Old Saybrook Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Old Saybrook Vacation Packages

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 refundable
The price is SARĀ 344 per night from Jul 23 to Jul 24
SARĀ 344
SARĀ 395 total
23 Jul - 24 Jul
includes taxes & fees
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 SARĀ 1,409 per night from Aug 3 to Aug 4
SARĀ 1,409
SARĀ 1,751 total
3 Aug - 4 Aug
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"We had an outstanding stay at Saybrook Point Resort & Marina. The property is beautiful, impeccably maintained, and perfectly located with stunning views of the marina and Long Island Sound. The rooms were spacious, comfortable, and made for a relaxing getaway. What truly made our visit exceptional ..."

Reviewed on 14 July 2026

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 refundable
The price is SARĀ 444 per night from Aug 5 to Aug 6
SARĀ 444
SARĀ 510 total
5 Aug - 6 Aug
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
See all 2,926 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.

Stay near popular Old Saybrook attractions

A wooden boardwalk leading to a beach at sunset.

Harvey's Beach

8.8/10 (93 reviews)
Harvey's Beach offers pristine white sand and calm, shallow waters perfect for families with young children. Explore the expansive sandbars at low tide to discover fascinating tide pools and marine treasures.
See properties

Frequently asked questions

How much does an Old Saybrook vacation package cost?
Offering excellent value package deals 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 ā€” perfect for travelers wishing to save money.
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 traveling 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, favorite 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.