Title: Chestnut Hill Vacation Packages & Trips 2026 from CA $953 | Expedia.ca [Hotels in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Hotels.d553248635975860124.Travel-Guide-Hotels)[Vacation Rentals in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Vacation-Rentals.d553248635975860124.Travel-Guide-VacationRentals)[Chestnut Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chestnut-Hill.d553248635975860124.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) # Chestnut Hill 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 Chestnut Hill Vacation When an adventure in the city is calling, answer it with a Chestnut Hill vacation package. With all your travel arrangements taken care of before you go, all you have to do here is focus on having a blast. When it's time to get out and see the sights, be sure to include [Douglas Lake](https://www.expedia.ca/Douglas-Lake-Tennessee.d553248621532657015.Vacation-Attraction) and [Vermont Horse Park](https://www.expedia.ca/Vermont-Horse-Park-Dandridge.d553248621532668854.Vacation-Attraction) on the itinerary for your trip to Chestnut Hill. Check out Expedia's extensive range of travel options and start organizing your dream vacation to Chestnut Hill today. ## Top Chestnut Hill Vacation Deals Price found within the past 48 hours. Click for updated prices. ![River Edge Inn](https://images.trvl-media.com/lodging/2000000/1060000/1057400/1057306/660bf0a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### River Edge Inn Downtown Gatlinburg CA $953 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Knoxville (TYS) 8.6/10 Excellent! (1,010 reviews) Clean rooms. Pleasant staff. Close to everything! Reviewed on Feb 25, 2026 ![Theo's Treehouse](https://images.trvl-media.com/lodging/121000000/120270000/120263300/120263266/d5d608db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Theo's Treehouse Chalet Village CA $1,368 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Knoxville (TYS) No reviews ![The Timber at Holly Branch](https://images.trvl-media.com/lodging/111000000/110870000/110868600/110868599/dff4b178_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Timber at Holly Branch CA $1,164 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Knoxville (TYS) 9.8/10 Exceptional! (144 reviews) Our stay was overshadowed largely by it being an active construction zone by day and the stillhouse being closed for the season, none of the fire pits worked, the room was nice but the experience wasn’t. It’s a convenient location and relatively easy to navigate to downtown and even walk weather permitting. Reviewed on Feb 15, 2026 ![The Historic Gatlinburg Inn](https://images.trvl-media.com/lodging/7000000/6550000/6545000/6544999/065863d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Historic Gatlinburg Inn Downtown Gatlinburg CA $1,037 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Knoxville (TYS) 9.2/10 Wonderful! (1,001 reviews) Staff was nice and hotel is historic. Very authentic room with wood finishes and an updated modern bathroom with granite and new showers Reviewed on Feb 23, 2026 ![Brookside Lodge](https://images.trvl-media.com/lodging/5000000/4980000/4978700/4978639/9f52b5e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Brookside Lodge CA $966 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Knoxville (TYS) 8.6/10 Excellent! (2,126 reviews) Another great stay at Brookside for us! We love coming here in the winter to just get away in one of the honeymoon suites. Relaxing in front of the fire in a clean and spacious room is a delight. We will make it back here one of these days in the summer to enjoy the pool!😀 Reviewed on Feb 27, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_553248635975860124) ## Ready to book your vacation to Chestnut Hill? Choose your dates ## Chestnut Hill Hotel Deals ![Best Western Plaza Inn](https://images.trvl-media.com/lodging/1000000/30000/25000/24969/w3837h2556x3y4-488fda51_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plaza Inn 3755 Parkway Pigeon Forge TN Fully refundableReserve now, pay when you stay CA $101 CA $113 total Mar 2 - Mar 3 includes taxes & fees 9/10 Wonderful! (2,227 reviews) Hotel was nice. Staff was very friendly. Room was really nice. The only negative I have is that the bed was hard. Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=24969&PinnedHotelID=24969&HadPinnedHotel=true®ionId=553248635975860124) ![The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg](https://images.trvl-media.com/lodging/1000000/10000/9900/9897/97d6dec5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg 705 Cherokee Orchard Road Gatlinburg TN Fully refundableReserve now, pay when you stay CA $104 CA $117 total Mar 9 - Mar 10 includes taxes & fees 9/10 Wonderful! (2,079 reviews) Everything was amazing Reviewed on Feb 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=9897&PinnedHotelID=9897&HadPinnedHotel=true®ionId=553248635975860124) ![Compass Hotel by Margaritaville](https://images.trvl-media.com/lodging/106000000/105980000/105972400/105972347/b666ef9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Compass Hotel by Margaritaville 125 Music Mountain Drive Pigeon Forge TN Fully refundableReserve now, pay when you stay CA $109 CA $146 total Mar 2 - Mar 3 includes taxes & fees 9.8/10 Exceptional! (2,095 reviews) Everything was excellent...room was clean and all the staff are so nice and helpful. 2nd tme staying here and look forward to coming back. Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=105972347&PinnedHotelID=105972347&HadPinnedHotel=true®ionId=553248635975860124) [See all 16,169 properties in Chestnut Hill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F03%2F2026&endDate=03%2F03%2F2026®ionId=553248635975860124) 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) ### What to do in Chestnut Hill ![Digital Ocean Adventure in Sevierville](https://mediaim.expedia.com/localexpert/49064422/89b682e0-05c8-4d45-af1e-635fef39750f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Digital Ocean Adventure in Sevierville CA $35 per adult [](https://expedia.ca/things-to-do/digital-ocean-adventure-in-sevierville.a49064422.activity-details) [See all activities in Chestnut Hill](https://expedia.ca/things-to-do/search?rid=553248635975860124) ## 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