Old Saybrook Vacations

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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 refundableReserve now, pay when you stay
7.8/10 Good! (1,003 reviews)
Room was clean and warm and the staff was very friendly

Reviewed on 1 February 2026

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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 AED 1,008 per night from Mar 9 to Mar 10
AED 1,008
AED 1,252 total
9 Mar - 10 Mar
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Very comfortable and enjoyable place to stay.

Reviewed on 2 February 2026

Saybrook Point Resort & Marina
Liberty Inn

Liberty Inn

2 out of 5
55 Springbrook Road Old Saybrook CT
The price is AED 327 per night from Mar 9 to Mar 10
AED 327
AED 376 total
9 Mar - 10 Mar
includes taxes & fees
7.4/10 Good! (640 reviews)
Room was spacious, and felt so homey. Everything was so clean!!! Check in was a breeze and the man who checked me in was so kind. Very close to a lot of things which makes drives places simple.

Reviewed on 11 January 2026

Liberty Inn
See all 2,877 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.

Discover the most popular places to visit in Old Saybrook

Breakwater at Harvey's Beach in Connecticut at sunset on a cloudless day

Harvey's Beach

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.

Harvey's Beach

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.

Katharine Hepburn Cultural Arts Center

Stay and Play LLC

Enjoy an outing to Stay and Play LLC during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.

Stay and Play LLC

Frequently asked questions

How do I find cheap flights to Old Saybrook that have flexible change policies?
We get that plans can change very quickly, so booking a flexible ticket with Expedia is always a smart move. Tick the "No change fee" box underneath the "Flexible change policies" filter. Your low-cost, flexible flight to Old Saybrook is just a few clicks away.
Which airlines fly to Old Saybrook?
When it's time for a vacation, these well-known airlines will make escaping to Old Saybrook super easy:

  • American Airlines - 611 flights to or near Old Saybrook each month, including 611 flights to Bradley Intl. Airport (BDL) per month.
  • United Airlines - 273 flights to or near Old Saybrook each month, including 273 flights to Bradley Intl. Airport (BDL) per month.

How can I find cheap tickets to Old Saybrook?
A helpful strategy for walking away with cheap fares is to be flexible with your dates. Begin with searching for your flight to Old Saybrook, then click on the "flexible dates" box to compare prices for nearby days. Another good tip? Book well ahead. For an idea of fares, was the best price for a flight to Old Saybrook in the last seven days.
How much is a flight to Old Saybrook?
One-way flights departing from () sold for as little as in the last seven days. During this time, the price of a return airfare to Old Saybrook ranged between and . If you find a deal, book as fast as you can — these prices don't stick around for long.
What are the most popular airports to fly into in Old Saybrook?
Old Saybrook's main entryway is Bradley Intl. Airport (BDL). Get your next exciting journey underway by booking a fare on one of the 1,911 monthly flights to this destination.
When is the cheapest time to fly to Old Saybrook?
Fly out on a Tuesday to boost your odds of picking up the cheapest flight to Old Saybrook. Mondays are usually the next most affordable day to depart. Saturday is normally the costliest day to fly anywhere.
How much is a plane ticket to Old Saybrook?
In the last seven days, fares to Old Saybrook varied from to .
What months are the cheapest to book a flight to Old Saybrook?
A cheap month to score a fantastic deal to Old Saybrook is February, whereas prices are at their highest in December. Avoid this time if you're on a tight budget.
How long is a flight to Old Saybrook?
Flight times can vary for lots of different reasons, including where your point of departure is. We've rounded up a list of average flight times for some of the most well-known domestic routes to Old Saybrook:

  • Orlando, FL (MCO-Orlando Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 48 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 14 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 12 minutes