Title: Canaan Vacation Packages 2026 from $948 | Expedia.com [Canaan Travel Guide](https://expedia.com/Canaan.dx6003925)[Hotels in Canaan](https://expedia.com/Canaan-Hotels.d6003925.Travel-Guide-Hotels)[Vacation Rentals in Canaan](https://expedia.com/Canaan-Vacation-Rentals.d6003925.Travel-Guide-VacationRentals)[Flights to Canaan](https://expedia.com/Cheap-Flights-To-Canaan.d6003925.Travel-Guide-Flights)[Car Rentals in Canaan](https://expedia.com/Car-Rentals-In-Canaan.d6003925.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6003925/404400f1-812a-46f4-a922-5301419da9c8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Canaan Vacations from $948 ## 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 Canaan Vacation Say bye-bye to planning hassles and hello to a Canaan vacation package. With your travel details organized before you leave, you can focus on discovering every inch of this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. If taking in sights is on the agenda during your trip to Canaan, check out top attractions like [Mount Riga State Park](https://www.expedia.com/Mount-Riga-State-Park-Torrington.d637209818017067008.Vacation-Attraction), [Mount Frissell](https://www.expedia.com/Mount-Frissell-Salisbury.d553248621532664800.Vacation-Attraction) and [Land of Nod Vineyard and Winery](https://www.expedia.com/Land-Of-Nod-Vineyard-And-Winery-East-Canaan.d553248621532664802.Vacation-Attraction). Check out Expedia's wide range of travel options and book your ideal vacation to Canaan today. ## The Latest Canaan vacation packages Price found within the past 48 hours. Click for updated prices. ![Kaatskill Mountain Club & Condos by Vail Resorts](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kaatskill Mountain Club & Condos by Vail Resorts $948 per person Apr 9 - Apr 16 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Hudson (HCC) 9.2/10 Wonderful! (349 reviews) This is a lovely location. The staff was very nice, and the amenities were well kept and enjoyable. My only issue is that I sent a message through Expedia to the Club asking about whether or not there was a full kitchen in the unit I booked. I was somewhat confused by the description and pictures on the Expedia site. The response to my message was a stock answer (like part of their FAQ's )that the studios did not have microwaves or refrigerators. As it turned out, I booked the Deluxe Studio, which I knew, and that came with a full kitchen, which is what I thought. As a result, I didn't come with supplies that I might otherwise have used for breakfast. Similarly, the Club offered a "grab and go" breakfast, but I wasn't aware of that in advance either. An individual should have responded to my message to the Club. Reviewed on Feb 27, 2026 ![Secluded Catskills Retreat Heated Pool Hot Tub Game Rooms The Hilltop Hideaway by Avantstay](https://images.trvl-media.com/lodging/126000000/125310000/125305800/125305765/1cc7d73b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Secluded Catskills Retreat Heated Pool Hot Tub Game Rooms The Hilltop Hideaway by Avantstay Save 100% on your flight $5,464 per person Apr 9 - Apr 16 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Hudson (HCC) No reviews ![Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay](https://images.trvl-media.com/lodging/126000000/125310000/125305400/125305352/ec52376a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay Save 100% on your flight $7,025 per person Apr 9 - Apr 16 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Hudson (HCC) No reviews ![Mins to Hunter Mountain Sleeps 36 Pool, Spa, Games & Bar Cozy Peaks Lodge by Avantstay](https://images.trvl-media.com/lodging/126000000/125310000/125305300/125305238/e566db9c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mins to Hunter Mountain Sleeps 36 Pool, Spa, Games & Bar Cozy Peaks Lodge by Avantstay Save 100% on your flight $6,235 per person Apr 9 - Apr 16 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Hudson (HCC) No reviews ![Perfect Family Vacation Home in the Mountains](https://images.trvl-media.com/lodging/112000000/111840000/111838100/111838029/3b795c89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Perfect Family Vacation Home in the Mountains Save 100% on your flight $2,197 per person Apr 9 - Apr 16 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Hudson (HCC) No reviews Don't see what you're looking for? See all available trips from Columbus to Canaan [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BDL&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_6003925) ## Canaan Hotel Deals ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_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 $131 nightly $147 total Mar 12 - Mar 13 Total with taxes and fees 9/10 Wonderful! (854 reviews) Room was awesome and very clean Reviewed on Mar 8, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=20875006&PinnedHotelID=20875006&HadPinnedHotel=true®ionId=6003925) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Red Lion Inn 30 Main Street Stockbridge MA Fully refundableReserve now, pay when you stay $181 nightly $203 total Apr 2 - Apr 3 Total with taxes and fees 8.8/10 Excellent! (1,000 reviews) great customer service Reviewed on Feb 18, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=5780784&PinnedHotelID=5780784&HadPinnedHotel=true®ionId=6003925) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA Fully refundable $107 nightly $120 total Mar 15 - Mar 16 Total with taxes and fees 8.8/10 Excellent! (743 reviews) Simple and clean hotel Reviewed on Mar 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=892229&PinnedHotelID=892229&HadPinnedHotel=true®ionId=6003925) [See all 999 properties in Canaan](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=6003925) 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 Canaan Vacation Packages ## Canaan Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 1,200 | | Max Temp Winter | 30ºF | | Max Temp Summer | 80ºF | | Top Sights | [Mount Frissell](https://www.expedia.com/Mount-Frissell-Salisbury.d553248621532664800.Vacation-Attraction), [Campbell Falls State Park](https://www.expedia.com/Campbell-Falls-State-Park-Torrington.d637209847375646720.Vacation-Attraction) and [Haystack Mountain State Park](https://www.expedia.com/Haystack-Mountain-State-Park-Norfolk.d553248621532664807.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 Canaan vacation package cost? ### What are the cheapest months to go to Canaan? ### How many days is enough for Canaan? ### How to find the best Canaan package deals? ### Is it cheaper to book a Canaan vacation as a package? ### When to book a vacation package to Canaan? ### Does Expedia offer Book Now, Pay Later Canaan vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation 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