Chestnut Hill Holidays

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    Packages with flights are ATOL protected

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

Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
204 Sharon Dr Pigeon Forge TN
The price is £112 per night from 31 Jul to 1 Aug
£112
31 Jul - 1 Aug
includes taxes & fees
9/10 Wonderful! (2,806 reviews)
"Very friendly and helpful staff"

Reviewed on 8 Jul 2026

Country Cascades Waterpark Resort
Econo Lodge Pigeon Forge Riverside

Econo Lodge Pigeon Forge Riverside

2.5 out of 5
2440 Parkway Pigeon Forge TN
Fully refundableReserve now, pay when you stay
The price is £67 per night from 5 Aug to 6 Aug
£67
5 Aug - 6 Aug
includes taxes & fees
8.6/10 Excellent! (3,029 reviews)
"Great service and was clean"

Reviewed on 9 Jul 2026

Econo Lodge Pigeon Forge Riverside
Wilderness at the Smokies – River Lodge Suites

Wilderness at the Smokies – River Lodge Suites

4 out of 5
1424 Old Knoxville Highway Sevierville TN
The price is £121 per night from 9 Aug to 10 Aug
£121
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (369 reviews)
"Everything was great from our arrival until we left 10/10 ..Staff was GREAT !!!"

Reviewed on 8 Jul 2026

Wilderness at the Smokies – River Lodge Suites
See all 17,054 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
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Family Friendly Holidays

Stay near popular Chestnut Hill attractions

Chestnut Hill Park

10.0/10 (1 review)
Chestnut Hill Park is just one of the places to see in Chestnut Hill, so why not enjoy the other things to explore during your travels?
See properties

What to do in Chestnut Hill

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

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

£58
per adult
100% of travellers recommend
Small-Group 7-Line Zipline Activity at Sevierville Nature Park
Goliath: Extreme Mountain Zip Lining Adventure

Sevierville: Extreme Mountain Zip Lining Adventure

£82
per adult
Sevierville: Extreme Mountain Zip Lining Adventure
Pigeon Forge: Ridge Runner Helicopter Tour

Pigeon Forge: Ridge Runner Helicopter Tour

£95
per adult
100% of travellers recommend
Pigeon Forge: Ridge Runner Helicopter Tour
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.

Explore a world of travel with Expedia

* 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.