Title: Oakville Vacation Packages & Trips 2025/2026 from CA $879 | Expedia.ca [Oakville Travel Guide](https://expedia.ca/Oakville.dx3000430361)[Hotels in Oakville](https://expedia.ca/Oakville-Hotels.d3000430361.Travel-Guide-Hotels)[Vacation Rentals in Oakville](https://expedia.ca/Oakville-Vacation-Rentals.d3000430361.Travel-Guide-VacationRentals)[Oakville Car Rentals](https://expedia.ca/Car-Rentals-In-Oakville.d3000430361.Car-Rental-Guide) ![](https://images.trvl-media.com/place/208/4c52b1cd-3c7f-413f-841a-143bd2ccdcc4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakville Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by visitNewHaven.com - ## 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 Oakville Vacation Say goodbye to planning hassles and hello to a Oakville vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Washington, which is great for nature, history and views. Any trip to Oakville has to include some sightseeing. [Black Rock State Park](https://www.expedia.ca/Black-Rock-State-Park-Connecticut.d553248621561735310.Vacation-Attraction) is a superb place to begin exploring. A couple of clicks is all it takes to craft the ideal Oakville vacation on Expedia. ## Top Oakville Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Southington by IHG CA $879 per person Dec 3 - Dec 5 found 1 hour ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 8.8/10 Excellent! (1,122 reviews) Older Facility front desk was very helpful and polite Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-05/?FromAirport=YTO&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3929&paandie=true&dealMarker=QT9_blIa0KDT9DydLWSQxl7zL3GkwNy9bhIu_n6cD2fUVJk2Pbv2CAb4DmIM3R79) ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/9a855962_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! CA $1,640 per person Dec 21 - Dec 24 found 21 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-24/?FromAirport=YYZ&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119248411&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TbVi2sKRrItLGJ5VS6rmixovtd60E_zFfkm52IPzA1Fg) ![Hilton Garden Inn Hartford North/Bradley Int'l Airport](https://images.trvl-media.com/lodging/1000000/540000/531100/531022/fb287dbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Hartford North/Bradley Int'l Airport CA $924 per person Dec 3 - Dec 5 found 1 hour ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 8.8/10 Excellent! (1,018 reviews) 非常喜欢这里，安静，相对于对面的Hyatt房间里面味道更清新，家具和用品更加新一点。穿梭巴士司机都非常好。 Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-05/?FromAirport=YTO&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=531022&paandie=true&dealMarker=QT9_blIa0KDT9DydLWSQxl7zL3GkwNy9bhIu_n6cD2doY7wszjcmdm16e9U_ZvsI) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saybrook Point Resort & Marina Old Saybrook Center CA $1,201 per person Dec 3 - Dec 5 found 1 hour ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 9.4/10 Exceptional! (1,011 reviews) Parking was difficult. Wider spaces would be appreciated. The women cleaning rooms on Tuesday said to me "you don't want housekeeping today do you?" I said yes I do. She changed the bed but didn't straighten up anything else. Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-05/?FromAirport=YTO&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=38715&paandie=true&dealMarker=QT9_blIa0KDT9DydLWSQxl7zL3GkwNy9bhIu_n6cD2cUc6EdVhs-PQTSkZIpZN75) ![Residence Inn by Marriott Southington](https://images.trvl-media.com/lodging/1000000/890000/887100/887027/c582e79c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residence Inn by Marriott Southington CA $921 per person Dec 3 - Dec 5 found 1 hour ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 8.6/10 Excellent! (575 reviews) Great place and great view Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-05/?FromAirport=YTO&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=887027&paandie=true&dealMarker=QT9_blIa0KDT9DydLWSQxl7zL3GkwNy9bhIu_n6cD2ehKJ_dwJoxJrERJvBxnOP9) ## Ready to book your vacation to Oakville? Choose your dates ## Oakville Hotel Deals ![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Extended Stay America Suites Hartford Farmington 1 Batterson Park Rd, Farmington, CT Fully refundableReserve now, pay when you stay CA $134 CA $154 total Nov 2 - Nov 3 includes taxes & fees 7.8/10 Good! (1,005 reviews) Thank Staff was Great! Very very nice and attentive. Room very clean, Quiet we rested well! The Great was awesome and exit was wonderful. Parking was smoothe. We’ll return to enjoy another quiet night get away. Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=151013&PinnedHotelID=151013&HadPinnedHotel=true®ionId=3000430361) ![Red Roof Inn Meriden](https://images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Red Roof Inn Meriden 10 Bee St, Meriden, CT Fully refundableReserve now, pay when you stay CA $146 CA $168 total Nov 2 - Nov 3 includes taxes & fees 7.2/10 Good! (1,004 reviews) Was good stay Was good TV remote didn't work Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=2831&PinnedHotelID=2831&HadPinnedHotel=true®ionId=3000430361) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Southington by IHG 120 Laning St, Southington, CT Fully refundable CA $131 CA $151 total Nov 30 - Dec 1 includes taxes & fees 8.6/10 Excellent! (1,140 reviews) The fan of the HVAC unit in the room was very loud. Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=3929&PinnedHotelID=3929&HadPinnedHotel=true®ionId=3000430361) [See all 597 properties in Oakville](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=3000430361) 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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFPElEQVR4Xu3aQW7jOBBGYQVZZNlH0FF8NPpoOoqP0EsvAnNcP0ssSlYyrgF6gHbe20Quk/y8Y9zpqf4PTfvBnwgkFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqQbkc9o126i0N5fpw35cbF7q77bgPvKlfRT5RgtEgYyBrKMeiAIZA1lHvVdFSryqhtw739e/GXLPkWn61ZZc2+jdnn/bqt72LBAFEoEoEJAKAuJvjLf3bNMRGVpP9Je2MVbNIG3eAwGxQEAmEJB1UTweIDE6tQt9bBk+SgUBAQHxQCoIiPrvSLU73r9PK32f7iO541dsEBCQCgKiQEBSSOSIbQ93Gk70RqQHAlJBQPZvgLRAQOoe2Ta3tdq+NOS70a4SJ4McjHaVOBnkYLSrxMkgB6NdJU4GORjtKnEyyMFoV4mTQQ5Gu0qcPCBfpRN7+igHX7G/C0SBHAQSgSiQg0Ci10V04mIH7W/vD3v70p4dUULOG1cfpcQSkAgEpIKAgFSQAfE3bsN/5oqRkCaoN3t7XKVPp/qn64GAgICAKBCQdRKPn7Y5bu9h7Q7pJ17tlVa5u2xWxVHxCAKid0D6qjgqHkFA9A5IXxVHxePrIF+lr9in9UQfrciw7uueWAUSPbEKJHpiFUj0xCqQ6IlVINETq0CiYVVc6Ce9004836/9dTSsqv1C16ruqot9ntJfglggpYKAgICAeFtkmuIrtq31Px0LudqF7qP4Pt03auTXPgiIAgEBAWmBfId4N1tx39523tf67a3tOnE/Grv6NhAQEJAeSAsEJIYPq6zFFvnzefILXc3rkptf+9a7DfTv4Pp0j4GARDrRn88TSAQCEulEfz5PINGrInZiNNuF3r91X829rCc+uH7t3/ONxV/aJB4riAIBAakgbRKPFUT9RMTWrtkrR27246Nv37rqPOk3AY1A7AdIBQHxQCYQkH9FPF9b+/bFBn379kJX40gVf2mTeBwDaSMQkDaJxzGQNgIBaZN4HHsBxO/4j/bq0551x5/sZXd1x8tt66ojS9voX8R7IBXEAgGpICAgrS3i25Ud8W4jdWqj2dxS9Qdmb24b9ZuAfjmwH77KAwGpINoIAlJBTm0EMmbIzU7U2osh/dqf+vapfZSljS72o6wnXPviPgIBUSAgIH1xH4GAaHupD7e3NY6E+IV+r1/78RXbl9pZ66J4BAFZT/RA1kBAQH4oUu2O1/bFFvkdb6MxH62rev7LgbrYoMSxICAVRIGAgEQg3sNVPdv03LZPw6hWfev2L+LaOOafbggEBAQEBARkbEAOiu1+4sWe7aNoVJurT6eWvr6PtCgeDwJpq3ogGlWQTSBtVQ9Eowqy6S9F4kRvtqnd8UqIrzr4A7P/chCVts0CqSDDCjXbFAQEBMSeFnv60UiJV+Ptfdte6NZbX3cZTtR3c2t7FggICIgFokBiBGLpDX15nmxtR3R7e35irPKNPY2++RduEBAQEJAxkDgRpCPVvmLrQl9s6tu3I9+olrZR+cgCAQEBAQHZngjSO0B8+/oV2xBtj1Xd3f4vsHAtEBAQEJD9Rg8EZPuG1lbb7he6tqtx1dY9raP3zRKQCESBaAQCUkHGfjCybW7z7XYV/+XLK1W/CUz2UbrbA1EgY3Obg7Q1FogCGZvbHKStsV4S+XOBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJNXrIP8AQGy+jpZK6c0AAAAASUVORK5CYII=)