Old Saybrook Trips (flight + hotel)

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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 3 kilometers 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 inches 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.

Top hotels in Old Saybrook

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
The price is P4,955 per night from Jun 29 to Jun 30
P4,955
P5,698 total
Jun 29 - Jun 30
includes taxes & fees
7.6/10 Good! (974 reviews)
Not bad
"The location was great- cute town. The room was clean and pretty basic. Beds could have been more comfy. Overall, it was fine given the amount paid."

Reviewed on Jun 13, 2025

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 P20,451 per night from Jul 6 to Jul 7
P20,451
P24,657 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Enjoyed. Pool"

Reviewed on Jun 16, 2025

Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is P6,245 per night from Jun 29 to Jun 30
P6,245
P7,181 total
Jun 29 - Jun 30
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"Property was clean and the staff was accommodating. Free hot breakfast is always a plus"

Reviewed on Jun 15, 2025

Quality Inn Old Saybrook - Westbrook
See all 2,838 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.

Frequently asked questions

How much does an Old Saybrook vacation package cost?
You can pick up a vacation package to this destination 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?
You're likely to find lower rates and greater availability in January, March and April. Take a look at our cheap Old Saybrook vacation packages and you could get some great off-season discounts.
How many days is enough for Old Saybrook?
With around 2 days, you'll have plenty of time to experience popular neighborhoods like Saybrook Manor and Old Saybrook Center during your Old Saybrook vacation. Remember to also add Harvey's Beach and Crystal Lake Town Park to your sightseeing list. Looking for more adventures? Consider exploring outside of Old Saybrook on tours and day trips.
Is it worth booking a vacation package to Old Saybrook?
Well known for its dining, culture and a host of other highlights, you can be certain Old Saybrook is a good vacation destination. Some of the top attractions to add to your itinerary? Check out Tanger Outlets and Katharine Hepburn Cultural Arts Center during your Old Saybrook vacation.
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.
How to plan a trip to Old Saybrook?

  1. Choose when to travel: Check your diary and get your bags packed. Your favorite season and the activities available will also help you decide when to escape to Old Saybrook.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Old Saybrook.
  3. Decide how long to go for: Now that you know more about Old Saybrook, you can work out the perfect length of your break. Create a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the perfect Old Saybrook vacation package for you.

Popular places to visit

General William Hart House

You can find out about the history of Old Saybrook with a stop at General William Hart House. While you're in the area, stroll along the beautiful beaches.

General William Hart House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.