Title: Sheffield Vacation Packages 2026 from $587 | Expedia.com [Sheffield Travel Guide](https://expedia.com/Sheffield.dx157238)[Hotels in Sheffield](https://expedia.com/Sheffield-Hotels.d157238.Travel-Guide-Hotels)[Vacation Rentals in Sheffield](https://expedia.com/Sheffield-Vacation-Rentals.d157238.Travel-Guide-VacationRentals)[Flights to Sheffield](https://expedia.com/Cheap-Flights-To-Sheffield.d157238.Travel-Guide-Flights)[Car Rentals in Sheffield](https://expedia.com/Car-Rentals-In-Sheffield.d157238.Car-Rental-Guide) ![](https://images.trvl-media.com/place/157238/14d96789-8e82-406f-8456-70392b70b95e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sheffield Vacations from $587 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Sheffield Vacation The stress-free way to experience this unique city is with a custom-made Sheffield vacation package. Stay in the neighborhood of Canann Village Historic District, which is great for dining, culture and shopping or go someplace else — our package deals are all about you. Fill your free time with visits to [Ski Butternut](https://www.expedia.com/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction), [Housatonic River Walk](https://www.expedia.com/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) and [Lake Buel](https://www.expedia.com/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction), some of the things you really should see during a trip to Sheffield. Don't delay exploring this city any longer. Your ultimate Sheffield vacation is only a few clicks away with Expedia. ## The Latest Sheffield vacation packages Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG Save 100% on your flight $587 per person Apr 6 - Apr 13 found 8 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 8.4/10 Very Good! (971 reviews) This place would be 5 stars if someone hadn't smoked enough marijuana in the elevator and on our floor to stink up the entire floor. It was 1 day out of 4 that happened. Breakfast and room were great. Reviewed on Feb 13, 2026 ![Saratoga Casino Hotel](https://images.trvl-media.com/lodging/15000000/14720000/14710900/14710814/991e526b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saratoga Casino Hotel Save 100% on your flight $610 per person Apr 6 - Apr 13 found 8 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 9.2/10 Wonderful! (1,001 reviews) Attentive staff, clean establishment, a great place to stay and play. Reviewed on Feb 15, 2026 ![Hotel Brookmere & Arbor Spa](https://images.trvl-media.com/lodging/107000000/106890000/106887400/106887312/fd2345ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Brookmere & Arbor Spa $611 per person Apr 6 - Apr 13 found 8 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 9.2/10 Wonderful! (218 reviews) The room was large, clean and beautiful. Will definitely come again! Reviewed on Feb 15, 2026 ![Bluebird Spa City Motor Lodge](https://images.trvl-media.com/lodging/5000000/4160000/4155100/4155084/fe843f2f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluebird Spa City Motor Lodge Downtown Saratoga Springs $648 per person Apr 6 - Apr 13 found 8 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 9/10 Wonderful! (801 reviews) I’ve stayed at this location many times. The lodging is perfectly located in the heart of everything. Walking distance to food, shopping, and activities. The lodging itself is affordable, clean, and welcoming. A great place to stay! Reviewed on Feb 11, 2026 ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn & Suites East Greenbush - Albany $599 per person Apr 6 - Apr 13 found 8 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 8.4/10 Very Good! (1,007 reviews) All good except electric car charging stations. Reviewed on Jan 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Sheffield [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-16/2026-03-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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.com/deals?rfrr=PKG_SPRING_PROMO_157238) ### Discover the most popular places to visit in Sheffield #### Magnolia Bluffs Casino Why not roll the dice with a visit to Magnolia Bluffs Casino during your travels in Sheffield? Discover the area's breweries or seek out the hiking trails. [](https://expedia.com/Magnolia-Bluffs-Casino-Sheffield.d553248621532644877.Vacation-Attraction) ## Sheffield Hotel Deals ![Wilder House Berkshires](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f0c223e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wilder House Berkshires 48 S Main Street Sheffield MA Fully refundableReserve now, pay when you stay $178 nightly $199 total Mar 17 - Mar 18 Total with taxes and fees 9.8/10 Exceptional! (43 reviews) Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. Reviewed on Jan 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=105813835&PinnedHotelID=105813835&HadPinnedHotel=true®ionId=157238) ![Antique Farmhouse Totally Restored ](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/46c8a41a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Antique Farmhouse Totally Restored Sheffield MA 9.6/10 Exceptional! (62 reviews) We had a great stay. There is lots of room to spread out for a larger group. The furnishings and decorations are wonderful and eccentric, and the property has a rich history, very tastefully preserved. The kids loved the room with gymnastic rings and feeding the highland cattle across the road. Overall, ... Reviewed on Dec 27, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=27129515&PinnedHotelID=27129515&HadPinnedHotel=true®ionId=157238) [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=27129515&PinnedHotelID=27129515&HadPinnedHotel=true®ionId=157238) ![Guesthouse Cabin vacation rentals in Berkshire County](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Guesthouse Cabin vacation rentals in Berkshire County Sheffield MA $621 nightly $694 total Feb 17 - Feb 18 Total with taxes and fees 10/10 Exceptional! (9 reviews) We were a group of moms who snuck away for the night and this cabin was the perfect retreat. Well stocked and very cozy on a winter night. We had to leave very early the next morning to beat a snowstorm and the very long driveway was already sanded and we felt very safe. Lisette was great to work ... Reviewed on Jan 29, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=99962392&PinnedHotelID=99962392&HadPinnedHotel=true®ionId=157238) [See all 1,263 properties in Sheffield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=157238) 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. ## Find the Best Sheffield Vacation Packages ## Sheffield Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 3,400 | | Max Temp Winter | 30ºF | | Max Temp Summer | 80ºF | | Top Sights | [Bash Bish Falls State Park](https://www.expedia.com/Bash-Bish-Falls-State-Park-South-Egremont.d637217608890609664.Vacation-Attraction), [Umpachene Falls Park](https://www.expedia.com/Umpachene-Falls-Park-Southfield.d553248621560926710.Vacation-Attraction) and [Mount Everett State Reservation](https://www.expedia.com/Mount-Everett-State-Reservation-South-Egremont.d637217493551992832.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Sheffield vacation package cost? ### What are the cheapest months to go to Sheffield? ### How many days is enough for Sheffield? ### How to find the best Sheffield package deals? ### Is it cheaper to book a Sheffield vacation as a package? ### When to book a vacation package to Sheffield? ### Does Expedia offer Book Now, Pay Later Sheffield vacation packages? \* 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 even more - get up to 20% on select hotels 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