Chestnut Hill Vacations from ¥204,008

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The Latest Chestnut Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Knoxville
The Oliver Hotel
THE TENNESSEAN Hotel
Graduate by Hilton Knoxville
Marriott Knoxville Downtown

Find the Best Chestnut Hill Vacation Packages

Chestnut Hill Hotel Deals

Edgewater Hotel - Gatlinburg

Edgewater Hotel - Gatlinburg

3 out of 5
402 River Rd, Gatlinburg, TN
Fully refundableReserve now, pay when you stay
The price is ¥19,639 per night from Aug 10 to Aug 11
¥19,639
¥22,143 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,152 reviews)
"Great stay at Edgewater loved this hotel! Great"

Reviewed on Jul 22, 2025

Edgewater Hotel - Gatlinburg
The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg

The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg

4 out of 5
705 Cherokee Orchard Road, Gatlinburg, TN
Fully refundableReserve now, pay when you stay
The price is ¥14,876 per night from Aug 24 to Aug 25
¥14,876
¥16,772 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,761 reviews)
"Staff was very helpful and excellent customer service. Rooms were decent size with older looking sets, but I was assigned a handicap room even after saying I am not handicap. The balcony has lots of water dripping off the Ac unit. The coffee in the room could be replaced by better and modern machines. ..."

Reviewed on Jul 22, 2025

The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg
Grand Smokies Resort Lodge

Grand Smokies Resort Lodge

2.5 out of 5
2385 Parkway, Pigeon Forge, TN
The price is ¥12,786 per night from Aug 11 to Aug 12
¥12,786
¥14,353 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (837 reviews)
"Was lovely and friendly feel"

Reviewed on Jul 23, 2025

Grand Smokies Resort Lodge
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.

What to do in Chestnut Hill

Frequently asked questions

How much does a Chestnut Hill vacation package cost?
Offering excellent value package deals from ¥204,008 on Expedia, you'll be thrilled with how little a vacation to Chestnut Hill costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chestnut Hill?
You can generally find lower prices and better availability in January, February and March. Explore our cheap Chestnut Hill vacation packages and you could land some great off-season deals.
How many days is enough for Chestnut Hill?
Typically, a handful of days is enough to tick off the main attractions during your Chestnut Hill vacation. But if you prefer to have time to chill out or take day tours, think about extending your trip.
How to find the best Chestnut Hill package deals?
Begin your search for a Chestnut Hill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Chestnut Hill package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chestnut Hill adventure underway.
Is it cheaper to book a Chestnut Hill vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Chestnut Hill vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Chestnut Hill?
If you have your Chestnut Hill vacation dates confirmed, book early to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Chestnut Hill?

  1. Choose your travel dates: What you want to do in Chestnut Hill and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could arise during your trip to Chestnut Hill.
  3. Work out your trip length: Consider how long you'd like to spend exploring Chestnut Hill. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Chestnut Hill vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.