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Old Saybrook flight + hotel packages

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Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was CA $595, price is now CA $555 per person
CA $555
per person
Aug 9 - Aug 12
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Crystal Lake Town Park are located nearby.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $717, price is now CA $619 per person
CA $619
per person
Aug 9 - Aug 12
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $2,531, price is now CA $2,232 per person
CA $2,232
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Glenwood Park are located nearby.
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
Price was CA $1,012, price is now CA $963 per person
CA $963
per person
Aug 14 - Aug 17
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quinnipiac River State Park and Wharton Brook State Park are located nearby.
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
Price was CA $942, price is now CA $911 per person
CA $911
per person
Aug 14 - Aug 17
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Laurel View Country Club and Cinemark North Haven are located nearby.

Top Old Saybrook hotels deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $140 total
Jul 8 - Jul 9
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Pet-friendly
Parking included
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
The price is CA $533 per night
CA $533
CA $648 total
Jul 21 - Jul 22
includes taxes & fees
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fort Saybrook Monument Park and General William Hart House are located nearby.
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
The price is CA $168 per night
CA $168
CA $193 total
Jul 28 - Jul 29
includes taxes & fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ferry Landing State Park and Essex Saybrook Antique Village Shopping Center are located nearby.
Pool
Breakfast included
Liberty Inn

Liberty Inn

2 out of 5
55 Springbrook Road Old Saybrook CT
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
CA $131 total
Jul 15 - Jul 16
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Essex Saybrook Antique Village Shopping Center and Ferry Landing State Park are located nearby.
Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave Mystic CT
Free cancellation
Reserve now, pay when you stay
The price is CA $172 per night
CA $172
CA $198 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Mystic. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Olde Mistick Village and Mystic Aquarium and Institute for Exploration are located nearby.
Pool
Pet-friendly
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Free cancellation
Reserve now, pay when you stay
The price is CA $116 per night
CA $116
CA $134 total
Jul 19 - Jul 20
includes taxes & fees
Stay at this hotel in North Stonington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
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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.

Stay near popular Old Saybrook attractions

A wooden boardwalk leading to a beach at sunset.

Harvey's Beach

8.8/10 (93 reviews)
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.
See properties

Old Saybrook Vacations

Whether you're planning a weekend trip or an extended journey, it's best to know a couple of things about Old Saybrook before setting off.

Old Saybrook lies 90 miles (145 kilometers) to the northeast of New York, a significant city.

Are you eager to meet the locals? That shouldn't be too hard. 11,000 people call this corner of Coastal Connecticut home.

Places to visit in Old Saybrook

If you and your travel pals are looking for somewhere to regroup, Tanger Outlets is an ideal option. Chat over some lunch and peruse the stores for that perfect keepsake. Like some more ideas? Katharine Hepburn Cultural Arts Center puts on various events, performances and festivals across the year. Be sure to check out the schedule of events to find an activity that suits. But that's not all there is. Need to impress your special someone? Treat them to a stroll along the water's edge at Harvey's Beach.

Where do you fly into for Old Saybrook?

Coming in to land at Bradley International Airport (BDL)? After you've disembarked and collected your suitcase, the middle of Old Saybrook will be just 45 miles (72 kilometers) to the south away.

Frequently asked questions

How much are vacation packages to Old Saybrook?
Packages, which include flights and hotels in Old Saybrook, are priced from as little as CA $555. Turn your travel fantasies into reality and begin your booking with Travelocity today.
How long should my Old Saybrook vacation be?
If you need some guidance, most visitors spend approximately 2 nights vacationing in Old Saybrook. But to discover the true spirit of this destination, stay a few extra days. You'll be able to explore more and really experience the local culture.
Where can I get the best vacation package deals for Old Saybrook?
With around 400 air carriers and 1,000,000 hotels across the world, it's hard to go past Travelocity. Make the most of our comprehensive range and score an incredible Old Saybrook vacation package. Isn't it great when traveling is that easy?
Why should I book my Old Saybrook vacation bundle with Travelocity?
Because we believe in creating special travel experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our support team is available 24/7 to make sure your needs are taken care of. We also offer a Price Match Guarantee, so you can lock in your vacation knowing you've landed the best deal possible. How? If you find a lower price, we'll match it!
Will I save money on my Old Saybrook car rental if I bundle it with a hotel or flight?
With an Old Saybrook vacation package, you can combine your car, hotel and flight bookings and save a ton. If you're eager to uncover the best of this fabulous location, why not head to Times Square? This well-known sight is 145 kilometers from Old Saybrook. With your own set of wheels, you'll be there in a jiffy.
Which airport is best for Old Saybrook?
There's a high chance you'll be landing at Bradley Intl. Airport (BDL), situated 72 kilometers north of inner Old Saybrook. T.F. Green Airport (PVD) (88 kilometers away from central Old Saybrook) and MacArthur Airport (ISP) (80 kilometers away from central Old Saybrook) are other options.
What is there to do in Old Saybrook?
There is an undeniable magic as you wander through the streets of Old Saybrook. Katharine Hepburn Cultural Arts Center and Chalker Beach are just a couple of landmarks that make this city so special, so put them on your travel itinerary.
Where should I stay when visiting Old Saybrook?
If you're searching for a place to spend your nights, check out the Quality Inn Old Saybrook - Westbrook. It's the top choice for many travelers.

Photos of local treasures

Browse Old Saybrook vacation photos for more inspiration

A rocky beach with large boulders and the ocean in the background.
A sunset over a calm sea with a pier extending into the water.
A coastal town with a prominent white lighthouse, houses, and a calm body of water during sunset.
A sunset view from a boat deck with multiple sailboats anchored in the water.
A coastal town with a lighthouse, houses, and a river.