Cheshire Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Cheshire Vacation

Organizing your next exciting getaway just got easier with a vacation package to Cheshire. Immerse yourself in the best this neighborhood has to offer while making beautiful memories that will last forever. Want to explore the sights during your trip to Cheshire? Make sure you stop by nearby attractions such as Lake Tomahawk, White Horse Black Mountain and Black Mountain Center for the Arts. Expedia can help turn your ideal Cheshire vacation into reality, no matter your budget or travel plans.

The Latest Cheshire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Asheville Downtown

DoubleTree by Hilton Asheville Downtown

4 out of 5
Downtown Asheville
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Asheville (AVL)
8.8/10 Excellent! (1,001 reviews)
Really great stay. Super convenient location. Parking was kind of a hassle but it worked out.

Reviewed on May 22, 2024

The Radical

The Radical

4 out of 5
River Arts District
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Asheville (AVL)
9.6/10 Exceptional! (138 reviews)
Great place, smells so good in there too throughout. Room well appointed, bathroom is beautiful. Will def be back

Reviewed on May 28, 2024

The Omni Grove Park Inn

The Omni Grove Park Inn

4 out of 5
Grove Park- Sunset
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Asheville (AVL)
9/10 Wonderful! (1,000 reviews)
Beautiful hotel overlooking the mountains. The Sunset Terrace is the perfect spot to watch the sunset while having a drink or dinner. Two large stone fireplaces in the main lobby add to the ambiance. The rooms are clean and well appointed. There are several restaurants to choose from, including an ice cream shop and gift shops. In my opinion the only place to stay in Asheville

Reviewed on May 18, 2024

Embassy Suites By Hilton Asheville Downtown

Embassy Suites By Hilton Asheville Downtown

3.5 out of 5
Downtown Asheville
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Asheville (AVL)
9.6/10 Exceptional! (39 reviews)
Clean, great location

Reviewed on May 26, 2024

The Restoration Asheville

The Restoration Asheville

4 out of 5
Downtown Asheville
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Asheville (AVL)
9.8/10 Exceptional! (399 reviews)
Very convenient location to many of the attractions of downtown, staff was great and attentive. Will definitely stay there again

Reviewed on May 28, 2024

Cheshire Hotel Deals

Serendipity Treehaus | Chic Cheshire Village Home 1 Mile from Black Mtn
Serendipity Treehaus | Chic Cheshire Village Home 1 Mile from Black Mtn
Black Mountain
8.6/10 Excellent! (28 reviews)
Linda
"Beautiful neighborhood close to everything. Well appointed home! Quiet and comfortable. Would suggest a few blinds on windows in main living area as homes are close together and did not feel comfortable for privacy purposes. No soap for bathing or dishwashing items where available upon arrival. Just ..."

Reviewed on Sep 24, 2023

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Serendipity Treehaus | Chic Cheshire Village Home 1 Mile from Black Mtn
The Omni Grove Park Inn
The Omni Grove Park Inn
4 out of 5
290 Macon Avenue, Asheville, NC
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,000 reviews)
Resort with all the amenities you need
"What a beautiful historical resort with all the amenities you could ask for. You will never need to leave the property if you don’t want to! Everything is at your fingertips here. Don’t forget to check out the Sports Complex."

Reviewed on May 25, 2024

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The Omni Grove Park Inn
Crowne Plaza Resort Asheville, an IHG Hotel
Crowne Plaza Resort Asheville, an IHG Hotel
3.5 out of 5
1 Resort Dr, Asheville, NC
Fully refundable
8/10 Very Good! (1,009 reviews)
"Our stay was nice, but I was charged for my room in addition to being charged by Expedia. The hotel said the fixed the issue, but when I went to check out and asked for a receipt of the changes made the two front desk people said they had no record of changes made and seemed very aloof about helping ..."

Reviewed on May 27, 2024

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Crowne Plaza Resort Asheville, an IHG Hotel
See all 4,227 properties in Cheshire
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Cheshire vacation package cost?
We make it easy to travel somewhere new, with Cheshire vacation packages starting from as low as $642. You’ll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of activities and tours to your itinerary?
How do I get a cheap travel package to Cheshire?
You’ll save a ton of money if you combine your car rentals, flights and hotels into a Cheshire travel package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels across the globe, so you’ll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Cheshire?
A trip to Cheshire wouldn’t be complete without visiting Black Mountain Center for the Arts, Lake Tomahawk and Black Mountain Golf Club. Spend your nights near these popular attractions and make sightseeing easy.
What are the top hotels in Cheshire?
Secure a room at Stepping Stone, Black Mountain Home. It’s one of this neighborhood’s most popular properties. Another well-known option in Cheshire is Charming Black Mountain Retreat.
How far in advance should I book my Cheshire vacation?
It all depends on the air carrier, but you can normally browse through international fares on Expedia up to a year in advance. While it’s advisable to book ahead of time, lucky customers will sometimes nab a cheaper flight just weeks prior to the date of departure.
What does an Expedia Cheshire travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply choose your favorite bundle and get access to incredible deals. Once you’ve made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to organizing your Cheshire break, you’re in control!
What should I know before booking a Cheshire travel package?
Whether it’s relaxation or adventure you’re chasing, a Cheshire vacation package lets you organize your escape your way. Plus, you’ll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Cheshire Expedia vacation package?
You sure can. We have more than 550 airline partners worldwide, so select the carrier that best suits your budget and traveling style.
If I'm not able to travel, can I cancel my Cheshire vacation package?
Don’t worry if you’re rethinking your Cheshire vacation package — it’s possible to change or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll take care of it.

Discover the most popular places to visit in Cheshire

Image for Catawba Falls

Catawba Falls

Enjoy the mountain views and explore Catawba Falls, a lovely green space in Black Mountain. Stroll along the area's lakeside or simply enjoy its breweries.

Catawba Falls
Image for Black Mountain Center for the Arts

Black Mountain Center for the Arts

You can spend time browsing the exhibits at Black Mountain Center for the Arts in Black Mountain. Discover the mountain views and top-notch restaurants in this family-friendly area.

Black Mountain Center for the Arts
Image for Robert Lake Park

Robert Lake Park

Enjoy the mountain views and explore Robert Lake Park, a lovely green space in Black Mountain. Discover the breweries and its live music while you're in the area.

Robert Lake Park

Things to do

Image for Complete Blue Ridge Parkway Tour Bundle

Complete Blue Ridge Parkway Tour Bundle

$24
Per adult
Complete Blue Ridge Parkway Tour Bundle
Image for East Coast USA: Self-Guided Driving & Walking Tour Bundle

East Coast USA: Self-Guided Driving & Walking Tour Bundle

$75
Per adult
East Coast USA: Self-Guided Driving & Walking Tour Bundle
See all activities in Black Mountain

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