Old Saybrook Vacations from $494
Book a Hotel + Flight or Car together to unlock savings
The Latest Old Saybrook Vacation Packages
- La Quinta Inn & Suites by Wyndham New Haven
Oct 1 - Oct 5La Quinta Inn & Suites by Wyndham New Haven + Flight
Long Wharf4 nights3.0 star property6.0/10 - (1,324 reviews)"Telephone was not working, waffle Iron and toaster in the breakfast room were broken, doors were jammed, tile floors as oppoesed to carpeting, to name a few problems. I called to let the mamagement know that my plane into Providenc was delaid and I would be late arriving. the front desk kept puting me hold (over twenty minutes) until I was finally tranfered to a Reservation office where I was again place on hold while she looked up my reservation. When she found it she told me she would place..."Reviewed July 28, 2026Roundtrip • Orlando (MCO) - New Haven (HVN)MCO - HVN • Nonstop HVN - MCO • 1 stop - Landing Apartments New Haven Near Dixwell
Oct 1 - Oct 5Landing Apartments New Haven Near Dixwell + Flight
Newhallville4 nights3.0 star property2.0/10 - (1 review)"The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host."Reviewed May 25, 2026Roundtrip • Orlando (MCO) - New Haven (HVN)MCO - HVN • Nonstop HVN - MCO • 1 stop - Graduate by Hilton New Haven
Oct 1 - Oct 5Graduate by Hilton New Haven + Flight
Downtown New Haven4 nights4.0 star property9.2/10 - Wonderful (1,007 reviews)Roundtrip • Orlando (MCO) - New Haven (HVN)MCO - HVN • Nonstop HVN - MCO • 1 stop - Hyatus Luxury Residences City Crossing
Oct 1 - Oct 5Hyatus Luxury Residences City Crossing + Flight
The Hill4 nights4.0 star property9.4/10 - Exceptional (33 reviews)"Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!"Reviewed July 24, 2026Roundtrip • Orlando (MCO) - New Haven (HVN)MCO - HVN • Nonstop HVN - MCO • 1 stop - Luxury Furnished Apartments by Hyatus Downtown at Yale
Oct 1 - Oct 5Luxury Furnished Apartments by Hyatus Downtown at Yale + Flight
The Hill4 nights3.5 star property9.6/10 - Exceptional (85 reviews)"I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived. The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, it was a wonderful experience, and I would absolutely stay here again. Highly recommend!"Reviewed July 6, 2026Roundtrip • Orlando (MCO) - New Haven (HVN)MCO - HVN • Nonstop HVN - MCO • 1 stop
Where to stay in Old Saybrook
Old Saybrook Center
While visiting Old Saybrook Center, you might make a stop by sights like Connecticut River and Katharine Hepburn Cultural Arts Center.
Saybrook Manor
Nestled between Westbrook and Old Saybrook Center, this community offers easy access to Long Island Sound and U.S. Route 1. Enjoy the coastal charm of southeastern Middlesex County.
Discover the most popular places to visit in Old Saybrook
Old Saybrook Hotel Deals
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
Best Western Niantic - New London/Mystic Area
Best Western Niantic - New London/Mystic Area
Frequently Asked Questions
How much does an Old Saybrook vacation package cost?
You can pick up a vacation package to this destination from $494 on Expedia. But how much your vacation to Old Saybrook costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Old Saybrook?
December, January and February are great times to search for cheap Old Saybrook vacation packages. Traveling in less busy periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Old Saybrook?
With around 2 days, you'll have enough time to enjoy popular neighborhoods such as Old Saybrook Center and Saybrook Manor during your Old Saybrook vacation. Make sure to also add Stay and Play LLC and Crystal Lake Town Park to your sightseeing list. In the mood for more adventures? Consider exploring outside of Old Saybrook on tours and day trips.
Is it worth booking a vacation package to Old Saybrook?
Whether you're planning to discover attractions such as Harvey's Beach and Tanger Outlets, or want to experience its top-notch dining and culture, an Old Saybrook vacation is sure to exceed your expectations. Book your getaway with Expedia and find out why Old Saybrook is such a good vacation destination.
How to find the best Old Saybrook package deals?
Start your search for an Old Saybrook package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Old Saybrook package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Old Saybrook getaway off to a flying start.
Is it cheaper to book an Old Saybrook vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Old Saybrook trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Old Saybrook?
If you're planning a spur-of-the-moment Old Saybrook getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Old Saybrook vacation packages?
Your Old Saybrook getaway should be an escape from your busy life, not a source of money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.