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.
Quality Suites

Quality Suites

2.5 out of 5
per person
Sep 11 - Sep 13
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
7.8/10 Good! (1,007 reviews)
It was to Transporation. Vicinity was calm and site was clean.

Reviewed on Jun. 29, 2025

The Captain Stannard

The Captain Stannard

3 out of 5
Westbrook Center
per person
Aug 3 - Aug 7
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (227 reviews)
Very nice place and the owners are super people and treat their customers very well! I loved it here and would definitely stay here again!

Reviewed on Jun. 2, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
The view was stunning and the hotel was very clean. Would definitely stay again

Reviewed on Jun. 18, 2025

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
8.4/10 Very Good! (945 reviews)
It’s the perfect place to stay if you’re going to Madison Square Garden!

Reviewed on Jun. 29, 2025

Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
per person
Aug 21 - Aug 23
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
10/10 Exceptional! (151 reviews)
It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable.

Reviewed on Mar. 20, 2025

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.

Ready to book your vacation to Old Saybrook?

 

Choose your dates

Old Saybrook Hotel Deals

Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 7 to Jul 8
CA $107
CA $124 total
Jul 7 - Jul 8
includes taxes & fees
7.6/10 Good! (983 reviews)
"This is a great place to stay with an outstanding location in Old Saybrook right on RT 1. Great breakfast cafe right across the street."

Reviewed on Jun. 24, 2025

Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $492 per night from Jul 6 to Jul 7
CA $492
CA $593 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"The perfect, most relaxing getaway from NYC!"

Reviewed on Jun. 28, 2025

Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 7 to Jul 8
CA $150
CA $173 total
Jul 7 - Jul 8
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Very nice property. Rooms were large and clean."

Reviewed on Jun. 26, 2025

Quality Inn Old Saybrook - Westbrook
See all 2,843 properties in Old Saybrook
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Old Saybrook vacation package cost?
Offering excellent value package deals from CA $535 on Expedia, you'll be pleasantly surprised at how much a vacation to Old Saybrook costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Old Saybrook?
If you're looking to score a cheap Old Saybrook vacation package, consider planning a trip in January, March and April. You're likely to find better rates on flights and hotels during these months --- perfect for travellers wishing to save money.
How many days is enough for Old Saybrook?
Dedicate at least 2 days for your Old Saybrook vacation to really immerse yourself in everything that makes this place unique. Stroll around popular areas, including Saybrook Manor and Old Saybrook Centre. Then head to the top sights like Essex Saybrook Antique Village Shopping Centre and Essex Library. With a well-planned itinerary, you'll be kept busy with room for some relaxation too. Want to travel outside of Old Saybrook? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Old Saybrook?
Whether you're planning to check out attractions such as Tanger Outlets and Katharine Hepburn Cultural Arts Centre, or eager to experience its top-notch dining and culture, an Old Saybrook vacation is sure to exceed your expectations. Book your trip with Expedia and discover why Old Saybrook is such a good vacation destination.
How to find the best Old Saybrook package deals?
Landing a cheap Old Saybrook package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Old Saybrook package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Old Saybrook vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can personalize your Old Saybrook trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Old Saybrook?
Land amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Old Saybrook getaway.
How to plan a trip to Old Saybrook?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Old Saybrook.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your accommodations will probably be the largest expense during your trip to Old Saybrook.
  3. Set the duration of your trip: Start by listing all the attractions and activities you'd like to get to in Old Saybrook. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find an Old Saybrook vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.