Title: Madison Vacation Packages & Trips 2026 from CA $597 | Expedia.ca [Madison Travel Guide](https://expedia.ca/Madison.dx8791)[Hotels in Madison](https://expedia.ca/Madison-Hotels.d8791.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d8791.Travel-Guide-VacationRentals)[Flights to Madison](https://expedia.ca/Cheap-Flights-To-Madison.d8791.Travel-Guide-Flights)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d8791.Car-Rental-Guide) ![](https://images.trvl-media.com/place/8791/a1058a90-9c5d-494a-bd7b-1eaf17589975.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Madison Vacation Packages ## 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 #### Your Madison Vacation Reserve a Madison vacation package that includes everything you need and no unnecessary extras. Great for walking, hiking and views, think about basing yourself in the neighborhood of Essex Village. [Hammonasset Beach State Park](https://www.expedia.ca/Hammonasset-Beach-State-Park-Madison.d553248621557934267.Vacation-Attraction), [Hammonasset Beach](https://www.expedia.ca/Hammonasset-Beach-Madison.d553248635983989225.Vacation-Attraction) and [Meigs Point Nature Center](https://www.expedia.ca/Meigs-Point-Nature-Center-Madison.d553248621561681668.Vacation-Attraction) are just a few of the many sights worth checking out during your trip to Madison. That dream Madison vacation is a few clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored just for you. ## Top Madison Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor CA $597 per person Apr 27 - May 1 found 2 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 8/10 Very Good! (1,002 reviews) Not fancy but very cute. Clean. Super nice staff. Cozy, delicious Indian restaurant right next door. Reviewed on Mar 1, 2026 ![Westbrook Inn B&B](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/62eddf34_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westbrook Inn B&B Westbrook Center CA $906 per person Apr 27 - May 1 found 2 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 9.8/10 Exceptional! (179 reviews) Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) Reviewed on Dec 21, 2025 ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Water's Edge Resort & Spa Westbrook Center CA $1,146 per person Apr 27 - May 1 found 2 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 8.8/10 Excellent! (1,002 reviews) The overall resort is just beautiful Reviewed on Mar 2, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_8791) ## Ready to book your vacation to Madison? Choose your dates ## Madison Hotel Deals ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Madison Beach Hotel 94 West Wharf Road Madison CT Fully refundableReserve now, pay when you stay CA $302 CA $347 total Mar 31 - Apr 1 includes taxes & fees 9.4/10 Exceptional! (346 reviews) Yes. Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=1209378&PinnedHotelID=1209378&HadPinnedHotel=true®ionId=8791) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Haven Hotel 229 George Street New Haven CT Fully refundable CA $124 CA $143 total Mar 22 - Mar 23 includes taxes & fees 9/10 Wonderful! (2,028 reviews) Front desk very friendly and helpful. Reviewed on Mar 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=8791) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel New Haven University Area 20 Dwight Street New Haven CT Fully refundable CA $159 CA $183 total Mar 22 - Mar 23 includes taxes & fees 8.8/10 Excellent! (1,019 reviews) Hotel was clean and close to the hospital Reviewed on Feb 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=78614483&PinnedHotelID=78614483&HadPinnedHotel=true®ionId=8791) [See all 1,955 properties in Madison](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F03%2F2026&endDate=06%2F03%2F2026®ionId=8791) 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. ![](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) ## Explore a world of travel with Expedia \* 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