Title: Cherry Plain Vacation Packages 2026 from $376 | Expedia.com [Hotels in Cherry Plain](https://expedia.com/Cherry-Plain-Hotels.d553248635975873940.Travel-Guide-Hotels)[Vacation Rentals in Cherry Plain](https://expedia.com/Cherry-Plain-Vacation-Rentals.d553248635975873940.Travel-Guide-VacationRentals)[Car Rentals in Cherry Plain](https://expedia.com/Car-Rentals-In-Cherry-Plain.d553248635975873940.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) # Cherry Plain Vacations from $376 ## 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 ## The Latest Cherry Plain vacation packages Price found within the past 48 hours. Click for updated prices. ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vacation Village in the Berkshires $376 per person May 2 - May 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Albany (ALB) 8.8/10 Excellent! (2,134 reviews) The room was clean and spacious. Reviewed on Feb 7, 2026 ![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=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG Save 100% on your flight $407 per person May 2 - May 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Albany (ALB) 9/10 Wonderful! (781 reviews) Staff was wonderful. Rooms were very well stocked The kids loved the game room and dvd borrowing Reviewed on Jan 19, 2026 ![The Landing Hotel at Rivers Casino & Resort](https://images.trvl-media.com/lodging/20000000/19100000/19093300/19093277/146e5c0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Landing Hotel at Rivers Casino & Resort Nothside $557 per person Mar 26 - Mar 30 found 18 hours ago Roundtrip flight included Atlanta (ATL) to Albany (ALB) 9.2/10 Wonderful! (1,005 reviews) The rooms were very nice. The hotel overall was quiet and clean Reviewed on Jan 27, 2026 ![Hampton Inn Albany-Wolf Road (Airport)](https://images.trvl-media.com/lodging/1000000/10000/700/698/61f54404_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Albany-Wolf Road (Airport) $386 per person Apr 23 - Apr 26 found 7 hours ago Roundtrip flight included Fort Lauderdale (FLL) to Albany (ALB) 8.8/10 Excellent! (1,001 reviews) Mixed up check-in. Our handicap room wasn’t available as booked, and it took half an hour for the clerk to get approval to change us to a different handicap room at same price. Reviewed on Feb 7, 2026 ![The Whitlock](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/f0d9797c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitlock Save 100% on your flight $670 per person May 2 - May 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Albany (ALB) 8.6/10 Excellent! (280 reviews) Super cute place and walking distance to a bunch of great shops and food! Reviewed on Jan 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Cherry Plain [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Cherry Plain Hotel Deals ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd Williamstown MA Fully refundableReserve now, pay when you stay $126 nightly $141 total Feb 22 - Feb 23 Total with taxes and fees 8.6/10 Excellent! (2,227 reviews) Spacious 2 bed 2 bath! Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=553248635975873940) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr Pittsfield MA Fully refundableReserve now, pay when you stay $121 nightly $136 total Mar 9 - Mar 10 Total with taxes and fees 9/10 Wonderful! (826 reviews) Room was clean and nicely equipped with kitchen. Will return if the future. Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=553248635975873940) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Williams Inn 101 Spring Street Williamstown MA Fully refundableReserve now, pay when you stay $189 nightly $212 total Mar 11 - Mar 12 Total with taxes and fees 9.6/10 Exceptional! (572 reviews) Clean Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F11%2F2026&endDate=3%2F12%2F2026&selected=35658765&PinnedHotelID=35658765&HadPinnedHotel=true®ionId=553248635975873940) [See all 658 properties in Cherry Plain](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026®ionId=553248635975873940) 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 Cherry Plain Vacation Packages ## Cherry Plain Essential Information | Language | English | | --------------- | -------------------------- | | Currency | U.S dollars | | Closest Airport | Albany Intl. Airport (ALB) | ## 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://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 Cherry Plain vacation package cost? ### What are the cheapest months to go to Cherry Plain? ### How many days is enough for Cherry Plain? ### How to find the best Cherry Plain package deals? ### Is it cheaper to book a Cherry Plain vacation as a package? ### When to book a vacation package to Cherry Plain? ### How to plan a trip to Cherry Plain? > 1. Pick your travel dates: The things you want to do in Cherry Plain and your preferred season will help you decide when to get away. > 2. Set your budget: Consider costs such as flights, food and transportation when calculating how much to save for your trip to Cherry Plain. Then, choose a property that works with your budget, whether that's a low-cost option or a swankier retreat. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to discover Cherry Plain: Research every part of your trip to Cherry Plain with this handy planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings. > 4. Decide your trip length: Think about how much time you want to spend discovering Cherry Plain. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace. > 5. Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the ideal Cherry Plain vacation package for you. > 6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Cherry Plain. Find all the fun [things to do](https://www.expedia.com/Activities) in Cherry Plain with our dedicated activity guide. ### Does Expedia offer Book Now, Pay Later Cherry Plain 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. 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