Cheshire Vacations

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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.
Fairways of the Mountains

Fairways of the Mountains

2.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Austin (AUS) to Asheville (AVL)
9.2/10 Wonderful! (17 reviews)
Great place near family, clean, quiet, lovely area

Reviewed on Dec 25, 2023

Embassy Suites By Hilton Asheville Downtown

Embassy Suites By Hilton Asheville Downtown

3.5 out of 5
Downtown Asheville
per person
Jul 1 - Jul 6
Roundtrip flight included
Fort Lauderdale (FLL) to Asheville (AVL)
9.4/10 Exceptional! (33 reviews)
Friendly staff ,helpful answering all questions .Social hour, breakfast included. Beautiful design of all spaces. I would stay again!

Reviewed on May 13, 2024

Bluegreen Vacations Blue Ridge Village an Ascend Resort

Bluegreen Vacations Blue Ridge Village an Ascend Resort

3 out of 5
per person
Jul 1 - Jul 6
Roundtrip flight included
Fort Lauderdale (FLL) to Asheville (AVL)
9.2/10 Wonderful! (795 reviews)
Enjoyed our stay from check in to check out

Reviewed on Mar 17, 2024

Green Park Inn

Green Park Inn

3.5 out of 5
per person
Jul 1 - Jul 6
Roundtrip flight included
Fort Lauderdale (FLL) to Asheville (AVL)
8.6/10 Excellent! (1,000 reviews)
Of course the building is old but in pretty good shape!! You can just feel the history and image what it was like many many years ago! Great food and the Bartenders were the best!!! My wife and I will be back!!!

Reviewed on May 9, 2024

DoubleTree by Hilton Asheville Downtown

DoubleTree by Hilton Asheville Downtown

4 out of 5
Downtown Asheville
per person
Jul 1 - Jul 6
Roundtrip flight included
Fort Lauderdale (FLL) to Asheville (AVL)
8.8/10 Excellent! (1,005 reviews)
No where to park to check in. Was not aware parking or valet was not included. Had to pay additional $25 a day to park.

Reviewed on May 4, 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

Get rates
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
The price is $253 per night from May 27 to May 28
$253
$325 total
includes taxes & fees
May 27 - May 28
9/10 Wonderful! (1,001 reviews)
"Our first stay. The staff and other hospitality personnel were friendly,courteous, attentive and knowledgab"

Reviewed on May 10, 2024

The Omni Grove Park Inn
Country Inn & Suites by Radisson Asheville Downtown Tunnel Road
Country Inn & Suites by Radisson Asheville Downtown Tunnel Road
3 out of 5
199 Tunnel Rd, Asheville, NC
Fully refundable
The price is $88 per night from May 28 to May 29
$88
$100 total
includes taxes & fees
May 28 - May 29
9/10 Wonderful! (1,716 reviews)
"Lots of homeless in the area during the daytime."

Reviewed on May 10, 2024

Country Inn & Suites by Radisson Asheville Downtown Tunnel Road
See all 4,215 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

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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 $483. 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

4.5/5(5 reviews)

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 Lake Tomahawk

Lake Tomahawk

Commune with nature and explore the great outdoors at Lake Tomahawk during your travels in Black Mountain. Discover the mountain views while you're in the area.

Lake Tomahawk

Things to do

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

Other vacations you might like

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