Windsor Hills Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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 S$87 per night from 7 Aug to 8 Aug
S$87
7 Aug - 8 Aug
includes taxes & fees
7.4/10 Good! (96 reviews)
"I liked the pool area and how staff were helpful especially the front desk reception lady Laurie she was amazing"

Reviewed on 20 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 S$143 per night from 6 Aug to 7 Aug
S$143
6 Aug - 7 Aug
includes taxes & fees
9/10 Wonderful! (1,856 reviews)
"Conveniently located just off the interstate. The hotel is well-maintained, and the staff is very friendly. The Mexican restaurant just in front of the hotel (not part of the hotel) was convenient and both the food and the service were great."

Reviewed on 20 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 S$243 per night from 4 Aug to 5 Aug
S$243
4 Aug - 5 Aug
includes taxes & fees
9.2/10 Wonderful! (1,178 reviews)
Great property, but noisy
"The hotel is a grand restored property in downtown Roanoke with touches that no New hotel could ever afford to do. It has copper everywhere. Our room and the lobby were fabulous. The staff could not have been more accommodating. The only problem, and it cannot be ignored, is exterior noise. It’s ..."

Reviewed on 20 Jul, 2025

The Liberty Trust
See all 375 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.

Popular places to visit

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

S$17
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
3-Hour E-Bike Sightseeing and Breweries Tour in Roanoke

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

S$140
per adult
3-Hour E-Bike Sightseeing and Breweries Tour in Roanoke
Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

S$31
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
See all activities in Windsor Hills

Frequently asked questions

How much does a Windsor Hills holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Windsor Hills costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Windsor Hills?
January, February and March are the best times to look for cheap Windsor Hills holiday packages. Travelling in less busy months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Windsor Hills?
With a well-organised schedule, you can easily hit the main Windsor Hills attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Windsor Hills holiday for longer.
How to find the best Windsor Hills package deals?
Use Expedia's handy filters to find some great Windsor Hills package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Windsor Hills package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Windsor Hills holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still have the flexibility to create a customised Windsor Hills holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Windsor Hills?
If you're planning a spontaneous Windsor Hills getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Windsor Hills?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Windsor Hills.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Windsor Hills. Then, select a hotel that fits your budget, whether that's an economical stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you're more familiar with Windsor Hills, you can figure out the perfect length of your holiday. Create a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Windsor Hills holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.