Title: Luxury Vacations in Connecticut 2026 | Expedia.ca ![](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 Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Luxury hotel deals in Connecticut Price found within the past 48 hours. Click for updated prices. ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Greenwich CA $1,205 per person Mar 4 - Mar 9 found 1 hour ago Roundtrip flight included Vancouver (YVR) to White Plains (HPN) 8.2/10 Very Good! (1,001 reviews) Excellent Hotel, the room, the staff, the common areas, the bar, the coffee shop, everything about this hotel is great Reviewed on Dec 8, 2025 ![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 CA $1,567 per person Mar 4 - Mar 9 found 1 hour ago Roundtrip flight included Vancouver (YVR) to New York (NYC) 9/10 Wonderful! (1,002 reviews) We spent a week here with two dogs and somehow it was not a nightmare. The room was quite large and carpet-free which is a good thing with pets. The beds were a bit too hard, the pillows excellent. The thermostat is over-engineered and incomprehensible. Great shower. Badly-placed light switches. And the free breakfast was not a high point. So, if I have some complaints, why five stars? Two things: the vibe. I know that's vague, but JHouse has a great vibe. And second: Tony's restaurant. 5 meals and not a step wrong. The staff is professional and motivated. The food is excellent as is the bar. It's a fun place. Long years ago I waited tables and I'd have liked to work at Tony's. My sole complaint? The soup spoon was too small and I wanted that lobster bisque in my mouth faster. Add a bakery right across the street, a gourmet food store, a pet store a block away, and all the Autumn colors in November. In all, a lovely experience. Reviewed on Nov 18, 2025 ![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/96fcaf69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Delamar Greenwich Harbor CA $2,104 per person Mar 4 - Mar 9 found 1 hour ago Roundtrip flight included Vancouver (YVR) to White Plains (HPN) 9.4/10 Exceptional! (947 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.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Connecticut Price found within the past 48 hours. Click for updated prices. ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Greenwich CA $867 per person Jan 9 - Jan 12 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 8.2/10 Very Good! (1,001 reviews) Excellent Hotel, the room, the staff, the common areas, the bar, the coffee shop, everything about this hotel is great Reviewed on Dec 8, 2025 ![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 CA $1,127 per person Jan 9 - Jan 12 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New York (NYC) 9/10 Wonderful! (1,002 reviews) We spent a week here with two dogs and somehow it was not a nightmare. The room was quite large and carpet-free which is a good thing with pets. The beds were a bit too hard, the pillows excellent. The thermostat is over-engineered and incomprehensible. Great shower. Badly-placed light switches. And the free breakfast was not a high point. So, if I have some complaints, why five stars? Two things: the vibe. I know that's vague, but JHouse has a great vibe. And second: Tony's restaurant. 5 meals and not a step wrong. The staff is professional and motivated. The food is excellent as is the bar. It's a fun place. Long years ago I waited tables and I'd have liked to work at Tony's. My sole complaint? The soup spoon was too small and I wanted that lobster bisque in my mouth faster. Add a bakery right across the street, a gourmet food store, a pet store a block away, and all the Autumn colors in November. In all, a lovely experience. Reviewed on Nov 18, 2025 ![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/96fcaf69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Delamar Greenwich Harbor CA $1,383 per person Jan 9 - Jan 12 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 9.4/10 Exceptional! (947 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.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Connecticut Price found within the past 48 hours. Click for updated prices. ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Greenwich CA $861 per person Jan 15 - Jan 19 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to White Plains (HPN) 8.2/10 Very Good! (1,001 reviews) Excellent Hotel, the room, the staff, the common areas, the bar, the coffee shop, everything about this hotel is great Reviewed on Dec 8, 2025 ![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/96fcaf69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Delamar Greenwich Harbor CA $1,567 per person Jan 15 - Jan 19 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to White Plains (HPN) 9.4/10 Exceptional! (947 reviews) The property was very nice and very well maintained Reviewed on Nov 27, 2025 ![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 CA $1,250 per person Jan 15 - Jan 19 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to New York (NYC) 9/10 Wonderful! (1,002 reviews) We spent a week here with two dogs and somehow it was not a nightmare. The room was quite large and carpet-free which is a good thing with pets. The beds were a bit too hard, the pillows excellent. The thermostat is over-engineered and incomprehensible. Great shower. Badly-placed light switches. And the free breakfast was not a high point. So, if I have some complaints, why five stars? Two things: the vibe. I know that's vague, but JHouse has a great vibe. And second: Tony's restaurant. 5 meals and not a step wrong. The staff is professional and motivated. The food is excellent as is the bar. It's a fun place. Long years ago I waited tables and I'd have liked to work at Tony's. My sole complaint? The soup spoon was too small and I wanted that lobster bisque in my mouth faster. Add a bakery right across the street, a gourmet food store, a pet store a block away, and all the Autumn colors in November. In all, a lovely experience. Reviewed on Nov 18, 2025 Don't see what you're looking for? See all available trips from Columbus to Connecticut [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Connecticut vacation with Expedia #### What are some benefits when booking luxury Connecticut vacations? When you book a luxury Connecticut vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Connecticut? If you're looking for something luxurious in Connecticut, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $861, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 15\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Connecticut. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Connecticut? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Connecticut. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Connecticut. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Connecticut? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Connecticut or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Connecticut. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Connecticut ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mohegan Sun 1 Mohegan Sun Boulevard Montville CT - 19 min drive from Foxwoods Resort Casino CA $244 CA $315 total Jan 4 - Jan 5, 2026 includes taxes & fees Book a stay at this luxury resort in Montville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in ... 9/10 Wonderful! (2,044 reviews) We love staying at Mohegan Sun. Everything is so convenient and a lot of food choices and entertainment. Reviewed on Dec 5, 2025 [](https://expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Rock Hall Luxe Lodging](https://images.trvl-media.com/lodging/3000000/2880000/2878300/2878272/f9a4c0cd_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 Book a stay at this luxury B&B in Winsted. Enjoy free breakfast, free parking, and a fitness center. Popular attractions Norfolk Historical Museum and Infinity ... Rock Hall The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended. Reviewed on Oct 20, 2010 [Get rates](https://expedia.ca/Winsted-Hotels-Rock-Hall-Luxe-Lodging.h2878272.Hotel-Information) [](https://expedia.ca/Winsted-Hotels-Rock-Hall-Luxe-Lodging.h2878272.Hotel-Information) ![Howard Johnson by Wyndham Mystic](https://images.trvl-media.com/lodging/1000000/50000/50000/49942/7b35523a_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 CA $98 CA $113 total Jan 5 - Jan 6, 2026 includes taxes & fees Book a stay at this business-friendly hotel in Mystic. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the pool and the helpful ... 6.6/10 (1,250 reviews) Staff was nice & room was clean. Shower was not very hot. Reviewed on Dec 5, 2025 [](https://expedia.ca/Mystic-Hotels-Howard-Johnson-By-Wyndham-Mystic.h49942.Hotel-Information) [See all 3,950 properties in Connecticut](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Connecticut Flights ](https://expedia.ca/Destinations-In-Connecticut.d208.Flight-Destinations)[ Connecticut Hotels ](https://expedia.ca/Destinations-In-Connecticut.d208.Hotel-Destinations)[ Connecticut Vacation Rentals ](https://expedia.ca/Destinations-In-Connecticut.d208.Vacation-Rental-Destinations)[ Connecticut Car Rentals ](https://expedia.ca/Destinations-In-Connecticut.d208.Car-Rental-Destinations)[ Connecticut Vacations ](https://expedia.ca/Connecticut.d208.Destination-Travel-Guides)[ Things to do in Connecticut ](https://expedia.ca/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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app