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Old Saybrook flight + hotel packages

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Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $955, price is now CA $694 per person
CA $694
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $3,740, price is now CA $2,496 per person
CA $2,496
per person
Jul 23 - Jul 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) 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.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Price was CA $2,399, price is now CA $2,227 per person
CA $2,227
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
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.
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
Price was CA $1,431, price is now CA $1,366 per person
CA $1,366
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.
The Scranton Seahorse Inn

The Scranton Seahorse Inn

3 out of 5
Madison Center
Price was CA $1,231, price is now CA $1,195 per person
CA $1,195
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Stay at this B&B in Madison. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Scranton Memorial Library and RJ Julia Booksellers 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 $121 per night
CA $121
CA $139 total
Jun 7 - Jun 8
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 $447 per night
CA $447
CA $549 total
Jun 7 - Jun 8
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 $163 per night
CA $163
CA $187 total
Jun 14 - Jun 15
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
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free cancellation
Reserve now, pay when you stay
The price is CA $165 per night
CA $165
CA $190 total
May 24 - May 25
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and Louis' Lunch are located nearby.
Pet-friendly
Free WiFi
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road North Stonington CT
Free cancellation
Reserve now, pay when you stay
The price is CA $107 per night
CA $107
CA $164 total
Jun 14 - Jun 15
includes taxes & fees
Stay at this hotel in North Stonington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Pool
Parking included
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
CA $156 total
Jun 10 - Jun 11
includes taxes & fees
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Pool
Breakfast included
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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.

Popular places to visit

Breakwater at Harvey's Beach in Connecticut at sunset on a cloudless day

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
The sun sets on the final days of summer over a 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

Katharine Hepburn Cultural Arts Center

Enjoy an outing to Katharine Hepburn Cultural Arts Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.

Katharine Hepburn Cultural Arts Center

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 $694. 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

Beautiful sunrise at the mouth of the Connecticut River, Old Saybrook, Connecticut.
Lynde Point Lighthouse (also known as the Inner Light) and the keeper's house stand at the mouth of the Connecticut River, where it meets Long Island Sound in Old Saybrook, Connecticut, New England
Summer sunset on the Connecticut River, Shoreline, and Long Island Sound in Old Saybrook, CT, with Lynde Lighthouse in the foreground, along with Fenwick, and a colorful summer sunset sky
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