Chestnut Hills Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Price found within the past 48 hours. Click for updated prices.
  • Jul 25 - Jul 31

    Home2 Suites By Hilton Boone + Flight

    Boone
    6 nights
    3.0 star property
    9.4/10 - Exceptional (257 reviews)
    "The room was great. The staff is very friendly. Breakfast was great. I wish I had more time to use the fitness center because it was waaaaay better than one might find in other hotels. Of course, the hotel is in the heart of Boone."
    Reviewed April 25, 2026
    Roundtrip Toronto (YYZ) - Greensboro (GSO)
    YYZ - GSO1 stop GSO - YYZ1 stop
    CA $1,323
    CA $1,115
    per traveller
    found 22 hours ago
    Home2 Suites By Hilton Boone
  • Jul 18 - Jul 23

    Scenic 4BR w Deck Farm Views Free Tix + Flight

    Fairview
    4 nights
    2.0 star property
    Roundtrip Kelowna (YLW) - Asheville (AVL)
    YLW - AVL2 stops AVL - YLW2 stops
    CA $5,802
    CA $4,828
    per traveller
    found 1 hour ago
    Scenic 4BR w Deck Farm Views Free Tix
  • Jul 18 - Jul 23

    Scenic 4BR w Deck Farm Views Free Tix + Flight

    Fletcher
    4 nights
    2.0 star property
    Roundtrip Kelowna (YLW) - Asheville (AVL)
    YLW - AVL2 stops AVL - YLW2 stops
    CA $4,765
    CA $4,049
    per traveller
    found 1 hour ago
    Scenic 4BR w Deck Farm Views Free Tix
  • Jul 25 - Jul 31

    Holiday Inn & Suites Arden - Asheville Airport by IHG + Flight

    Arden
    6 nights
    3.0 star property
    9.2/10 - Wonderful (956 reviews)
    "Breakfast was cold and hard, you would expect better for14.99"
    Reviewed May 18, 2026
    Roundtrip Toronto (YYZ) - Greensboro (GSO)
    YYZ - GSO1 stop GSO - YYZ1 stop
    CA $1,438
    CA $1,267
    per traveller
    found 22 hours ago
    Holiday Inn & Suites Arden - Asheville Airport by IHG
  • Jun 22 - Jun 25

    Elevation Lofts Hotel + Flight

    Downtown Asheville
    2 nights
    2.0 star property
    9.6/10 - Exceptional (7 reviews)
    "Modern 2 bed room 2 bath loft located near downtown Asheville with reserved parking. Short drive to Biltmore. All the modern conveniences. Everything you could want for a visit to Asheville."
    Reviewed November 18, 2025
    Roundtrip Kelowna (YLW) - Asheville (AVL)
    YLW - AVL2 stops AVL - YLW2 stops
    CA $1,492
    CA $1,334
    per traveller
    found 1 day ago
    Elevation Lofts Hotel

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

Chestnut Hills Hotel Deals

The Omni Grove Park Inn & Spa

The Omni Grove Park Inn & Spa

4 out of 5
290 Macon Avenue Asheville NC
Fully refundableReserve now, pay when you stay
The price is CA $521 per night from May 22 to May 23
CA $521
CA $659 total
May 22 - May 23
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"The Grpve Parkl Inn is a truly unique place and the staff couldn’t have been more helpful."

Reviewed on May 17, 2026

The Omni Grove Park Inn & Spa
Aloft Asheville Downtown

Aloft Asheville Downtown

3 out of 5
51 Biltmore Avenue Asheville NC
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jun 1 to Jun 2
CA $197
CA $223 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"Had a little trouble seeing their sign from the street but once we found it everything went well. Check in and staff were very good and got us in our room a little early."

Reviewed on May 17, 2026

Aloft Asheville Downtown
La Quinta Inn & Suites by Wyndham Downtown Asheville

La Quinta Inn & Suites by Wyndham Downtown Asheville

3 out of 5
199 Tunnel Rd Asheville NC
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from May 26 to May 27
CA $105
CA $119 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (2,024 reviews)
"Great stay at a very clean hotel with a very friendly and helpful staff."

Reviewed on May 18, 2026

La Quinta Inn & Suites by Wyndham Downtown Asheville
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 , 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.

Discover the most popular places to visit in Chestnut Hills

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.