Old Saybrook Vacations from $461
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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.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Save 100% on your flight
Price was $631, price is now $461 per person
$461
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8/10 Very Good! (1,006 reviews)
The staff was very friendly and helpful, the rooms large and clean with good microwave, refrigerator, AC and coffee machine
Reviewed on Jun 12, 2026
Heritage Hotel, Golf & Conference Center
Price was $601, price is now $499 per person
$499
per person
Jul 17 - Jul 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,012 reviews)
We were in town for a funeral. It was a quiet, clean place to stay. Close to everywhere we needed to be. We had a family group staying and it was nice to be able to catch up before and after scheduled activities. I would definitely stay here again.
Reviewed on Jun 12, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
Price was $1,430, price is now $1,188 per person
$1,188
per person
Aug 7 - Aug 10
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.6/10 Exceptional! (78 reviews)
Excellent communication and exceptionally clean. Highly recommended for safe and secure stay. We stayed for 3 weeks while my son recovered from surgery at Yale New Haven. A bit pricey for the area, but it felt very safe and comfortable.
Reviewed on Jun 3, 2026
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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
Enjoy an outing to Katharine Hepburn Cultural Arts Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
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.
Old Saybrook Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$108 nightly
The price is $125 total per night from Jul 14 to Jul 15
$125 total
Jul 14 - Jul 15
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
"The staff was very friendly and helpful, the rooms large and clean with good microwave, refrigerator, AC and coffee machine"
Reviewed on Jun 12, 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundable
$107 nightly
The price is $123 total per night from Jun 21 to Jun 22
$123 total
Jun 21 - Jun 22
Total with taxes and fees
7.8/10 Good! (1,009 reviews)
"The place is in dire need of a makeover. In the bathroom... No exhaust fan... Hinges and towel racks are rusted... Wall paper is peeling off the walls... Tub/shower faucet is connected wrong. Hot is cold and Cold is hot... Door has noticeable cracks. The front half of the room had no lights. Until ..."
Reviewed on Jun 9, 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
$338 nightly
The price is $389 total per night from Jun 21 to Jun 22
$389 total
Jun 21 - Jun 22
Total with taxes and fees
9.6/10 Exceptional! (1,003 reviews)
"Spa services were a definite benefit."
Reviewed on Jun 11, 2026
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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- B&B in Old Lyme
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- Vacation Homes in Old Lyme
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- Hotels with Tennis Courts in Old Lyme
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- Hotels near Westbrook Center
- Hotels near Tanger Outlets
- Hotels near Goose Island
- Hotels near Florence Griswold Museum
- Westbrook Hotels
- Hotels near Hattitudes
- Oceanfront Hotels in Westbrook
- B&B in Westbrook
- Resorts in Westbrook
- Condo Rentals in Westbrook
- Hotels with an Indoor Pool in Westbrook
- Cottages in Westbrook
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- Beach Hotels in Westbrook
- Villas in Westbrook
- Cabin Rentals in Westbrook
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- Hilton Hotels in Westbrook
- Vacation Homes in Westbrook
- 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.
