Chestnut Hill Holidays

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Your Chestnut Hill Holiday

Our holiday packages to Chestnut Hill offer countless opportunities to delve into new sights, sounds and experiences. And with all the details taken care of, you'll be free to enjoy your city getaway to the fullest. If visiting the sights is a must during your trip to Chestnut Hill, be sure to swing by big-name attractions like Douglas Lake and Vermont Horse Park. Check out Expedia's extensive range of travel options and begin planning your perfect holiday to Chestnut Hill now.

Chestnut Hill Holiday

Chestnut Hill Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
10ºC
Max Temp Summer
32ºC
Top Sights
Dandridge Golf & Country Club and Vermont Horse Park

Our pick of the best Chestnut Hill Hotel Deals

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 AU$176 per night from 4 Sept to 5 Sept
AU$176
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (1,795 reviews)
"We love staying at the Park Vista. It was quiet and clean. The rooms was spacious. The bed seemed old and a little broken down so it was not the best bed. We slept okay. The parking fee was $15/night. It used to be $10/night so that disappointed us."

Reviewed on 24 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 AU$194 per night from 2 Sept to 3 Sept
AU$194
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (2,231 reviews)
"Love it very clean"

Reviewed on 23 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! (1,469 reviews)
"A favorite we keep coming back to again and again. The rooms are superb the service and staff is excellent. The breakfast in the morning is amazing. Poolside service is fantastic. Just above and beyond"

Reviewed on 25 Aug. 2025

Get rates
Compass Hotel by Margaritaville
See all 15,617 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Chestnut Hill

Vermont Horse Park

Enjoy the mountain views and explore Vermont Horse Park, a lovely green space in Dandridge. Wander the riverfront in this family-friendly area.

Vermont Horse Park

What to do in Chestnut Hill

The Ultimate Jet Boat Adventure in Smoky Mountains

The Ultimate Jet Boat Adventure in Smoky Mountains

AU$274
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

AU$118
per adult
100% of travellers recommend
Small-Group 7-Line Zipline Activity at Sevierville Nature Park
Gatlinburg: Impossibilities Magic and Mind-Reading Show

Pigeon Forge: Impossibilities Magic and Mind-Reading Show

AU$47
per adult
Pigeon Forge: Impossibilities Magic and Mind-Reading Show
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.