Old Saybrook Vacation Packages

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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.

Top Old Saybrook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
per person
Jul. 30 - Aug. 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.8/10 Excellent! (45 reviews)
Neat retro furnishings!

Reviewed on May 24, 2024

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Jul. 15 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7/10 Good! (806 reviews)
The area was safe and quiet and it was right off the higway. There were places to eat and shop near by The room smelled of cleaning products and the rooms were dated however we were only spending a night in a budget hotel so you get what you pay for the room had two beds and one had a stain on the sheet so we slept in the other and that one had a stain on the comforter the breakfast was continental so recommend eating someplace else. breakfast was in a brown bag and was a donut and a granola bar a fruit cup and a fruity drink if you are looking for no frills budget stay I would recommend staying here however I would check the sheets or bring your own

Reviewed on May 17, 2024

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Jul. 15 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.6/10 Exceptional! (8 reviews)
Near nice shops and restaurants

Reviewed on May 26, 2024

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
per person
Jul. 15 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7.6/10 Good! (782 reviews)
Very clean room, nice view of the costal area from balcony. They are under remodling so some areas were umderstamdaly rough. Bit the awesome staff find us the perfect room was appreciated. We will stay there again soon.

Reviewed on May 31, 2024

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Jul. 15 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.4/10 Exceptional! (1,005 reviews)
Me and my wife having been coming here for about 12 years and have never had a bad experience. From the staff and its beautiful views from the water side of the hotel down to the excellent restaurant Fresh Salt that always delivers. Whether it was winter or a summer stay it never disappoints. The Spa is top notch with its many choices and the indoor pool is always clean and enjoyable. The recently added Choo Choo lounge is a nice add on to the facility for a quick bite or a beverage to share if you have a hour to relax and catch part of a game. The outside amenities during summer time have grown and continue to accommodate without interruption in service. My only recommendation for this very well run Inn would be to upgrade their TVs and rooms to Smart TVs and have USB connections around the room especially next to the bed. If your stuck in the room for a bit during winter at night, it would have been nice to watch a Netflix movie while drinking some coffee by the fire. But I think in time that will come as it has to most upper tier quality Inns. Would highly recommend this as a nice getaway for a couple or family for the weekend if its in your price range. Five out of five stars.

Reviewed on Jun. 2, 2024

Old Saybrook Beach Vacation

Bliss out on the shore and feel the fresh salt air on your skin during your Old Saybrook vacation. If it's your first time, why not collect some pretty stones or shells as a reminder of your trip to Old Saybrook? Stay near Harvey's Beach, a popular stretch of coast just 3 kilometres from the town center. We also have affordable Old Saybrook vacation deals that are closer to Westbrook Town Beach, another alluring option.

Old Saybrook Hotel Deals

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 CA $105 per night from Jun. 9 to Jun. 10
CA $105
CA $121 total
includes taxes & fees
Jun 9 - Jun 10
7.6/10 Good! (789 reviews)
"Most of these reviews give less than 5 stars because it’s outdated, which it is, but other than that I love my stay. I had no issues. Front desk staff were super friendly. Coffee machine in the room which was nice. Great area and location too, a lot of restaurants in walking distance. They are in ..."

Reviewed on Jun. 5, 2024

Pier Blue Inn Old Saybrook - Essex
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 CA $138 per night from Jun. 24 to Jun. 25
CA $138
CA $159 total
includes taxes & fees
Jun 24 - Jun 25
7.4/10 Good! (966 reviews)
"Great hotel for the money, though it's a little off the beaten path (I had no idea where to find Old Saybrook from the hotel location). Still, it was perfect for my needs. They had a nice (free) continental breakfast and the pool area was great."

Reviewed on May 28, 2024

Quality Inn Old Saybrook - Westbrook
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 CA $408 per night from Jul. 1 to Jul. 2
CA $408
CA $497 total
includes taxes & fees
Jul 1 - Jul 2
9.4/10 Exceptional! (1,000 reviews)
"Beautiful luxury property with a great restaurant and charming bars. Nice surrounding gardens and right on the waterfront & marina. The room was roomy, beautifully furnished with a super comfortable bed and a great bathroom."

Reviewed on Jun. 3, 2024

Saybrook Point Resort & Marina
See all 2,716 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.

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does an Old Saybrook vacation package cost?
Go from looking to booking with our Old Saybrook vacation packages, which start from a low CA $665. Choose the hotels and flights that match your travel style. Then, add on a couple of tours or experiences for an incredible getaway.
How do I get a cheap travel package to Old Saybrook?
Think of all the awesome things you could do in Old Saybrook with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into an Old Saybrook vacation package. You have plenty of choice when you book with Expedia too. In fact, you can take your pick of over 550 airlines and 1,000,000 properties worldwide. Whether you’re heading away with the entire family or surprising your special someone, planning a trip to Old Saybrook is better with a package.
Where should I stay in Old Saybrook?
A trip to Old Saybrook isn’t complete without seeing Harveys Beach, Katharine Hepburn Cultural Arts Center and Chalker Beach. Spend your evenings close to these tourist attractions and make sightseeing simple.
What are the top hotels in Old Saybrook?
Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook are some favorite options in the neighborhood of Saybrook Manor. If you prefer to stay in the Old Saybrook Center area, consider booking a room at Saybrook Point Resort & Marina or Liberty Inn.
How far in advance should I book my Old Saybrook vacation?
Travelers are normally able to compare international fares on Expedia up to a year in advance of departure. Booking late? With a stroke of luck, it’s still possible to nab a cheaper ticket only weeks before your flight.
What does an Expedia Old Saybrook travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your dream Old Saybrook escape. You can also add on a few tours and activities once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll enjoy discounts you won’t find elsewhere.
What should I know before booking an Old Saybrook travel package?
Discover deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You’ll save a packet just by bundling your bookings. Whether you’re going on a winter snow adventure or sipping cocktails on a beach, your perfect vacation is only a few clicks away.
Can I choose my airline with an Old Saybrook Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You get to decide. We have access to more than 550 airline partners around the world, so you have loads of choice when putting together your Old Saybrook adventure.
If I'm not able to travel, can I cancel my Old Saybrook vacation package?
Don’t worry if you’re rethinking your Old Saybrook vacation package — it’s possible to change or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We totally get that life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’re here to help.

Discover the most popular places to visit in Old Saybrook

Image for Harvey's Beach

Harvey's Beach

If a restful vacation is part of your travel plans, Harvey's Beach might be the perfect place to seek out during your trip to Old Saybrook. Visit the shops and spas in this relaxing area.

Harvey's Beach
Image for Katharine Hepburn Cultural Arts Center

Katharine Hepburn Cultural Arts Center

You can enjoy a show at Katharine Hepburn Cultural Arts Center during your trip to Old Saybrook. While you're in the area, stroll along the beautiful beaches.

Katharine Hepburn Cultural Arts Center
Image for Chalker Beach

Chalker Beach

Why not spend a lazy afternoon at Chalker Beach during your trip to Old Saybrook? Stroll along the area's beaches or simply enjoy its restaurants.

Chalker Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.