Connecticut All inclusive Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Flight and All inclusive hotel deals in Connecticut

Price found within the past 48 hours. Click for updated prices.
Ink 48 Hotel

Ink 48 Hotel

Manhattan
CA $1,565
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,772 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,649
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Such a beautiful and magical experience at this hotel . I loved every minute of my stay !

Reviewed on Aug 31, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
CA $1,847
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
No reviews
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
CA $5,343
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (695 reviews)
1 Hotel Central Park

1 Hotel Central Park

Manhattan
CA $2,379
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,020 reviews)
The hotel is in a great location but was disappointed in my room. The closet was more like a cupboard and I had to get creative on hanging my clothes. There is no chest for drawers. The lighting switches are confusing but figured them out. Even on the full lighting, the room is dim. The staff was great.

Reviewed on Aug 30, 2026

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5* All inclusive holidays in Connecticut

Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
CA $1,847
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
No reviews
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,649
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Such a beautiful and magical experience at this hotel . I loved every minute of my stay !

Reviewed on Aug 31, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
CA $5,343
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (695 reviews)
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3 Night All inclusive holidays in Connecticut

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,105
per person
Nov 11 - Nov 14
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
Everything was excellent as well as location to Times square. High floor and great view. Clean and comfy. Breakfast excellent.

Reviewed on Aug 31, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
CA $1,847
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
No reviews
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,047
per person
Nov 9 - Nov 12
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Such a beautiful and magical experience at this hotel . I loved every minute of my stay !

Reviewed on Aug 31, 2026

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4 Night All inclusive holidays in Connecticut

Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

Manhattan
CA $1,276
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
What a wonderful NYC experience! Felt like we were the only ones there , the way everyone treated us! Awesome service.. great food and the use of space made the room more useful than most hotels I’ve been to (and I’ve traveled extensively!) I will be happy to return!

Reviewed on Aug 29, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,649
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Such a beautiful and magical experience at this hotel . I loved every minute of my stay !

Reviewed on Aug 31, 2026

Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

Manhattan
CA $1,278
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,005 reviews)
Wonderful hotel just off Bryant Park. Walking distance to Broadway and Central Park. Rooms for very cozy and the staff was very friendly. Continental breakfast was good. We’ll stay here again… just double check size of bed when you book, it could be smaller than you think?

Reviewed on Aug 31, 2026

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Embark on an unforgettable all-inclusive trip to Connecticut including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Connecticut, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Connecticut, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 38.

Why should I book Connecticut vacations that are all inclusive and adults only?

Adults-only stays in Connecticut are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Connecticut. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Connecticut?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $1,105. By booking your accommodations and flight together, you may be able to enjoy savings of up to 38. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Connecticut?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Connecticut, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Connecticut vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Connecticut is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Connecticut's nightlife.

How can I find the best deals on all-inclusive vacations in Connecticut?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

Things to do

Mystic Seaport Museum Adventure

Mystic Seaport Museum Adventure

CA $48
per adult
92% of travellers recommend
Mystic Seaport Museum Adventure
Connecticut Coloured Regiment Parade Route: An Audio Tour

Connecticut Coloured Regiment Parade Route: An Audio Tour

CA $14
per adult
Connecticut Coloured Regiment Parade Route: An Audio Tour
Bar and seating area inside the Hard Rock Cafe Foxwoods

Dining at Hard Rock Cafe Foxwoods

CA $55
per traveller
72% of travellers recommend
Dining at Hard Rock Cafe Foxwoods
See all activities in Connecticut

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.