Title: Cumberland Gap Vacation Packages & Trips 2026 from CA $913 | Expedia.ca [Hotels in Cumberland Gap](https://expedia.ca/Cumberland-Gap-Hotels.d10457.Travel-Guide-Hotels)[Vacation Rentals in Cumberland Gap](https://expedia.ca/Cumberland-Gap-Vacation-Rentals.d10457.Travel-Guide-VacationRentals)[Flights to Cumberland Gap](https://expedia.ca/Cheap-Flights-To-Cumberland-Gap.d10457.Travel-Guide-Flights)[Cumberland Gap Car Rentals](https://expedia.ca/Car-Rentals-In-Cumberland-Gap.d10457.Car-Rental-Guide) ![](https://images.trvl-media.com/place/10457/b9a5f580-0eed-4840-8f10-7b325cc663dc.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cumberland Gap 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 Cumberland Gap Vacation Select a Cumberland Gap vacation package and focus on what matters — enjoying yourself. This means no more stressful planning, just lots more time to savor the delights of this lively city, such as its rich history and spectacular views. If your trip to Cumberland Gap includes a little sightseeing, visit popular attractions like [Cumberland Gap National Historical Park](https://www.expedia.ca/Cumberland-Gap-National-Historical-Park-Ewing.d6091497.Vacation-Attraction), [Middlesboro Mall](https://www.expedia.ca/Middlesboro-Mall-Middlesboro.d553248621561234928.Vacation-Attraction) and [Bell County Historical Society Museum](https://www.expedia.ca/Bell-County-Historical-Society-Museum-Middlesboro.d553248621561234927.Vacation-Attraction). Whoever you're heading away with and whatever you want to spend, your dream Cumberland Gap vacation is only clicks away with Expedia. ## Top Cumberland Gap Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Americourt Extended Stays](https://images.trvl-media.com/lodging/1000000/10000/7700/7649/1da5ee3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americourt Extended Stays CA $913 per person May 28 - May 30 found 4 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tri-Cities (TRI) 4.2/10 (402 reviews) The room was so hot didn't have no ac at all. Laundry was broken down didn't work. The staff really never cared about anything. They are so slow sometimes they never bring me my towels. I wouldn't recommend this hotel to anyone else Reviewed on Mar 26, 2026 ![Motel 6 Kingsport, TN](https://images.trvl-media.com/lodging/1000000/20000/15700/15689/1f1057d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Motel 6 Kingsport, TN CA $963 per person May 28 - May 30 found 4 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tri-Cities (TRI) 8/10 Very Good! (1,003 reviews) No tissues or shampoo. Not enough towels. Floor dirty. Reviewed on Mar 12, 2026 ![The Downtown Post The Gracie Suite](https://images.trvl-media.com/lodging/126000000/125710000/125704400/125704398/b971f6a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Downtown Post The Gracie Suite CA $1,177 per person May 28 - May 30 found 4 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tri-Cities (TRI) No reviews ![Sleep Inn & Suites Johnson City](https://images.trvl-media.com/lodging/1000000/130000/127000/126938/e81797ee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleep Inn & Suites Johnson City CA $1,006 per person May 28 - May 30 found 4 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tri-Cities (TRI) 8.4/10 Very Good! (862 reviews) Breakfast was robust (eggs/sausage/ham/waffles/cereal) but the same every day of our stay. Would have been nice to mix it up a bit. Rooms were fine, but 3 things were a problem for us. Some of this I should have checked on: 1) we had our handicapped son with it. The hotel only had double beds for sleeping 3, which are too small for a couple 2) no tub; only a shower. That's a problem when bathing my handicapped son 3) stupid sliding door on the bathroom. My son caught his fingers in the sliding door and it's much too noisy Probably won't stay here next time due to these 3 things. Again, these may not be issues for other travelers. Reviewed on Mar 31, 2026 ## Ready to book your vacation to Cumberland Gap? Choose your dates ## Cumberland Gap Hotel Deals ![Cumberland Gap Inn](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/08c2b2f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cumberland Gap Inn 630 Brooklyn Street Cumberland Gap TN [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=14794465&PinnedHotelID=14794465&HadPinnedHotel=true®ionId=10457) [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=14794465&PinnedHotelID=14794465&HadPinnedHotel=true®ionId=10457) ![The Olde Mill Inn Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/5d5e1e35_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Olde Mill Inn Bed & Breakfast 603 Pennlyn Avenue Cumberland Gap TN 9.2/10 Wonderful! (428 reviews) We enjoyed this cozy bed and breakfast. It's a great location - so beautiful! The staff was amazing - we had a meeting at LMU and were missing breakfast. So they packed us a breakfast and put it in the common area refrigerator for us to grab in the morning. It was also handy to fill our cups with ... Reviewed on Mar 2, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=9083253&PinnedHotelID=9083253&HadPinnedHotel=true®ionId=10457) [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=9083253&PinnedHotelID=9083253&HadPinnedHotel=true®ionId=10457) ![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/86beaca2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Middlesboro 1260 N, 12th Street Middlesboro KY Fully refundable CA $143 CA $160 total Apr 13 - Apr 14 includes taxes & fees 9.2/10 Wonderful! (845 reviews) Nice staff and great breakfast Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=3929546&PinnedHotelID=3929546&HadPinnedHotel=true®ionId=10457) [See all 460 properties in Cumberland Gap](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026®ionId=10457) 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