Old Saybrook Vacation Packages
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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.
Top Old Saybrook Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Milford
Price was CA $988, price is now CA $735 per person
CA $735
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.6/10 Excellent! (1,011 reviews)
In my opinion, I felt that the age and condition of the hotel didn't justify the price per night, the hotel is definitely in need alof a renovation, the carpet in the rooms are seriously old and ugly. Other than that the furniture is ok, room was clean. One other thing, this is my opinion and it obviously doesn't effect your room stay but I need to mention that whoever chose the hallway carpet had to be on LSD, it's the most bizarre hideous red stripe carpet I've ever seen in a Hilton hotel or any hotel for that matter. Lastly for what your paying per night it's obserd that they charge for breakfast, $18.00 no thanks
Reviewed on Jul 2, 2026
Landing Furnished Apartment Near Yale University
Downtown New Haven
Price was CA $1,164, price is now CA $964 per person
CA $964
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.
Reviewed on Jun 2, 2026
Hampton Inn & Suites New Haven - South - West Haven
Price was CA $1,047, price is now CA $907 per person
CA $907
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.4/10 Very good! (1,008 reviews)
Stag was great. Room was clean. Hotel was quiet even for a college event going on.
Reviewed on Jun 30, 2026
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 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 vacation 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 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 refundable
The price is CA $131 per night from Jul 9 to Jul 10
CA $131
CA $150 total
Jul 9 - Jul 10
includes taxes & fees
8/10 Very good! (1,002 reviews)
"staff and parking"
Reviewed on Jun 22, 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is CA $522 per night from Jul 21 to Jul 22
CA $522
CA $636 total
Jul 21 - Jul 22
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"Honestly the best low key resort for families driving from nyc. I’m gonna regret this review giving up the secret"
Reviewed on Jul 2, 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundable
The price is CA $168 per night from Jul 26 to Jul 27
CA $168
CA $193 total
Jul 26 - Jul 27
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Good stay accommodating, Staff"
Reviewed on Jun 30, 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.
Stay near popular Old Saybrook attractions
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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.
