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.
Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel

Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel

3 out of 5
South Asheville
Price was CA $1,268, price is now CA $1,098 per person
CA $1,098
per person
Jul 25 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Asheville (AVL)
8.6/10 Excellent! (1,187 reviews)
There needs to be more light in the room

Reviewed on May 17, 2026

Home2 Suites By Hilton Boone

Home2 Suites By Hilton Boone

3 out of 5
Price was CA $1,322, price is now CA $1,115 per person
CA $1,115
per person
Jul 25 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Asheville (AVL)
9.4/10 Exceptional! (254 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 on Apr 25, 2026

Mountain Inn & Suites

Mountain Inn & Suites

2.5 out of 5
Price was CA $1,342, price is now CA $1,158 per person
CA $1,158
per person
Jul 25 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Asheville (AVL)
9.6/10 Exceptional! (1,014 reviews)
Staff were very helpful and friendly.

Reviewed on May 17, 2026

Holiday Inn & Suites Arden - Asheville Airport by IHG

Holiday Inn & Suites Arden - Asheville Airport by IHG

3 out of 5
Price was CA $1,438, price is now CA $1,267 per person
CA $1,267
per person
Jul 25 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Asheville (AVL)
9.2/10 Wonderful! (949 reviews)
Drinks were good and restaurant attractive

Reviewed on May 8, 2026

Wingate by Wyndham Fletcher at Asheville Airport

Wingate by Wyndham Fletcher at Asheville Airport

3 out of 5
Price was CA $1,273, price is now CA $1,140 per person
CA $1,140
per person
Jul 25 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Asheville (AVL)
8.6/10 Excellent! (1,203 reviews)
The door to our room was partially broken making it difficult to open. Everything else was pretty good.

Reviewed on May 17, 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
panorama of downtown Asheville, North Carolina

Downtown Asheville

2 out of top 10 points of interest in this area
4/5(4 area reviews)

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.

Find hotels in Downtown Asheville

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 $208 per night from May 31 to Jun 1
CA $208
CA $235 total
May 31 - Jun 1
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 $113 per night from May 26 to May 27
CA $113
CA $128 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (2,023 reviews)
Great location just outside city; close to everything. Staff were friendly and professional. Nice clean rooms, housekeeping was very helpful.

Reviewed on May 17, 2026

La Quinta Inn & Suites by Wyndham Downtown Asheville
See all 3,691 properties in Chestnut Hills
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.
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Frequently asked questions

How much does a Chestnut Hills vacation package cost?
The cheapest Chestnut Hills vacation package is CA $1,098, 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

Biltmore Estate

Biltmore Estate

5/5(9 reviews)

Wander through gardens and lush grounds, tour the grand mansion and learn about the history of this opulent estate in Asheville, North Carolina.

Biltmore Estate
Asheville_BiltmoreParkTownSquare_6225586_07

Biltmore Park Town Square

4/5(3 reviews)

You can browse for the perfect souvenirs at Biltmore Park Town Square during your visit to Asheville. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Biltmore Park Town Square
D409R1 Farm and playground, Antler Hill Village & Winery, Asheville, North Carolina,USA,North America

Antler Hill Village

4/5(3 reviews)

You can find out about the history of Asheville when you stop by Antler Hill Village. Discover the area's acclaimed art scene, or seek out its local tours.

Antler Hill Village

Things to do

Downtown Asheville Tip-Based Sightseeing Walking Tour

Downtown Asheville Tip-Based Sightseeing Walking Tour

CA $7
per adult
94% of travellers recommend
Downtown Asheville Tip-Based Sightseeing Walking Tour
The Asheville Abyss Ghost Tour: Ashes to Apparitions

The Asheville Abyss Ghost Tour: Ashes to Apparitions

CA $36
per adult
94% of travellers recommend
The Asheville Abyss Ghost Tour: Ashes to Apparitions
RAD Rising: From Flood to Flourish – A tip-based RAD walking tour

RAD Rising: From Flood to Flourish – A tip-based RAD walking tour

CA $7
per adult
80% of travellers recommend
RAD Rising: From Flood to Flourish – A tip-based RAD walking tour
See all activities in Asheville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.