Old Saybrook Vacations from $639
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The Latest Old Saybrook Vacation Packages
- Omni New Haven Hotel at Yale
Oct 24 - Oct 29Omni New Haven Hotel at Yale + Flight
Downtown New Haven5 nights4.0 star property8.6/10 - Excellent (1,075 reviews)"Great stay! Would recommend highly."Reviewed August 5, 2026Roundtrip • Tampa (TPA) - New Haven (HVN)TPA - HVN • Nonstop HVN - TPA • Nonstop - Las Flores Villa
Oct 24 - Oct 29Las Flores Villa + Flight
New Preston5 nights5.0 star property10/10 - Exceptional (1 review)Roundtrip • Tampa (TPA) - New Haven (HVN)TPA - HVN • Nonstop HVN - TPA • Nonstop - Landing Apartments New Haven Near Dixwell
Sep 21 - Sep 26Landing Apartments New Haven Near Dixwell + Flight
Newhallville5 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 • Atlanta (ATL) - New Haven (HVN)ATL - HVN • Nonstop HVN - ATL • Nonstop - Hyatus Luxury Residences City Crossing
Oct 23 - Oct 26Hyatus Luxury Residences City Crossing + Flight
The Hill3 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 • Raleigh (RDU) - New Haven (HVN)RDU - HVN • Nonstop HVN - RDU • Nonstop - Graduate by Hilton New Haven
Sep 21 - Sep 26Graduate by Hilton New Haven + Flight
Downtown New Haven5 nights4.0 star property9.2/10 - Wonderful (1,005 reviews)Roundtrip • Atlanta (ATL) - New Haven (HVN)ATL - HVN • Nonstop HVN - ATL • Nonstop
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
"Excellent i highly recommend staying at this facility. Staff is great. Pool is clean. Rooms are superb. Going back again."
"This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions."
"Very clean room, some hidden costs added during check in. Resort fee tax and town or state"
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina"I think the place deserves 4 star rating."
Sleep Inn & Suites Niantic North
Sleep Inn & Suites Niantic North"The location was great for getting on and off the interstate, as we were exploring a lot of different areas. The room was very small and the amenities of the hotel, which were the reason we choose that hotel, were just okay."
Best Western Niantic - New London/Mystic Area
Best Western Niantic - New London/Mystic Area"Good breakfast"
"The hotel was excellent in every way, rooms, food, staff and property. I would only suggest a few amenities in the rooms that we expect in a lodging of this status. The room should have had a pen and note pad, wine glasses, an opener, plastic tumblers in the bathroom, and boosters for much better cell service both in the rooms and on the beach. Aside from the cell service, these are nit-picks and would not dissuade us from going back."
Frequently Asked Questions
How much does an Old Saybrook vacation package cost?
You can pick up a vacation package to this destination from $639 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.