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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

Wilderness at the Smokies - Stone Hill Lodge
Wilderness at the Smokies - Stone Hill Lodge
3.5 out of 5
190 Gists Creek Road, Sevierville, TN
The price is AU$237 per night from 11 Dec to 12 Dec
AU$237
includes taxes & fees
11 Dec - 12 Dec
8.4/10 Very Good! (2,768 reviews)
"Nice family oriented resort. I’ve stayed multiple times. It’s a fun resort not a fancy one. The bathrooms are small and dark, but any short comings are made right by fun factors. Over my many visits I’ve always noticed a large presence of life guards in the water park. I’ve wondered about the legitimacy ..."

Reviewed on 25 Nov. 2024

Wilderness at the Smokies - Stone Hill Lodge
Glenstone Lodge
Glenstone Lodge
3.5 out of 5
504 Historic Nature Trl, Gatlinburg, TN
The price is AU$132 per night from 2 Dec to 3 Dec
AU$132
includes taxes & fees
2 Dec - 3 Dec
8.4/10 Very Good! (2,198 reviews)
Decent hotel
"Had inside pool room. Hotel is very old and in dire need of remodel. But for Rocky top football tournaments the hotel was great for what we needed. Hotel staff was friendly and the kids loved the pool. Parking, like everywhere else in Gatlinburg, was difficult. After 8pm, no parking available. Lot ..."

Reviewed on 25 Nov. 2024

Glenstone Lodge
The Ramsey Hotel & Convention Center
The Ramsey Hotel & Convention Center
3 out of 5
3230 Parkway, Pigeon Forge, TN
The price is AU$221 per night from 8 Dec to 9 Dec
AU$221
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (1,024 reviews)
"Breakfast staff went above and beyond to make us feel welcome. Beautiful set up for gathering - very light! Furniture needs updating and hot tub was over-treated so that it appeared you were sitting in a bubble bath."

Reviewed on 23 Nov. 2024

The Ramsey Hotel & Convention Center
See all 14,857 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

Frequently asked questions

How much does a Chestnut Hill holiday package cost?
Custom make your Chestnut Hill holiday package from as low as . Choose from any combination of flights, hotels and rental cars to create the trip you’ve been dreaming about for ages. Be sure to add on one or two experiences!
How do I get a cheap travel package to Chestnut Hill?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got it all. Pick the combination that suits you and see your savings stack up. We know a package deal is never a one-size-fits-all. That’s why we offer more than 550 airlines and 1 000 000 hotels around the globe, which lets you customize your Chestnut Hill adventure.
How far in advance should I book my Chestnut Hill holiday?
Your safest bet is to book early. Airlines typically advertise flights up to a year ahead of departure, and this is a fantastic opportunity to pick up some of the cheapest prices. Just been told you should take your holiday time next week? No problem! Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Chestnut Hill travel package include?
That depends on what you want. If you’re travelling solo, you might decide to bundle flights and hotels. Bringing the whole family to Chestnut Hill? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Chestnut Hill travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you’ve made your booking, you can add on day tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Chestnut Hill Expedia holiday package?
You can, and with over 550 airlines to select from globally, you’re not short on choice. Have a look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Chestnut Hill holiday package?
It’s good to know that you can cancel your Chestnut Hill booking if your plans have changed. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

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

Digital Ocean Adventure in Sevierville

Digital Ocean Adventure in Sevierville

AU$39
Per adult
Digital Ocean Adventure in Sevierville
7-Line Zipline Experience in Sevierville

7-Line Zipline Experience in Sevierville

AU$183
Per adult
84% of travellers recommend
7-Line Zipline Experience in Sevierville
Helicopter Ride in Smoky Mountain Sevierville Intro Flight

Helicopter Ride in Smoky Mountain Sevierville Intro Flight

AU$49
Per adult
Helicopter Ride in Smoky Mountain Sevierville Intro Flight
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.