
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- Visit Haddam
- Visit Ivoryton
- Visit Killingworth
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
