Windsor Hills Holidays from £689

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Windsor Hills Holiday

With all the details planned before you go away, our Windsor Hills holiday packages mean you can focus more on letting the good times roll. No matter if you're based in the neighbourhood of Old Southwest, which is good for history, or another area, this captivating city promises an array of discoveries. You'll want to take in the sights during your trip to Windsor Hills. Carve out some time for popular attractions like Centre in the Square, Mill Mountain Star and Virginia Museum of Transportation. Expedia can help you escape your routine. Tailor your holiday to Windsor Hills to match your travel style, whatever that may be!

Top Windsor Hills Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Virginian Motel

Virginian Motel

2 out of 5
per person
5 Sept - 10 Sept
found 24 hours ago
Return flight included
Dublin (DUB) to Roanoke (ROA)
6/10 (42 reviews)
Went to see family. Great little town

Reviewed on 6 Jul 2025

Windsor Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Roanoke Regional Airport (ROA)
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Virginia Museum of Transportation, Mill Mountain Zoo and Taubman Museum of Art

Top hotels in Windsor Hills

Baymont by Wyndham Salem Roanoke Area

Baymont by Wyndham Salem Roanoke Area

2.5 out of 5
179 Sheraton Drive, I-81 Exit 141, Salem, VA
Fully refundableReserve now, pay when you stay
The price is £50 per night from 10 Aug to 11 Aug
£50
10 Aug - 11 Aug
includes taxes & fees
7.4/10 Good! (101 reviews)
"This hotel was fine for the one night we stayed while passing through. The price was reasonable for what we needed. The rooms could use a little updating, but like I said, it was fine for the price we paid (under $100) for just passing through the area."

Reviewed on 25 Jul 2025

Baymont by Wyndham Salem Roanoke Area
Country Inn & Suites by Radisson, Roanoke, VA

Country Inn & Suites by Radisson, Roanoke, VA

3 out of 5
7860 Plantation Rd, Roanoke, VA
Fully refundable
The price is £85 per night from 25 Aug to 26 Aug
£85
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,874 reviews)
Great place
"On our way from Florida to Montreal . Hotels was nice and bright , big parking , room are big no carpets which is a huge win . Left at 5am breakfast was at 7am so didnt get to try it."

Reviewed on 29 Jul 2025

Country Inn & Suites by Radisson, Roanoke, VA
The Liberty Trust

The Liberty Trust

4 out of 5
101 S Jefferson St, Roanoke VA 24011, Roanoke, VA
Fully refundableReserve now, pay when you stay
The price is £142 per night from 4 Aug to 5 Aug
£142
4 Aug - 5 Aug
includes taxes & fees
9.2/10 Wonderful! (1,200 reviews)
"Very convenient and great shower"

Reviewed on 29 Jul 2025

The Liberty Trust
See all 372 properties in Windsor 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Berglund Center

Catch an event at Berglund Center during your trip to Roanoke. Attend a sporting event or discover the area's mountain views.

Berglund Center

Tanglewood Mall

You can enjoy retail therapy at Tanglewood Mall during your visit to Cave Spring. You can attend a sporting event while in the area.

Tanglewood Mall

What to do in Windsor Hills

Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

£10
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

£18
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
3-Hour E-Bike Sightseeing and Breweries Tour in Roanoke

3-Hour E-Bike Sightseeing and Breweries Tour in Roanoke

£81
per adult
3-Hour E-Bike Sightseeing and Breweries Tour in Roanoke
See all activities in Windsor Hills

Frequently asked questions

How much does a Windsor Hills travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Windsor Hills from just £689. And the more you bundle, the more dollars you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Windsor Hills travel package?
Certainly, and we're here to help. You may be able to cancel or amend your Windsor Hills travel package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
How do I get a cheap travel package to Windsor Hills?
If you love bargains, combine your bookings into a Windsor Hills travel package. Whether you're chasing flights, hotels, rental cars or tours, you can browse and book everything in one place. You'll have lots of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 properties throughout the world to pick from. Fly with who you want, stay anywhere you like and save a tidy sum — now that's the ideal holiday!
Does Expedia offer Book Now, Pay Later Windsor Hills holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan that suits best during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can jet away on that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.

Where should I stay in Windsor Hills?
A visit to Windsor Hills isn't over until you've seen Centre in the Square and Mill Mountain Star. Reserve a room close by and easily access these terrific tourist attractions.
What are the top hotels in Windsor Hills?
Get your escape off to a fantastic start by reserving a room at Hotel Roanoke & Conference Ctr, Curio Collection by Hilton . It's one of most sought-after properties in Windsor Hills. Another option is Country Inn & Suites by Radisson, Roanoke, VA.
How far in advance should I book my Windsor Hills holiday?
Be rewarded with the biggest variety and the lowest prices by booking your holiday to Windsor Hills nice and early. Airlines typically publish tickets around a year before departure, so start your planning as soon as you can. Having said that, Expedia is committed to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Windsor Hills travel package include?
Choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add experiences and tours. Want to pick your fare class? That's easily done too. The choice is yours when it comes to planning your perfect Windsor Hills getaway.
What should I know before booking a Windsor Hills travel package?
When you book your hotels, flights and car rentals together, you'll pick up great discounts. Whether you're organising a rural escape in a cottage or would rather stay in a comfortable hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Windsor Hills Expedia travel package?
With a travel package, the choice is in your hands. Whether you'd prefer to fly to Windsor Hills in first class or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners throughout the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.