Title: Luxury Vacations in Connecticut 2025/2026 | 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 $646 per person Nov 7 - Nov 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 8.2/10 Very Good! (1,002 reviews) We could not get the thermostat below 65 when we went to bed (we like to sleep cool) - upon check out we told the front desk clerk and she said she would look into it. That was our only complaint Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-09/?FromAirport=YYZ&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18180&paandie=true&HotelClass=40&dealMarker=b3fWbLscUsiTNf0BuuZUcMCpVQ-03x4WmWQ5boj0FFj_8a3PxuLkSDbxRejg9d47) 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/2025-11-08/2025-11-15/?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 $769 per person Nov 7 - Nov 10 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 8.2/10 Very Good! (1,002 reviews) We could not get the thermostat below 65 when we went to bed (we like to sleep cool) - upon check out we told the front desk clerk and she said she would look into it. That was our only complaint Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-10/?FromAirport=YYZ&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18180&paandie=true&HotelClass=40&dealMarker=b3fWbLscUsiTNf0BuuZUcAuGDsEUag2AWWD8zLYDRl9X8kLEqSmqBrzpnig3Sj4O) 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/2025-11-08/2025-11-15/?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. ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Amsterdam Hotel Downtown Stamford CA $686 per person Dec 19 - Dec 23 found 1 hour ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 8.4/10 Very Good! (1,658 reviews) Outdated and dirty rugs Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-23/?FromAirport=YYZ&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20793&paandie=true&dealMarker=73w_BNPqGYLQRy9HgIHmh2f1uXWLXnqlkRec9f6SjihTleIv_EIudqQYpbnYeuw3) ![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 $882 per person Dec 13 - Dec 17 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to White Plains (HPN) 8.2/10 Very Good! (1,002 reviews) We could not get the thermostat below 65 when we went to bed (we like to sleep cool) - upon check out we told the front desk clerk and she said she would look into it. That was our only complaint Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-13/2025-12-17/?FromAirport=YYC&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18180&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXtKec_ZNMmm1yIbVnSk14UZnJG7kh5K93YeBUL_cGcjt) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Stamford Waterside CA $833 per person Dec 13 - Dec 17 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to White Plains (HPN) 7.4/10 Good! (1,007 reviews) Property was conveniently off the highway and a few minutes from restaurants/shops. The rooms are VERY outdated, EV chargers for Tesla only, only 1 out of 4 elevators working, the staff are very nice and welcoming. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-13/2025-12-17/?FromAirport=YYC&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5292&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXtKec_ZNMmm1yIbVnSk14UaFwwBEEKWpD1ACffL_4FjV) 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/2025-11-08/2025-11-15/?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 $646, 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 1. 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 $264 CA $338 total Oct 22 - Oct 23 includes taxes & fees Stay at this 4.5-star luxury resort in Montville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (2,012 reviews) "Staff very helpful and pleasant" Reviewed on Oct 6, 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 Stay at this 4.5-star 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 $109 CA $126 total Oct 15 - Oct 16 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 (1,243 reviews) "Dated but clean. Close to mystic shops" Reviewed on Sep 26, 2025 [](https://expedia.ca/Mystic-Hotels-Howard-Johnson-By-Wyndham-Mystic.h49942.Hotel-Information) [See all 3,845 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 Portugal](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/147/Portugal) > - [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 ![QR code to download the app](data:image/png;base64,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)