Old Saybrook Vacations from $354
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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
Price was $493, price is now $354 per person
$354
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.6/10 Excellent! (1,149 reviews)
Yes, the breakfast menu was fresh. My room was difficult to sleep from road noise all night long. Do not get a room on the front side of the hotel.
Reviewed on Nov 25, 2025
New Haven Hotel
Downtown New Haven
Price was $767, price is now $531 per person
$531
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Spotless and spacious room. Exceptional front desk staff. Great location a short walk from Yale University. Welcoming lobby with mini-shop for snacks, drinks, necessities. Beer, wine, other beverages in lobby. We loved our stay here!
Reviewed on Nov 26, 2025
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Save 100% on your flight
Price was $564, price is now $407 per person
$407
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
This hotel was clean which was great because I booked the wrong hotel I thought this was the one I stayed at before but it was the Marriott across from it. I was glad that it ended up being clean or I probably would’ve asked to cancel my reservation because this is the second Hilton. I’ve stayed in and they are so dated. It’s sad like spend some money and fix them up because you would think you’re booking at a Hilton and it should be nice and literally they’re old and rundown and it’s very sad. The only reason why I gave a four star for cleanliness was because it was clean. If you are looking for a nice bougie hotel room and hotel, this is not the place book across the street at the Marriott or the Hyatt.
Reviewed on Nov 24, 2025
Residence Inn by Marriott Hartford/Windsor
Price was $488, price is now $367 per person
$367
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.2/10 Very Good! (656 reviews)
Clean, spacious room. Excellent service. Good breakfast
Reviewed on Nov 19, 2025
Holiday Inn Cheshire - Southington by IHG
Price was $658, price is now $500 per person
$500
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.2/10 Very Good! (1,002 reviews)
From day one had a good experience. Everything was explained to me in detail and felt very comfortable. From the room and all. Super clean and comfortable. Personally I have no complaints at all. Thank you
Reviewed on Nov 23, 2025
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Discover 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
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
$256 nightly
The price is $295 total per night from Nov 30 to Dec 1
$295 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (1,008 reviews)
Lovely, lovely place. Helpful and nice staff, immaculate rooms. Excellent on site restaurant, Fresh Salt. Great location.
Reviewed on Nov 25, 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $89 total per night from Dec 14 to Dec 15
$89 total
Dec 14 - Dec 15
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on Nov 3, 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Dec 4 to Dec 5
$116 total
Dec 4 - Dec 5
Total with taxes and fees
7.6/10 Good! (1,010 reviews)
Great
Reviewed on Nov 24, 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
- Beach Hotels 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
- Pet-friendly Hotels in Westbrook
- 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.