Old Town Winchester Holidays

Photo by Tina McClelland

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Price found within the past 48 hours. Click for updated prices.
American Inn Of Bethesda

American Inn Of Bethesda

3 out of 5
Price was €752, price is now €583 per person
€583
per person
1 Feb - 8 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Washington (DCA)
6.4/10 (1,002 reviews)
No parking buy its ok

Reviewed on 19 Nov 2025

Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Price was €937, price is now €619 per person
€619
per person
1 Feb - 8 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
The room was spotless.

Reviewed on 15 Nov 2025

EVEN Hotel Rockville - Washington DC Area by IHG

EVEN Hotel Rockville - Washington DC Area by IHG

3.5 out of 5
Price was €760, price is now €590 per person
€590
per person
1 Feb - 8 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Baltimore (BWI)
8.4/10 Very Good! (1,023 reviews)
Clean room, convenient location

Reviewed on 23 Nov 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was €1,645, price is now €1,295 per person
€1,295
per person
2 Jan - 8 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
Great hotel in an excellent location that is close to most museums

Reviewed on 27 Nov 2025

Comfort Inn & Suites Alexandria West

Comfort Inn & Suites Alexandria West

2.5 out of 5
Rose Hill
Price was €769, price is now €607 per person
€607
per person
1 Feb - 8 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Washington (DCA)
8/10 Very Good! (1,041 reviews)
The room wasn’t that clean stains on the carpet and walls. We got locked out of our room an hour before check out when we went to get breakfast downstairs. The staff however was amazing and professional.

Reviewed on 27 Nov 2025

Top hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is €124 per night from 1 Dec to 2 Dec
€124
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
The breakfast was very good. The menu had a lot of options. It came to our table nice and hot! I loved the waffle with Lemon ricotta, syrup and butter. Our waitress always knew when to fill my coffee to keep it warm! Everything was very clean and neatly set up. The waitresses were also cheerful and ...

Reviewed on 20 Nov 2025

The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is €88 per night from 16 Dec to 17 Dec
€88
16 Dec - 17 Dec
includes taxes & fees
9.2/10 Wonderful! (2,235 reviews)
Holiday weekend no breakfast you want to eat

Reviewed on 27 Nov 2025

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is €64 per night from 8 Dec to 9 Dec
€64
8 Dec - 9 Dec
includes taxes & fees
8.4/10 Very Good! (1,089 reviews)
Clean room

Reviewed on 20 Nov 2025

Travelodge by Wyndham Winchester
See all 372 properties in Old Town Winchester
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 an Old Town Winchester holiday package cost?
Our Old Town Winchester holiday packages, which begin from just €583, are the best way to save. All you have to do is choose your preferred hotels, flights and rental car to create your perfect getaway.
How do I get a cheap travel package to Old Town Winchester?
Our Old Town Winchester holiday packages offer plenty of savings for the savvy wanderer. For the best deal, simply bundle your hotel, flights and extras (including activities) into a handy package. But low prices are only the start of your next epic adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 hotels around the world to pick from. Whatever your budget or style, there's a package that's perfect for you.
Where should I stay in Old Town Winchester?
A holiday in Old Town Winchester wouldn't be complete without checking out Shenandoah University, Winchester Medical Centre and Museum of the Shenandoah Valley. Spend your evenings near these tourist attractions and make sightseeing a breeze.
What are the top hotels in Old Town Winchester?
Whether you plan to stay for a night or a week in Old Town Winchester, you'll get a wonderful night's rest at The George Washington Hotel, A Wyndham Grand Hotel. This option is a favourite with lots of travellers.
How far in advance should I book my Old Town Winchester holiday?
You'll be rewarded with the widest variety at the cheapest prices by booking your Old Town Winchester holiday nice and early. Airlines typically advertise tickets anywhere up to 12 months in advance, so start your planning as soon as possible. Having said that, Expedia is constantly working to give you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Old Town Winchester travel package include?
Flights, hotels and car rentals — we connect you to all the best deals. All you'll have to do is decide on your favourite combination. Once you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it simple to craft an amazing Old Town Winchester getaway.
What should I know before booking an Old Town Winchester travel package?
We already have low prices. However, you'll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with an Old Town Winchester Expedia holiday package?
With a holiday package, you're in charge. Whether you're looking to fly to Old Town Winchester in economy or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Old Town Winchester holiday package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Old Town Winchester holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a fee from your hotel, airline or car rental company. For further information, browse our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.