Chestnut Hill Holidays

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Your Chestnut Hill Holiday

When an adventure in the city is calling, answer it with a Chestnut Hill holiday package. With all your travel arrangements taken care of before you go, all you have to do here is focus on having a blast. When it's time to get out and see the sights, be sure to include Douglas Lake and Vermont Horse Park on the itinerary for your trip to Chestnut Hill. Check out Expedia's extensive range of travel options and start organising your dream holiday to Chestnut Hill today.

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

Top hotels in Chestnut Hill

Best Western Plaza Inn

Best Western Plaza Inn

2.5 out of 5
3755 Parkway, Pigeon Forge, TN
Fully refundableReserve now, pay when you stay
The price is £67 per night from 2 Sept to 3 Sept
£67
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,853 reviews)
"It was very nice and beautiful"

Reviewed on 7 Aug 2025

Best Western Plaza Inn
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 £114 per night from 4 Sept to 5 Sept
£114
4 Sept - 5 Sept
includes taxes & fees
8.4/10 Very Good! (2,861 reviews)
"Everything was great. Enjoyed our time there."

Reviewed on 5 Aug 2025

Wilderness at the Smokies - Stone Hill Lodge
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 £85 per night from 2 Sept to 3 Sept
£85
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,776 reviews)
"Trolley services. Close to downtown, rooms nice very clean. Great pool and hot tub. Dining options. Would stay again."

Reviewed on 6 Aug 2025

The Park Vista - a DoubleTree by Hilton Hotel - Gatlinburg
See all 15,584 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Chestnut Hill

The Ultimate Jet Boat Adventure in Smoky Mountains

The Ultimate Jet Boat Adventure in Smoky Mountains

£133
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

£57
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

£23
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 travel package cost?
Customize your Chestnut Hill travel package from a low . Pick from any combination of rental cars, flights and hotels to pull together the escape you've long been dreaming about. Don't forget to add on a few experiences or tours!
If I'm not able to travel, can I cancel my Chestnut Hill travel package?
Certainly, and we're here to help. You may be able to cancel or change your Chestnut Hill travel package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, look up our Customer Service Portal for further information.
How do I get a cheap travel package to Chestnut Hill?
If you love scoring a bargain, bundle your bookings into a Chestnut Hill travel package. Whether you're chasing flights, hotels, activities or rental cars, you can book them all in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 properties worldwide to pick from. Fly with who you want, stay wherever you like and save a packet — now that's the perfect escape!
Does Expedia offer Book Now, Pay Later Chestnut Hill holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan from Klarna.

What are the top hotels in Chestnut Hill?
Jefferson Inn Dandridge and Red Roof Inn Dandridge are two of the most sought-after hotels in Chestnut Hill. Why not look up the rates and amenities at each and then make up your mind?
How far in advance should I book my Chestnut Hill holiday?
You'll be rewarded with the biggest variety at the lowest prices by booking your Chestnut Hill adventure early. Airlines generally sell tickets anywhere up to a year in advance, so reserve your spot ASAP. That being said, Expedia is committed to giving you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia Chestnut Hill travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to build your perfect Chestnut Hill package. Once you've made your booking, you can add on the fun stuff like activities and tours. Don't forget — the more you bundle, the greater the savings!
What should I know before booking a Chestnut Hill travel package?
You can save big by combining your flights, hotels and rental cars. Once you've created your package, you can add on things like activities or sightseeing tours. Your next unforgettable holiday is only a few clicks away.
Can I choose my airline with a Chestnut Hill Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're the boss! We have more than 550 airline partners globally, so you have options galore when creating your Chestnut Hill trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.