Chestnut Hills Vacation Packages
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Top Holiday Package Deals in Chestnut Hills
Price found within the past 48 hours. Click for updated prices.
Kimpton Hotel Arras by IHG
Downtown Asheville
CA $1,021
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Asheville (AVL)
9.6/10 Exceptional! (1,132 reviews)
All employees were so helpful. The check in agent was excellent and gave us good recommendations for great restaurants. Would stay here again
Reviewed on Sep 2, 2026
The Lodge at Flat Rock
CA $1,176
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Asheville (AVL)
9.8/10 Exceptional! (1,286 reviews)
Beautiful lobby and grounds, complete with a small waterfall and koi pond. Friendly staff, and easy access to nearby Hendersonville.
Reviewed on Aug 30, 2026
Where to stay in Chestnut Hills
Find the best Chestnut Hills areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut Hills
Downtown Asheville
2 out of top 10 points of interest in this area
Travelers to Downtown Asheville praise its popular shops. If you've got some more time to explore, be sure to make a stop by Grove Arcade and Pack Square.
South Asheville
5 out of top 10 points of interest in this area
While visiting South Asheville, you might make a stop by sights like Biltmore Estate and Biltmore Park Town Square.
West Asheville
The picture-perfect mountain views and abundant dining options are top of the list for many visitors to West Asheville. A stop by Asheville Treetops Adventure Park or French Broad River might round out your trip.
Downtown Asheville Art District
Travelers come to Downtown Asheville Art District for its abundant dining options, and you can see top attractions like Pack Square and Grove Arcade while you're in town.
Biltmore Village
Adjacent to the Biltmore Estate entrance, this small village boasts the stunning Cathedral of All Souls and a lively commercial district with eclectic shops and restaurants.
Chestnut Hills Hotel Deals
Beaufort House Inn
61 N Liberty St Asheville NC
CA $207
CA $271 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (358 reviews)
"We thoroughly enjoyed our stay at Beaufort house inn. Super friendly staff, welcoming, and helpful. The house itself is beautiful, even with modern amenities, it feels like stepping back in time, in the best way of course!"
Reviewed on Aug 24, 2026
The Omni Grove Park Inn & Spa
290 Macon Avenue Asheville NC
Fully refundableReserve now, pay when you stay
CA $415
CA $540 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Spa was the best"
Reviewed on Sep 1, 2026
Crowne Plaza Resort Asheville by IHG
1 Resort Dr Asheville NC
Fully refundable
CA $115
CA $130 total
Sep 7 - Sep 8
includes taxes & fees
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 Hills vacation package cost?
The cheapest Chestnut Hills vacation package is CA $1,021, so your dream escape can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to tailor a package that suits your travel style.
How do I get a cheap travel package to Chestnut Hills?
Our Chestnut Hills vacation packages offer plenty of savings for the savvy traveler. For the best deal, simply bundle your hotel, flights and extras (including tours) into one neat package. But impressive bargains are only the start of your next memorable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels across the globe to choose from. No matter your style, there's a package that's perfect for you.
Where should I stay in Chestnut Hills?
Most travelers who visit Chestnut Hills include both Biltmore Estate and Asheville Mall on their must-see lists. Why not reserve a hotel near these iconic attractions?
What are the top hotels in Chestnut Hills?
Chestnut Street Inn B&B and Cozy Apartment With Mountain Views are among the most well-known hotels in Chestnut Hills. Why not check out the amenities and facilities at each and then decide?
How far in advance should I book my Chestnut Hills vacation?
It depends on the airline, but it's usually possible to look up international airfares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travelers will occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia Chestnut Hills travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can shape your Chestnut Hills travel package however you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the greater your savings!
What should I know before booking a Chestnut Hills travel package?
Whether it's adventure or relaxation you're chasing, a Chestnut Hills vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Chestnut Hills Expedia vacation package?
Yes, you sure can. We offer more than 550 partner airlines across the globe, so select the carrier that suits your travel needs.
If I'm not able to travel, can I cancel my Chestnut Hills vacation package?
You sure can, and we're here to help. You may be able to amend or cancel your Chestnut Hills vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, browse our Customer Service Portal for further information.
Things to do
Asheville's Historic Streets: A Self-Guided Walking Tour
CA $21
per adult
The Asheville Abyss Ghost Tour: Ashes to Apparitions
CA $36
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.