Old Saybrook Vacations
Book a Hotel + Flight together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to SAR 5,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Old Saybrook Vacation Packages
Old Saybrook Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
SAR 344
SAR 396 total
2 Sep - 3 Sep
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Reasonable price, nice staff, clean rooms. Fills the need for a short stay!"
Reviewed on 1 September 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
SAR 1,275
SAR 1,597 total
27 Sep - 28 Sep
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"Rooms were newly renovated. Love this place"
Reviewed on 31 August 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundable
SAR 380
SAR 437 total
27 Sep - 28 Sep
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Everything was fine foe an overnight. Weird smell throughout the building."
Reviewed on 31 August 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
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.
Chalker Beach
8.8/10 (26 reviews)
This private Connecticut shoreline offers a tranquil escape with soft sands and gentle waves. Generations of families have created a close-knit beach community here since 1931, complete with summer concerts and bonfires.
Katharine Hepburn Cultural Arts Center
8.8/10 (53 reviews)
The Kate honors Katharine Hepburn's legacy through intimate performances in Old Saybrook. Enjoy theater productions, then explore the museum's collection of the iconic actress's costumes and memorabilia.
Essex Saybrook Antique Village Shopping Center
9.0/10 (66 reviews)
Discover treasures spanning decades at this 6,000-square-foot antique haven with over 50 dealers. Browse art glass, nautical artifacts, and vintage furniture while knowledgeable staff share the stories behind each piece.
Crystal Lake Town Park
8.4/10 (16 reviews)
This 180-acre recreational haven features trails, sports fields, and Crystal Lake for fishing. Hike through scenic woodlands or gather with family at the pavilion overlooking tranquil waters.
General William Hart House
9.0/10 (17 reviews)
Step into the 1767 Georgian residence of Revolutionary War General William Hart, with its distinctive eight corner fireplaces. Guided tours reveal colonial life through period furnishings and family stories.
Saybrook Country Barn
9.0/10 (27 reviews)
Housed in a historic 1799 building, Saybrook Home offers 42,000 square feet of premium furniture and designer apparel. Browse multiple showrooms of quality home décor before dining at the on-site Aspen Restaurant.
Fort Saybrook Monument Park
10.0/10 (1 review)
Explore Connecticut's first military fortification from 1635 at this historic waterfront park. Follow the elevated boardwalk for panoramic river views and discover colonial history through informative storyboards.
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 — 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?
- 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.
- 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.
- 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.
- 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.
