Title: Middlefield Vacation Packages & Trips 2025/2026 from CA $518 | Expedia.ca [Hotels in Middlefield](https://expedia.ca/Middlefield-Hotels.d6003940.Travel-Guide-Hotels)[Vacation Rentals in Middlefield](https://expedia.ca/Middlefield-Vacation-Rentals.d6003940.Travel-Guide-VacationRentals)[Middlefield Car Rentals](https://expedia.ca/Car-Rentals-In-Middlefield.d6003940.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6003940/37a284af-da14-42eb-b670-a8adef095317.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middlefield Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Chris Kailher - ## 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 Middlefield Vacation Prepare to experience Middlefield on your terms with a custom Middlefield vacation package! Discovering the best parts of this captivating city is simple with a base in a neighborhood such as Washington Street Historic District, which is great for history, among many other things. [Wesleyan University](https://www.expedia.ca/Wesleyan-University-Middletown.d501175.Vacation-Attraction), [Powder Ridge Mountain Park and Resort](https://www.expedia.ca/Powder-Ridge-Mountain-Park-And-Resort-Connecticut.d553248621560918651.Vacation-Attraction) and [Brownstone Exploration & Discovery Park](https://www.expedia.ca/Brownstone-Exploration-Discovery-Park-Portland.d553248621558114723.Vacation-Attraction) are just a few of the many sights you'll want to check out during your trip to Middlefield. No matter your travel plans or the size of your budget, organizing your ultimate tailored Middlefield vacation is a cinch with Expedia. ## Top Middlefield Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott New Haven Orange-Milford CA $518 per person Dec 3 - Dec 6 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to New Haven (HVN) 8.4/10 Very Good! (1,006 reviews) Overall stay was good. Thank you. Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-06/?FromAirport=YVR&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=79426&paandie=true&dealMarker=b3fWbLscUsiTNf0BuuZUcPb69M3eZyIG2U8SUWfYWFvu1YetanFyEJ1ZubGTqZoU) ![Quality Suites](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/1f6d98e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Suites CA $519 per person Nov 9 - Nov 11 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 8/10 Very Good! (1,011 reviews) A bit run down and the pool was nit in service but clean and comfortable Reviewed on Oct 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-11/?FromAirport=YTO&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1764336&paandie=true&dealMarker=73w_BNPqGYLQRy9HgIHmh5uyMPr5fERN1wSs03U2xI6HCcU4lUKdaC2kVjdesp5n) ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/78c118d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! CA $1,735 per person Dec 1 - Dec 4 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to New Haven (HVN) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2025-12-01/2025-12-04/?FromAirport=YVR&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119248411&paandie=true&dealMarker=aKgunLZfCcvsuk8dUMMYh6j1R40xp6O6uEKcN7A6v-VA5iCqZ8x25viNWVz3Rh0G) ## Ready to book your vacation to Middlefield? Choose your dates ## Middlefield Hotel Deals ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Capitol Hotel 440 Asylum St, Hartford, CT Fully refundableReserve now, pay when you stay CA $129 CA $148 total Oct 12 - Oct 13 includes taxes & fees 7.4/10 Good! (1,011 reviews) "Friendly staff!" Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=6777&PinnedHotelID=6777&HadPinnedHotel=true®ionId=6003940) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni New Haven Hotel at Yale 155 Temple St, New Haven, CT Fully refundableReserve now, pay when you stay CA $233 CA $268 total Oct 22 - Oct 23 includes taxes & fees 8.4/10 Very Good! (1,005 reviews) "We have a lovely stay at the Omni New Haven. The room was clean and quiet with a super comfy bed and pillows. The staff were friendly and helpful. If you are visiting Yale, it's right on the campus. Very walkable!" Reviewed on Oct 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&selected=49957&PinnedHotelID=49957&HadPinnedHotel=true®ionId=6003940) ![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 2 - Nov 3 includes taxes & fees 8.6/10 Excellent! (1,109 reviews) "Fine" Reviewed on Oct 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=3929&PinnedHotelID=3929&HadPinnedHotel=true®ionId=6003940) [See all 1,066 properties in Middlefield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=6003940) 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,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFPElEQVR4Xu3bMXLbMBBAUXhUqMwReBQdDToaj8IjpHThEZJdLLAgiPF4i6Sw/28kLQE8drTsJJX/UJoH/yKQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChQEKBhBqQjzS11dGv8rLBsOqtlH1YlctvW9PLfjIICAhIDaSW/WQQEF3ryXZNtz/a2E+cR2/tcxv1QBYjEG154mIEoi1PXIxAtOWJixGItjxxMQLRlicuRl9HdHtK94r42l2mtvCZ/BlfyiEvhujovFECAQGRFxCQBAJifY4UOfGXvOx1dAlEAqlDEBANpAUigdRhDLHRW1v8t9vVvcknEBAQWwzib0FAQL6IeLK29BNLee8P9JT0b86Ptmq6FQkEpICAzBdAaiAgZUbOjdvtgf7ZaCr7ySCL0VT2k0EWo6nsJ4MsRlPZTwZZjKaynwyyGE1lPxlkMZrKfvKALPIT9Rkv6Vds/QPzedVngYAsApkCAVkEMvXtET1xq+8V2WVQylER+4ptbuq3cn7s90BAxkBAQLKfBgJSZLs+vXWtnWjIYpVmt2Ku1jf2QEAKiI5AQEBWq7Sfi3zYIunet5875GKu7+1WbKMiD/kon0A0kB4ICMhDPoL0QHrj2vfTo/pltK8d0lXPYSMIiAXigYCAaCCtK6LZ2lQf6LpdO+pQT+wpYt/NU72Vj/6TgAQCAgICsstHO0s2WiAgdqFt73P9DXf/Pm35qkMQWZXkVvTuNhAQCQQEBATki4ieWK/87SZP7/Nj305srpyoGeIbh0BAQOplEBCQAqKdEaltL+Voa1+2XUaWr7KNdiulIklu2Cf+FgQERLMVuQ9AQEB+MNKf8e/tsGm0nVade9mOeQ4CAuKBgEyBgBT5Pq095MRS+jNeO7u6SjtWo3EjCIj2rKeAgHggBQRkbK+HbfWTbk/pXtqXZ0tvRbqd767/JNADSSC9vW7Z6icQPw8kgfT2umWrn0D8vG+J6AU9UdeWcsh2a6+n6ImjK6tS39jzjRKIBgICAiKBjNtBLEPkSi0X+921nWjbX7bKeib/D0/D2JpHICAgw9iaRyAgIMPYmkffArFn/Js90G2Ukv3Lrfd6xE1OtH/fpW1tv9/KHAgISNsPAjIFAuKInbjV0bj9qAeru8vovOohc1lw0xNbIAUEBARE5iAg1hXR9ETtmfTL86N+OmT7M+kzXqvLFdHOd9cW+VsQEBAQEJACckbmbjK/uNJrGI0bz6ssEBAQkBbIFAjIoo/+2H8MT++U9Cu2PtDlsZ/6A30fXBtJIBrIORAQEAlE+9GIbh/b2pX2QLd5Xo30V+O7faw/HPRALiOQrV25nLgYgWztyuXExQhka1cuJy5GIFu7cjlxMQLZ2pXLiYvR15Hsn4og6upvuPXEvkof+5auso17G4KAFBAQEJAaiPY5YtvvFSnzX5N1VOqq87duS2/lkHfZNsk+fwsCAgLyTCC2Sfb5WxCQAeknjvkqOfEmt2I/CWjqZl8O0laB2HaQBAJigbRVILbdENmuvctfk3WV9Gbfp/tuzUaHvGQfg4CADNnokJfsYxAQkCEbHfKSffx9Ec+QUt2HIDIypI1s8TOpe97YAwEBkUBAQEBaZ+TcJlN5xr/kRFnsoyIP9Lu8HLI0F/33XaW6+q17CKSATAYICIgFUn488u8CCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSKjvg/wBk9ZTAuQ1aLgAAAAASUVORK5CYII=)