Title: Connecticut Luxury Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/180005/6b2d8c71-d991-4d4f-96a4-99be2a58c66d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Connecticut Luxury Vacations

## Book a Luxury Hotel + Flight or Car together to unlock savings

- ##  
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## Top Luxury vacation packages in Connecticut

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

![J House Greenwich](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/4ce7dec6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### J House Greenwich

$1,111

per person

May 13 - May 16

found 5 hours ago

Roundtrip non-stop flight included

Wichita (ICT) to New York (JFK)

9/10 Wonderful! (1,001 reviews)

Beautiful room and hotel. Staff was friendly, food was sooo good.

Reviewed on Feb 15, 2026

![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Madison Beach Hotel

Madison Center

Save 100% on your flight

$1,450

per person

May 11 - May 17

found 24 hours ago

Roundtrip flight included

Pittsburgh (PIT) to New Haven (HVN)

9.4/10 Exceptional! (346 reviews)

beautiful room and views

Reviewed on Dec 13, 2025

![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/94780192_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delamar Greenwich Harbor

Save 100% on your flight

$2,287

per person

May 11 - May 17

just found

Roundtrip flight included

Minneapolis (MSP) to White Plains (HPN)

9.4/10 Exceptional! (968 reviews)

The property was very nice and very well maintained

Reviewed on Nov 27, 2025

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Greenwich

$1,190

per person

May 11 - May 17

just found

Roundtrip flight included

Minneapolis (MSP) to White Plains (HPN)

8.4/10 Very Good! (1,000 reviews)

More room service options would be nice. Otherwise a great property with very helpful staff.

Reviewed on Mar 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Connecticut

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury vacations in Connecticut

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

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Greenwich

$602

per person

Apr 11 - Apr 14

found 2 hours ago

Roundtrip flight included

Louisville (SDF) to White Plains (HPN)

8.4/10 Very Good! (1,000 reviews)

More room service options would be nice. Otherwise a great property with very helpful staff.

Reviewed on Mar 8, 2026

![J House Greenwich](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/4ce7dec6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### J House Greenwich

$1,111

per person

May 13 - May 16

found 5 hours ago

Roundtrip non-stop flight included

Wichita (ICT) to New York (JFK)

9/10 Wonderful! (1,001 reviews)

Beautiful room and hotel. Staff was friendly, food was sooo good.

Reviewed on Feb 15, 2026

![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/94780192_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delamar Greenwich Harbor

$1,072

per person

Apr 17 - Apr 20

found 11 hours ago

Roundtrip non-stop flight included

San Antonio (SAT) to White Plains (HPN)

9.4/10 Exceptional! (968 reviews)

The property was very nice and very well maintained

Reviewed on Nov 27, 2025

Don't see what you're looking for?

See all available trips from Columbus to Connecticut

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Luxury vacations in Connecticut

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

![Best Western Mystic Hotel](https://images.trvl-media.com/lodging/1000000/10000/8200/8142/w3840h2556x0y4-3bde9b98_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Best Western Mystic Hotel

$582

per person

May 6 - May 10

found 20 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Providence (PVD)

8.6/10 Excellent! (476 reviews)

fitness center could use a stationary bike. Other than that it was fine. Room was clean. Staff was excellent.

Reviewed on Mar 3, 2026

![J House Greenwich](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/4ce7dec6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### J House Greenwich

Save 100% on your flight

$1,113

per person

May 21 - May 25

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to New York (JFK)

9/10 Wonderful! (1,001 reviews)

Beautiful room and hotel. Staff was friendly, food was sooo good.

Reviewed on Feb 15, 2026

![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/94780192_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delamar Greenwich Harbor

Save 100% on your flight

$1,291

per person

Apr 22 - Apr 26

found 7 hours ago

Roundtrip non-stop flight included

San Diego (SAN) to White Plains (HPN)

9.4/10 Exceptional! (968 reviews)

The property was very nice and very well maintained

Reviewed on Nov 27, 2025

Don't see what you're looking for?

