Title: Madison Vacation Packages & Trips 2026 from CA $877 | Expedia.ca [Hotels in Madison](https://expedia.ca/Madison-Hotels.d601609.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d601609.Travel-Guide-VacationRentals)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d601609.Car-Rental-Guide) ![](https://images.trvl-media.com/place/601609/2ae5725f-4b6e-478b-ac11-6a0fb3add90d.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 From its highlights to its hidden delights, this city is best experienced with a Madison vacation package. Find somewhere to stay in Chocorua, which is great for nature, families and views. Make your trip to Madison even more fulfilling by including some sightseeing. [King Pine Ski Area](https://www.expedia.ca/King-Pine-Ski-Area-New-Hampshire.d6079713.Vacation-Attraction), [Saco River](https://www.expedia.ca/Saco-River-United-States-of-America.d553248621555565606.Vacation-Attraction) and [Chocorua Lake](https://www.expedia.ca/Chocorua-Lake-Chocorua.d553248621562854430.Vacation-Attraction) are some of the big attractions worth exploring. Expedia can help you escape the everyday. Tailor your vacation to Madison to suit your style of travel, whatever that may be. ## Top Madison Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Kennebunk Inn](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190587/68e19a4a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Kennebunk Inn CA $877 per person May 26 - May 29 found 18 hours ago Roundtrip flight included Edmonton (YEG) to Portland (PWM) 7.8/10 Good! (753 reviews) I would visit again Reviewed on Dec 4, 2025 ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/c4a328d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection CA $1,255 per person May 26 - May 29 found 18 hours ago Roundtrip flight included Edmonton (YEG) to Portland (PWM) 9.4/10 Exceptional! (686 reviews) Historic, cozy, and charming mansions and rooms...our stay was amazing. Reviewed on Mar 15, 2026 ![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/7a3d1c09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blind Tiger Portland - Danforth Street. West End CA $1,425 per person May 26 - May 29 found 18 hours ago Roundtrip flight included Edmonton (YEG) to Portland (PWM) 9.6/10 Exceptional! (175 reviews) The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend! Reviewed on Mar 10, 2026 ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $892 per person May 26 - May 29 found 18 hours ago Roundtrip flight included Edmonton (YEG) to Portland (PWM) 8.8/10 Excellent! (1,009 reviews) The staff was very helpful. Breakfast was included. Full service, not continental. Really good food. Parking was validated. No surprises on put bill. Definitely recommended. Reviewed on Mar 22, 2026 ![The Docent's Collection at 121 Middle Street](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/148140d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Docent's Collection at 121 Middle Street Downtown Portland CA $1,130 per person May 26 - May 29 found 18 hours ago Roundtrip flight included Edmonton (YEG) to Portland (PWM) 9.6/10 Exceptional! (275 reviews) Property is in an excellent location with so much to see and do (and eat) in walking distance. My room was clean, quiet, and well maintained. Staff interaction was minimal (by design) but the few times I spoke with the concierge on site she was pleasant and accommodating. My only negative comment is regarding the toiletry products. I’m a toilet paper snob and that angel soft just doesn’t cut it. Overall I am beyond satisfied with my stay and would absolutely stay here again. Reviewed on Mar 22, 2026 ## Ready to book your vacation to Madison? Choose your dates ## Madison Hotel Deals ![Purity Spring Resort](https://images.trvl-media.com/lodging/65000000/64620000/64619400/64619336/89f00817_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Purity Spring Resort 1251 Eaton Rd Madison NH Fully refundableReserve now, pay when you stay 8.8/10 Excellent! (196 reviews) A wonderful oasis. Skiing, skating, swimming, restaurant and tavern, cross country ski trails, snowshoe trails and exercise room/hot tub all a minutes walk away in a picturesque valley setting. Reviewed on Mar 13, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=64619336&PinnedHotelID=64619336&HadPinnedHotel=true®ionId=601609) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=64619336&PinnedHotelID=64619336&HadPinnedHotel=true®ionId=601609) ![North Conway Grand Hotel](https://images.trvl-media.com/lodging/1000000/700000/694700/694639/8c5fc8a6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### North Conway Grand Hotel 72 Common Court North Conway NH Fully refundableReserve now, pay when you stay CA $154 CA $200 total Mar 25 - Mar 26 includes taxes & fees 8.4/10 Very Good! (1,015 reviews) Great trip Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=694639&PinnedHotelID=694639&HadPinnedHotel=true®ionId=601609) ![Hampton Inn & Suites North Conway](https://images.trvl-media.com/lodging/2000000/1510000/1507300/1507209/w3840h3044x0y3-8a2d4008_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites North Conway 1788 White Mountain Hwy North Conway NH Fully refundableReserve now, pay when you stay CA $122 CA $133 total Apr 5 - Apr 6 includes taxes & fees 8.6/10 Excellent! (1,007 reviews) The staff was very friendly. Room was a little run down. Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=1507209&PinnedHotelID=1507209&HadPinnedHotel=true®ionId=601609) [See all 2,530 properties in Madison](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=601609) 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