Coastal Connecticut Beach Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Beach hotel deals in Coastal Connecticut

Price found within the past 48 hours. Click for updated prices.
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

Historic District
CA $682
per person
Nov 20 - Nov 23
found 8 hours ago
Roundtrip flight included
Toronto (YTZ) to White Plains (HPN)
8.8/10 Excellent! (1,486 reviews)
Stamford Suites

Stamford Suites

Downtown Stamford
CA $795
per person
Oct 23 - Oct 26
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.2/10 (170 reviews)
Excelente

Reviewed on Sep 16, 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

CA $1,663
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)
The property was strikingly beautiful, well maintained, very efficient and pleasant staff and the restaurant L’scala was well run and excellent presentation and food quality

Reviewed on Sep 14, 2026

Delamar Southport

Delamar Southport

CA $1,101
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9.6/10 Exceptional! (510 reviews)
Loved it! Staff very friendly and helpful, epic breakfast and fun bar scene downstairs. I feel it’s overpriced or I would have gone with 5 stars.

Reviewed on Sep 15, 2026

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3 Night Beach holidays in Coastal Connecticut

Price found within the past 48 hours. Click for updated prices.
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

Historic District
CA $682
per person
Nov 20 - Nov 23
found 8 hours ago
Roundtrip flight included
Toronto (YTZ) to White Plains (HPN)
8.8/10 Excellent! (1,486 reviews)
Stamford Suites

Stamford Suites

Downtown Stamford
CA $795
per person
Oct 23 - Oct 26
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.2/10 (170 reviews)
Excelente

Reviewed on Sep 16, 2026

Delamar Southport

Delamar Southport

CA $1,101
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9.6/10 Exceptional! (510 reviews)
Loved it! Staff very friendly and helpful, epic breakfast and fun bar scene downstairs. I feel it’s overpriced or I would have gone with 5 stars.

Reviewed on Sep 15, 2026

Don't see what you're looking for?
See all available trips from Columbus to Coastal Connecticut
View all trips

4 Night Beach holidays in Coastal Connecticut

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

Stamford Suites

Downtown Stamford
CA $996
per person
Nov 6 - Nov 10
found 5 hours ago
Roundtrip flight included
Montreal (YMQ) to White Plains (HPN)
6.2/10 (170 reviews)
Excelente

Reviewed on Sep 16, 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

CA $1,663
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)
The property was strikingly beautiful, well maintained, very efficient and pleasant staff and the restaurant L’scala was well run and excellent presentation and food quality

Reviewed on Sep 14, 2026

Delamar Southport

Delamar Southport

CA $1,159
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.6/10 Exceptional! (510 reviews)
Loved it! Staff very friendly and helpful, epic breakfast and fun bar scene downstairs. I feel it’s overpriced or I would have gone with 5 stars.

Reviewed on Sep 15, 2026

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See all available trips from Columbus to Coastal Connecticut
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Find the best beach vacations in Coastal Connecticut

What are some benefits when booking beach vacations in Coastal Connecticut?

When you travel to the beach in Coastal Connecticut, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Coastal Connecticut?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Coastal Connecticut trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Coastal Connecticut?

There are quite a few things you can do to get cheap beach vacations in Coastal Connecticut. Prices range from CA $682, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Coastal Connecticut. These package deals let you save by booking your accommodation and your flight together with savings of up to 6.

Why should I book family beach vacations?

When you're travelling with the family to Coastal Connecticut, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Coastal Connecticut?

It's easy to find a beachfront vacation accommodation in Coastal Connecticut using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Coastal Connecticut as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Coastal Connecticut is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Connecticut. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Coastal Connecticut

Winnapaug Inn

Winnapaug Inn

169 Shore Road Westerly RI
  • 33 min drive from Foxwoods Resort Casino
Book a stay at this beach hotel in Westerly. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms in our reviews. ...
Winnapaug Inn
Hilton Mystic

Hilton Mystic

20 Coogan Blvd Mystic CT
  • 17 min drive from Foxwoods Resort Casino
Book a stay at this business-friendly hotel in Mystic. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,207 reviews)
"The initial room we received had tools sitting on the table upon walking in. (Hammer, drill, spackle knife, etc). The bathtub drain was pulled out and all the drawers were pulled out. They gave us another room. The air conditioner barely worked and there was mold in the bathroom. Dehumidifiers lined ..."

Reviewed on Sep 14, 2026

Hilton Mystic
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
  • 1 hour drive from Foxwoods Resort Casino
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. ...
8/10 Very good! (1,001 reviews)
"I have reported this property to the health department. The room was covered in mold. I had an asthma attack within minutes of walking in, and when I went back to the office to address, the concerns, it was met with great attitude until I pulled my phone out and started recording and then they said ..."

Reviewed on Sep 16, 2026

Pier Blue Inn Old Saybrook - Essex
See all 3,124 properties in Coastal Connecticut
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.

More vacations you might like

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