Chestnut Hill Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Chestnut Hill

Compass Hotel by Margaritaville
Compass Hotel by Margaritaville
3 out of 5
125 Music Mountain Drive, Pigeon Forge, TN
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,124 reviews)
"I loved the property"

Reviewed on 25 Jun, 2025

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Compass Hotel by Margaritaville
Creekstone Inn
Creekstone Inn
2 out of 5
4034 S River Rd, Pigeon Forge, TN
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 6 Jul to 7 Jul
S$157
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (2,413 reviews)
"Liked—cleanliness, no bugs, simple but pretty with lovely river. Bed was hard & not real comfortable but ok for 1 night . Liked that one bed had mattress cover & pad. Other bed had mattress pad but not the cover. Feel safer against bugs if there is a mattress cover. Good breakfast, easy check in ..."

Reviewed on 24 Jun, 2025

Creekstone Inn
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$215 per night from 29 Jun to 30 Jun
S$215
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (2,039 reviews)
"We love the indoor outdoor pool and it was close enough to everything but still quiet on the back road. You could walk anywhere you needed to go."

Reviewed on 22 Jun, 2025

Edgewater Hotel - Gatlinburg
See all 15,662 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.

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.

What to do in Chestnut Hill

Jet Boat Adventure in the Smoky Mountains Dam Tour

Jet Boat Adventure in the Smoky Mountains Dam Tour

S$95
per adult
Jet Boat Adventure in the Smoky Mountains Dam Tour
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
7-Line Zipline Experience in Sevierville

7-Line Zipline Experience in Sevierville

S$153
per adult
84% of travellers recommend
7-Line Zipline Experience in Sevierville
See all activities in Chestnut Hill

* 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.