Hillsboro Vacations from $902

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Your Hillsboro Vacation

Design your own adventure with a Hillsboro vacation package that caters to your needs and interests. Rich history, welcoming locals and spectacular views are a few of the things waiting for you in this picturesque city. Every trip to Hillsboro needs a well-crafted itinerary. Fill yours with big-name attractions like Watoga State Park, Cranberry Glades Botanical Area and Droop Mountain Battlefield State Park. A few quick clicks is all it takes to create the perfect Hillsboro vacation on Expedia.

The Latest Hillsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel O Relax Inn Lewisburg near I-64

Hotel O Relax Inn Lewisburg near I-64

3 out of 5
Price was $1,181, price is now $902 per person
$902
per person
Mar 21 - Mar 28
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
6.2/10 (86 reviews)
Absolutely loved the stay — rooms were spotless, and the staff were incredibly polite. A great experience overall. Rooms were spacious, well-maintained, and thoughtfully designed. Truly enjoyed staying here.

Reviewed on Dec 24, 2025

Thomas Rose Inn

Thomas Rose Inn

4 out of 5
Price was $1,517, price is now $1,291 per person
$1,291
per person
Mar 21 - Mar 28
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
9.8/10 Exceptional! (56 reviews)
The Thomas rose inn was a great place for me and my husband to stay for our anniversary! They text you shortly before check in and go over all the details of checking in! This home is beautiful and they have thought of everything to make your stay better. You’ll find drinks in the fridge, an ice maker, coffee machine, and even wine to enjoy your stay. This is all located in the common area of the home. This house is in the perfect location and everything is easily walkable!

Reviewed on Nov 23, 2025

Washington Street Quarters

Washington Street Quarters

3 out of 5
Price was $1,537, price is now $1,310 per person
$1,310
per person
Mar 21 - Mar 28
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
9.8/10 Exceptional! (30 reviews)
Great location and very clean! We really enjoyed our stay at Washington Street Quarters. We stayed in the 3-bedroom apartment & it had everything we were looking for including a Christmas Tree! We will be visiting this property again for our next trip in! Also, Pamela, our host was extremely communicative and very pleasant!

Reviewed on Jan 2, 2026

Historic General Lewis Inn

Historic General Lewis Inn

2 out of 5
Price was $1,410, price is now $1,212 per person
$1,212
per person
Mar 21 - Mar 28
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
10/10 Exceptional! (3 reviews)
Basic room was just ok. Bathroom was tiny and bathtub needed reglazing. Bar was excellent and staff were good. Breakfast was just cheap, grocery store-like muffins. It is well situated to walk to all the shops. I just didn’t think it was worth the price.

Reviewed on Jan 1, 2026

Holiday Inn Express Hotel & Suites Lewisburg by IHG

Holiday Inn Express Hotel & Suites Lewisburg by IHG

2.5 out of 5
Price was $1,241, price is now $1,089 per person
$1,089
per person
Mar 21 - Mar 28
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
8.8/10 Excellent! (912 reviews)
Only working hot tub in town but works great! Only wish their rooms had smart tvs and not just basic cable package

Reviewed on Dec 23, 2025

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Discover the most popular places to visit in Hillsboro

Cranberry Glades Botanical Area

4/5(2 reviews)

Explore the great outdoors at Cranberry Glades Botanical Area, a lovely green space in Hillsboro. You can enjoy the restaurants while in the area.

Cranberry Glades Botanical Area

Droop Mountain Battlefield State Park

4/5(6 reviews)

You can take time to visit Droop Mountain Battlefield State Park during your travels to Hillsboro. Wander the parks or discover the area's mountain views.

Droop Mountain Battlefield State Park

Falls of Hills Creek Scenic Area

4.5/5(18 reviews)

Commune with nature and explore the great outdoors at Falls of Hills Creek Scenic Area during your travels in Hillsboro. Wander the forest or discover the area's mountain views.

Falls of Hills Creek Scenic Area

Hillsboro Hotel Deals

The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $355 total per night from Jan 22 to Jan 23
$355 total
Jan 22 - Jan 23
Total with taxes and fees
8.6/10 Excellent! (991 reviews)
The staff was excellent in every regard. Food was subpar.

Reviewed on Jan 2, 2026

The Omni Homestead Resort & Spa
Elk Springs Resort

Elk Springs Resort

3 out of 5
228 Dry Branch Road Monterville WV
$113 nightly
The price is $127 total per night from Jan 11 to Jan 12
$127 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (150 reviews)
This was a great cabin. Really cozy, clean y well located. We love the fact that we were close to a restaurant and a place where you can fish.

Reviewed on Jan 5, 2026

Elk Springs Resort
Marlinton Motor Inn

Marlinton Motor Inn

2.5 out of 5
21507 Seneca Trl Marlinton WV
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Jan 11 to Jan 12
$90 total
Jan 11 - Jan 12
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Friendly front desk staff, mostly clean room except for a couple hairs in the bathtub and on the bathroom sink. The beds were comfy and the room was spacious. Very affordable price for a one-night stay for two people

Reviewed on Dec 22, 2025

Marlinton Motor Inn
See all 1,284 properties in Hillsboro
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.

Find the Best Hillsboro Vacation Packages

Hillsboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Greenbrier Valley Airport (LWB)
Population
260
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Falls of Hills Creek Scenic Area, Pocahontas County Historical Society Museum and Greenbrier River Trail

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Frequently asked questions

How much does a Hillsboro vacation package cost?
You'll find cheap prices from $902 on Expedia for your Hillsboro getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Hillsboro costs.
What are the cheapest months to go to Hillsboro?
If you're looking to book a cheap Hillsboro vacation package, consider traveling in March, April and May. You'll usually find lower prices on hotels and airfares during these months — ideal for budget-conscious travelers.
How many days is enough for Hillsboro?
The ideal length of your Hillsboro vacation depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to tick off all the major sights and explore some hidden treasures along the way.
How to find the best Hillsboro package deals?
Start your search for a Hillsboro package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Hillsboro package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hillsboro escape off to a flying start.
Is it cheaper to book a Hillsboro vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can customize your Hillsboro getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Hillsboro?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Hillsboro escape.
Does Expedia offer Book Now, Pay Later Hillsboro vacation packages?
Your Hillsboro getaway is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.