Book Exclusive Old Saybrook Vacation Packages

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Old Saybrook flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Price was CA $1,128, price is now CA $1,123 per person
CA $1,123
per person
Nov 14 - Nov 17
found 16 hours ago
Roundtrip flight included
Terrace (YXT) to New Haven (HVN)
Book a stay at this golf hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hartford HealthCare Amphitheater and Stratford Historical Society Capt David Judson House are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $2,717, price is now CA $1,933 per person
CA $1,933
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) 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 Svihra Park are located nearby.
Head of Pond House

Head of Pond House

3 out of 5
Price was CA $3,224, price is now CA $2,775 per person
CA $2,775
per person
Oct 4 - Oct 10
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this business-friendly B&B in Water Mill. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and Cooper's Beach 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
The price is CA $120 per night
CA $120
CA $138 total
Aug 23 - Aug 24
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
Free cancellation
Reserve now, pay when you stay
The price is CA $472 per night
CA $472
CA $591 total
Sep 3 - Sep 4
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.
Pool
Hot tub
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
Free cancellation
The price is CA $139 per night
CA $139
CA $160 total
Sep 13 - Sep 14
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
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Free cancellation
Reserve now, pay when you stay
The price is CA $129 per night
CA $129
CA $149 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Pool
Hot tub
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Free cancellation
The price is CA $87 per night
CA $87
CA $101 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Branford Supply Pond and Polished are located nearby.
Pet-friendly
Parking included
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 $189 per night
CA $189
CA $217 total
Aug 30 - Aug 31
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
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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 $1,123. 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.
Scenic river view landscape in Essex, Connecticut (USA)
A sunset view from a boat deck with multiple sailboats anchored in the water.