Title: Southfield Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Southfield](https://expedia.ca/Southfield-Hotels.d6339785.Travel-Guide-Hotels)[Vacation Rentals in Southfield](https://expedia.ca/Southfield-Vacation-Rentals.d6339785.Travel-Guide-VacationRentals)[Southfield Car Rentals](https://expedia.ca/Car-Rentals-In-Southfield.d6339785.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Southfield 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 Southfield Vacation Say goodbye to the hassle of planning and hello to a Southfield vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Canann Village Historic District, which is great for dining, culture and shopping. Any trip to Southfield needs a well-crafted itinerary. Fill yours with attractions like [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction), [Magnolia Bluffs Casino](https://www.expedia.ca/Magnolia-Bluffs-Casino-Sheffield.d553248621532644877.Vacation-Attraction) and [Les Trois Emme Winery](https://www.expedia.ca/Les-Trois-Emme-Winery-Great-Barrington.d553248621532664814.Vacation-Attraction). Expedia can help you escape the everyday. Tailor your vacation to Southfield to suit your travel style, whatever that may be. ## Ready to book your vacation to Southfield? Choose your dates ## Southfield Hotel Deals ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 190 Meadow Street South Lee MA Fully refundable CA $154 CA $199 total Feb 10 - Feb 11 includes taxes & fees 9/10 Wonderful! (832 reviews) The room was nice and clean. When we went to the activity center to use the pool and hot tub there was an odd smell. Other than that we enjoyed our stay. Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=20875006&PinnedHotelID=20875006&HadPinnedHotel=true®ionId=6339785) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn 372 Main Street Great Barrington MA Fully refundableReserve now, pay when you stay CA $103 CA $116 total Feb 23 - Feb 24 includes taxes & fees 8.4/10 Very Good! (1,001 reviews) Staff was very friendly, daily housekeeping, and very centrally located! Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=128208&PinnedHotelID=128208&HadPinnedHotel=true®ionId=6339785) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Red Lion Inn 30 Main Street Stockbridge MA Fully refundableReserve now, pay when you stay CA $204 CA $290 total Mar 10 - Mar 11 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future. Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=5780784&PinnedHotelID=5780784&HadPinnedHotel=true®ionId=6339785) [See all 1,079 properties in Southfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=6339785) 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