Rappahannock County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Michael Gibson

Top destinations in Rappahannock County

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Sperryville

Sperryville

Top hotels in Rappahannock County

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
The price is 2.665.606 ₫ per night from 22 Nov to 23 Nov
2.665.606 ₫
2.900.181 ₫ total
22 Nov - 23 Nov
includes taxes & fees
9.4/10 Exceptional! (1,050 reviews)
Staff was very friendly, room clean and neat.

Reviewed on 14 Nov 2025

Comfort Inn & Suites Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is 2.553.606 ₫ per night from 15 Dec to 16 Dec
2.553.606 ₫
2.778.323 ₫ total
15 Dec - 16 Dec
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
Very courteous and room was very clean ,swimming pool was very relaxing after long drive!

Reviewed on 18 Nov 2025

Country Inn & Suites by Radisson, Winchester, VA
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
The price is 5.797.660 ₫ per night from 26 Nov to 27 Nov
5.797.660 ₫
6.869.172 ₫ total
26 Nov - 27 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
-Nice and kind staff. -Clean rooms and bathrooms -We were so lucky to be there when a lecture from Greg "Sky Guy"Redfern, a NASA JLP Solar System Ambassador took place at the conference room. SO INTERESTING! -The restaurant menu is so authentic, tasty and very generous portions.

Reviewed on 13 Nov 2025

Skyland
See all 1,198 properties in Rappahannock County
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.

Frequently asked questions

How much does a Rappahannock County holiday package cost?
The cheapest Rappahannock County holiday package is , so your dream holiday can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to customize a package that suits your travel style.
How do I get a cheap travel package to Rappahannock County?
Track down flights that suit your schedule, add a hotel room to your booking and watch how much you save with a Rappahannock County holiday package. It's that easy! From flights and hotels to tours and rental cars, Expedia makes travelling on a budget easy. And with more than 550 airlines and 1null000null000 hotel options worldwide to pick from, you won't be short of choice.
Where should I stay in Rappahannock County?
You'll want to stay where the action is. Many people favor hotels around popular attractions, such as Little Washington Winery, Little Washington Theatre and Rappahannock Cellars.
What are the top hotels in Rappahannock County?
If it's your first time staying in Rappahannock County, lock in a room at Gay Street Inn or Skyline Vineyard Inn. Both will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Rappahannock County holiday?
Search Expedia to compare airfares as early as possible. In many cases, you can purchase a ticket up to a year in advance. If you can't find your preferred carrier, or you're booking late, don't stress. Cheap fares to Rappahannock County sometimes appear within weeks of the date of departure.
What does an Expedia Rappahannock County travel package include?
It comes down to what type of trip you want to have. Rappahannock County travel deals can include flights, car rentals and hotels. You can mix and match to create the bundle that fits your needs. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Rappahannock County travel package?
You can save a tidy sum by bundling your hotels, airfares and rental cars. Once you've made your booking, you can add on things like tours and activities. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Rappahannock County Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have more than 550 partner airlines worldwide, so you have loads of choice when organising your Rappahannock County escape.
If I'm not able to travel, can I cancel my Rappahannock County holiday package?
Whether it's your flight or hotel, you can cancel or alter it. Locked in your Rappahannock County holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For more information, browse our Customer Service Portal. We're here to help you each step of the way.