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.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was CA $830, price is now CA $732 per person
CA $732
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
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 Schubert Performing Arts Center are located nearby.
Las Flores Villa

Las Flores Villa

5 out of 5
Price was CA $9,747, price is now CA $7,215 per person
CA $7,215
per person
Oct 14 - Oct 18
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to New Haven (HVN)
Book a stay at this luxury vacation home in New Preston. Enjoy free WiFi, free parking, and private pools. Popular attractions Hopkins Vineyard and Lake Waramaug are located nearby.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was CA $2,114, price is now CA $1,812 per person
CA $1,812
per person
Oct 14 - Oct 18
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to New Haven (HVN)
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was CA $967, price is now CA $837 per person
CA $837
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Schubert Performing Arts Center and Shubert Theater are located nearby.
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
Price was CA $13,367, price is now CA $11,958 per person
CA $11,958
per person
Oct 14 - Oct 18
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to New Haven (HVN)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Steep Rock Preserve and Institute for American Indian Studies Museum and Research Center 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 25 - Aug 26
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 $467 per night
CA $467
CA $585 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.
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.
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 $137 per night
CA $137
CA $158 total
Sep 10 - Sep 11
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 $732. 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.