See all available trips from Columbus to Connecticut

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=THVAD_SPRING_PROMO_208)

## All you need to know about luxury vacations in Connecticut

####  What can I expect from a luxury Connecticut vacation? 

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Connecticut vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

####  How can I find all-inclusive luxury vacation packages in Connecticut? 

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5\* filter to find truly sensational stays. You barely need to lift a finger. 

####  Can I book a cheap Connecticut luxury vacation? 

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $582\. Prices and availability are subject to change. Additional terms may apply. 

####  How can I book a luxury family vacation in Connecticut? 

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

####  Can I book a package in Connecticut with a luxury vacation home? 

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package. 

####  How can I find the best luxury vacation deals in Connecticut? 

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months. 

####  Can I book a luxury holiday in Connecticut with free cancellation and/or flexible dates? 

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

####  Why should I book my luxury trip to Connecticut with Expedia? 

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind. 

## Top Luxury Connecticut Hotels

![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/37130fc3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Mohegan Sun

1 Mohegan Sun Boulevard Montville CT

- 19 min drive from Foxwoods Resort Casino

$221 nightly

$250 total

Mar 30 - Mar 31

Total with taxes and fees

Pamper yourself with a luxury stay at Mohegan Sun, where you can enjoy amenities like massage services, 24-hour room service, and more. Deluxe amenities at this ...

9.2/10 Wonderful! (2,065 reviews)

When I booked this room I requested a handicap access room, which was wonderful. However, the agent checking us in refused us the cot we needed. There was plenty of room and we were told there was not enough space for a cot. Very disappointing to be told upon check out that we indeed could have had ...

Reviewed on Mar 9, 2026

[](https://expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information)

![Rock Hall Luxe Lodging](https://images.trvl-media.com/lodging/3000000/2880000/2878300/2878272/dcfbaf19_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rock Hall Luxe Lodging

19 Rock Hall Road Winsted CT

- 2 hours drive from Foxwoods Resort Casino

Discover luxurious lodging at Rock Hall Luxe Lodging, where you can enjoy amenities like fireplaces, plush bedding, and more. The outdoor tennis court, outdoor ...

[Get rates](https://expedia.com/Winsted-Hotels-Rock-Hall-Luxe-Lodging.h2878272.Hotel-Information)

[](https://expedia.com/Winsted-Hotels-Rock-Hall-Luxe-Lodging.h2878272.Hotel-Information)

![Howard Johnson by Wyndham Mystic](https://images.trvl-media.com/lodging/1000000/50000/50000/49942/9551c08a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Howard Johnson by Wyndham Mystic

253 Greenmanville Ave Mystic CT

- 17 min drive from Foxwoods Resort Casino

$65 nightly

$74 total

Mar 11 - Mar 12

Total with taxes and fees

Howard Johnson by Wyndham Mystic offers a luxury stay. Popular amenities include an indoor pool, a restaurant, and a 24-hour fitness center.

6.8/10 (1,262 reviews)

Lobby was unheated? Coffee service was an afterthought. Room was ok.

Reviewed on Mar 9, 2026

[](https://expedia.com/Mystic-Hotels-Howard-Johnson-By-Wyndham-Mystic.h49942.Hotel-Information)

[See all 4,082 properties in Connecticut](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=208)

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.

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## More Vacation Ideas

[Connecticut Flights

](https://expedia.com/Destinations-In-Connecticut.d208.Flight-Destinations)[

Connecticut Hotels

](https://expedia.com/Destinations-In-Connecticut.d208.Hotel-Destinations)[

Vacation Rentals in Connecticut

](https://expedia.com/Destinations-In-Connecticut.d208.Vacation-Rental-Destinations)[

Car Rentals in Connecticut

](https://expedia.com/Destinations-In-Connecticut.d208.Car-Rental-Destinations)[

Connecticut Vacations

](https://expedia.com/Connecticut.d208.Destination-Travel-Guides)[

Things to do in Connecticut

](https://expedia.com/Things-To-Do-In-Connecticut.d208.Travel-Guide-Activities)

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

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