Chestnut Hill Holidays

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Top hotels in Chestnut Hill

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 S$147 per night from 2 Sept to 3 Sept
S$147
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,791 reviews)
"I loved this hotel , we came to gatlinburg to see the bears and we did at the hotel more than anywhere in the park! Very close to the park and all of the main attractions and restaurants. Perfect place to stay , clean and welcoming. Will book here again without a doubt:)"

Reviewed on 23 Aug, 2025

The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg
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 S$128 per night from 3 Sept to 4 Sept
S$128
3 Sept - 4 Sept
includes taxes & fees
8.6/10 Excellent! (2,233 reviews)
"It was very clean, great location. Had everything you needed. Only downfall parking garage is very small."

Reviewed on 25 Aug, 2025

Edgewater Hotel - Gatlinburg
Compass Hotel by Margaritaville

Compass Hotel by Margaritaville

3 out of 5
125 Music Mountain Drive, Pigeon Forge, TN
9.6/10 Exceptional! (1,471 reviews)
"We loved this boy"

Reviewed on 25 Aug, 2025

Get rates
Compass Hotel by Margaritaville
See all 15,722 properties in Chestnut Hill
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

The Ultimate Jet Boat Adventure in Smoky Mountains

The Ultimate Jet Boat Adventure in Smoky Mountains

S$230
per adult
The Ultimate Jet Boat Adventure in Smoky Mountains
Small-Group 7-Line Zipline Activity at Sevierville Nature Park

Small-Group 7-Line Zipline Activity at Sevierville Nature Park

S$99
per adult
100% of travellers recommend
Small-Group 7-Line Zipline Activity at Sevierville Nature Park
7-Line Zipline Experience in Sevierville

7-Line Zipline Experience in Sevierville

S$153
per adult
88% of travellers recommend
7-Line Zipline Experience in Sevierville
See all activities in Chestnut Hill

Frequently asked questions

How much does a Chestnut Hill holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday 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 holiday. 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 holiday as a package?
Expedia holiday 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 holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Chestnut Hill?
If you have your Chestnut Hill holiday 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 accommodation, 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.