Old Saybrook Vacations from $338
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Your Old Saybrook Vacation
From its rich history to its coastal scenery and beyond, there's much to like about Old Saybrook. Uncover the wonders of this interesting city with a Old Saybrook vacation package that's tailor-made for you. You'll want to do a little exploring during your trip to Old Saybrook. Find time for famous attractions like Essex Steam Train, Harveys Beach and Westbrook Town Beach. Whoever you're going away with and whatever your budget, your dream Old Saybrook vacation is just a few clicks away with Expedia.
The Latest Old Saybrook vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to New Haven (HVN)
8.8/10 Excellent! (1,014 reviews)
Very nice staff, I was able to check in early and it was a quick process. I got to switch rooms (didn’t need two beds) with no problem at all.
Reviewed on Jul 13, 2025
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See all available trips from Columbus to Old Saybrook
View all tripsDiscover the most popular places to visit in Old Saybrook
Harvey's Beach
4.5/5(3 reviews)
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.
Katharine Hepburn Cultural Arts Center
You can enjoy a show at Katharine Hepburn Cultural Arts Center during your trip to Old Saybrook. While you're in the area, stroll along the beautiful beaches.
Essex Saybrook Antique Village Shopping Center
You can find the perfect gifts to bring home at Essex Saybrook Antique Village Shopping Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
Old Saybrook Hotel Deals
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Aug 3 to Aug 4
$127 total
Aug 3 - Aug 4
Total includes taxes and fees
7.6/10 Good! (1,008 reviews)
Excellent Place to Stay!!!...5 Stars & More!!
"We stayed 5 days! Customer service was great ;) Housekeeping was great, the cafe in the morning was excellent! Lounge area if you wanted to go out in the evening they had Pool, Darts, & Karaoke If you didn't want to go to the Beach, they had a Pool/Gym Right near the Highway & Route 1 We had a wonderful ..."
Reviewed on Jul 10, 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $479 total per night from Jul 16 to Jul 17
$479 total
Jul 16 - Jul 17
Total includes taxes and fees
9.4/10 Exceptional! (1,005 reviews)
"Fantastic!! Loved staying at this luxurious hotel"
Reviewed on Jul 8, 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $93 total per night from Jul 29 to Jul 30
$93 total
Jul 29 - Jul 30
Total includes taxes and fees
7.6/10 Good! (989 reviews)
"The roadside in exceeded my expectations in all areas"
Reviewed on Jul 9, 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.
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 2 miles 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 in 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 Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,600 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Harveys Beach, Goodspeed Opera House and Connecticut River Museum |
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- Hotels near Saybrook Country Barn
- Hotels near Old Saybrook Station
- Condo Rentals in Old Saybrook Station
- Hotels near Katharine Hepburn Cultural Arts Center
- Hotels near Stay and Play LLC
- Hotels near Old Saybrook Center
- Gay friendly Hotels in Old Saybrook Center
- Hotels near General William Hart House
- Hotels near Essex Saybrook Antique Village Shopping Center
- Hotels near Harvey's Beach
- Hotels near Crystal Lake Town Park
- Hotels near Saybrook Manor
- Fenwick Hotels
- Hotels near Logee’s Greenhouses
- Hotels near Mashantucket Pequot Museum & Research Center
- Old Lyme Hotels
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- Hotels near Westbrook Center
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- Westbrook Hotels
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- Oceanfront Hotels in Westbrook
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- Cabin Rentals in Westbrook
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- Romantic Hotels in Westbrook
- Saybrook Country Barn
- Katharine Hepburn Cultural Arts Center
- Stay and Play LLC
- General William Hart House
- Essex Saybrook Antique Village Shopping Center
- Harvey's Beach
- Crystal Lake Town Park
- Visit Saybrook Manor
- Logee’s Greenhouses
- Old Lyme Vacations
- Goose Island
- Visit Old Lyme
- Florence Griswold Museum
- Connecticut River Museum
- Westbrook Vacations
- Essex Island Marina
- Essex Plaza Shopping Center
- Essex Steam Train
- Sweet Martha's
- Lyme Academy of Fine Arts
- Visit Westbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.