
Chestnut Hill Vacation Packages
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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 and Vermont Horse Park 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.

Timbers Lodge
Downtown Pigeon Forge
Price was CA $1,329, price is now CA $1,137 per person
CA $1,137
per person
Aug 5 - Aug 9
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
7.8/10 Good! (1,006 reviews)
The room was very clean and comfortable. The worked well. The staff was very friendly.
Reviewed on Jun 12, 2026

Club Wyndham Smoky Mountains
Governor’s Crossing
Price was CA $1,711, price is now CA $1,352 per person
CA $1,352
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Knoxville (TYS)
8.8/10 Excellent! (644 reviews)
The one pool was tacky feeling and very cloudy one on the night we used it. There was also a lot of hair floating in the pool (maybe a better filtration system) other then that we were very pleased with pour stay. The room was very spacious and comfortable. The full kitchen was great for cooking a few meals with the family.
Reviewed on Jun 14, 2026

Laurel Point Resort
Chalet Village
Price was CA $1,456, price is now CA $1,168 per person
CA $1,168
per person
Aug 5 - Aug 9
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
9/10 Wonderful! (326 reviews)
Was really nice, great setup, fully equipped, comfortable with superb views of the mountains. The pool, hot tub and sauna are very nice after a day of hiking. The location is ideal, the national park and Gatlinburg are both just a few minutes away. The furniture was a tad worn but overall very satisfied.
Reviewed on Apr 27, 2026

The Resort at Governor's Crossing
Governor’s Crossing
Price was CA $1,433, price is now CA $1,165 per person
CA $1,165
per person
Aug 5 - Aug 9
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
9/10 Wonderful! (1,818 reviews)
Excellent location, the room was very clean, the mattress in the hide-a-bed was horrible, my grandson slept ok on it but nobody over the age of 4 would be able to. The mattress on the king bed was super hard, my husband loved it but I hated it, I was in pain every night. The water park area could have been cleaner and they shut the pool down because of the water quality. I feel like it could have been addressed earlier in the morning so that wouldn't have happened. We did enjoy our stay and would stay again with our grandson and recommend it to others that have children. We wouldn't stay there if it was just the two of us. It is definitely a family friendly place. I do wish they had a restaurant on the premises, that would be great. Then you would never have to leave if you didn't want to and if you didn't want to cook. We did order pizza for delivery and there are a few good places to eat near by.
Reviewed on Jun 16, 2026

The Oliver Hotel
Downtown Knoxville
Price was CA $1,667, price is now CA $1,420 per person
CA $1,420
per person
Aug 5 - Aug 9
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
9.8/10 Exceptional! (802 reviews)
We could be happier with the staff. The front desk went above and beyond helping with our parking and oriented us on the places surrounding the hotel. Besides the staff, the room was spacious, nice decor and super clean. We would definitely recommend this place.
Reviewed on Jun 17, 2026
Chestnut Hill Hotel Deals

Wilderness at the Smokies – River Lodge Suites
1424 Old Knoxville Highway Sevierville TN
The price is CA $195 per night from Jul 5 to Jul 6
CA $195
CA $274 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (290 reviews)
"Everything was great! The only issues I had was the beds seemed very stiff, the pressure in the shower was lacking, and the toilet paper was extremely thin. The resort was great and the kids had a great time will all the different amenities."
Reviewed on Jun 18, 2026

Country Cascades Waterpark Resort
204 Sharon Dr Pigeon Forge TN
The price is CA $221 per night from Jul 2 to Jul 3
CA $221
CA $264 total
Jul 2 - Jul 3
includes taxes & fees
9/10 Wonderful! (2,724 reviews)
"My stay was very disappointing. The first room I was given was not clean and had a strong sewage odor. The upstairs main room’s air conditioner was not working properly, making the room uncomfortable. I purchased the penthouse suite expecting a private bedroom with a door, as shown in the advertised ..."
Reviewed on Jun 18, 2026

The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg
705 Cherokee Orchard Road Gatlinburg TN
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Jun 21 to Jun 22
CA $196
CA $221 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (2,322 reviews)
"We loved the hotel but had serious problems with accessibility. The rooms do not meet ADA standards. If you use a wheelchair or power chair it will be very difficult, or impossible, to use the bathroom. The manager was very helpful and staff great but the hotel needs refurbishment and upgrading to ..."
Reviewed on Jun 18, 2026
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.
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