Old Saybrook Vacations from $523
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Your Old Saybrook Vacation
From its rich history to its coastal scenery and beyond, there's much to like about Old Saybrook. Uncover the wonders of this interesting city with a Old Saybrook vacation package that's tailor-made for you. You'll want to do a little exploring during your trip to Old Saybrook. Find time for famous attractions like Essex Steam Train, Harveys Beach and Westbrook Town Beach. Whoever you're going away with and whatever your budget, your dream Old Saybrook vacation is just a few clicks away with Expedia.
The Latest Old Saybrook vacation packages
Price found within the past 48 hours. Click for updated prices.
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
$572
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.6/10 Exceptional! (86 reviews)
We recently stayed at Hyatus Downtown at Yale and had a good experience overall. The building is convenient and easy to access with a designated parking spot and the apartment unit felt modern, bright, and welcoming. Other highlights of the property are definitely the building amenities; having access to a fully equipped gym and a rooftop is a plus.
The location is practical, positioned centrally between local businesses downtown New Haven, and some surrounding low-income blocks.
To elevate the apartment to a true 5-star rating, a few maintenance and housekeeping details need attention. The throw blanket in the main room needed a proper wash before our arrival. The bathroom also felt somewhat average compared to the rest of the unit, the lighting was dim and needed a lighted mirror, while the vanity counter and tub/shower combo were somewhat worn down.
Overall, it was a solid 4-star stay with great building features and a nice welcome bag with snacks.👍
Reviewed on Aug 16, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
$720
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (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 on May 25, 2026
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View all tripsStay 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.
Old Saybrook Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$81 nightly
$93 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
"Clean room with crisp cold A/C. If you’re in the area and need a place to stay I would definitely recommend Pier Blue Inn. Helpful friendly staff."
Reviewed on Aug 22, 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
$383 nightly
$441 total
Aug 26 - Aug 27
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundable
$101 nightly
$116 total
Sep 13 - Sep 14
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
"Hotel is older and rugs old and felt somewhat damp. Breakfast was good had large selections. Had a plumbing issue that was taken care of in short time. Ok for one night. ."
Reviewed on Aug 22, 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.
Find the Best Old Saybrook Vacation Packages
Old Saybrook Beach Vacation
Shake off the stresses of daily life and let your body, mind and soul unwind on your Old Saybrook vacation. There's nothing more refreshing than the salty sea air and the sound of waves lapping at the shore. Plan your trip to Old Saybrook the easy way by choosing one of our Old Saybrook vacation deals. Many visitors choose to stay near Chalker Beach, a local highlight only 2 miles from the downtown area.
Things You Should Know About Old Saybrook
- Choose one of our Old Saybrook beach hotels to enjoy the very best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises right on your front door.
- Our private vacation homes, like Saybrook Point Resort & Marina and Super 8 by Wyndham Old Saybrook, are popular with travelers of all sorts. Check out the facilities and get set for your stay in Old Saybrook!
- Head to our Old Saybrook things to do page for some trip planning inspiration. With a population of roughly 10,600 in Old Saybrook, we're sure there'll be a few locals who'll be pleased to give you some extra advice!
- If you're searching for things to do while you're in town, add Hammonasset Beach State Park, Hammonasset Beach State Park and Clinton Crossing Premium Outlets to your travel itinerary. Also, take a look at our Old Saybrook vacation deals to get great deals on your hotels and experiences.
Old Saybrook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,600 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Harveys Beach, Goodspeed Opera House and Connecticut River Museum |
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Frequently asked questions
How much does an Old Saybrook vacation package cost?
You can pick up a vacation package to this destination from $523 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.
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- Harkness Memorial State Park
- Logee’s Greenhouses
- Essex Steam Train
- Chamard Vineyards
- Clinton Crossing Premium Outlets
- Lyme Academy of Fine Arts
- Hammonasset Beach State Park
- Old Lyme Vacations
- Museum of Fife and Drum
- Visit New Haven
- Westbrook Vacations
- Hole-In-The-Wall Beach
- Visit Niantic
- Visit Old Saybrook
- Foxwoods Resort Casino
- Clinton Plaza Shopping Center
- Essex Saybrook Antique Village Shopping Center
- Rocky Neck State Park
- Visit Old Lyme
- Connecticut River Museum
- General William Hart House
- Olde Mistick Village
- Essex Plaza Shopping Center
- Gillette Castle State Park
- Visit New London
- Yale University
- Katharine Hepburn Cultural Arts Center
- Giants Neck Beach
- Crystal Lake Town Park
- Essex Vacations
- Ivoryton Playhouse
- Harvey's Beach
- Florence Griswold Museum
- Ocean Beach Park
- Goose Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
