Search for Cheap Deals on
Luxury & Trendy Hotels in Old Town Winchester

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!

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
Fully refundableReserve now, pay when you stay
  • 5 min walk from Shenandoah Valley Discovery Museum
The price is $137 per night from Dec 1 to Dec 2
$137
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
The George Washington Hotel, A Wyndham Grand Hotel
See all 336 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.

Boutique Hotels in Old Town Winchester

You’re a swim-against-the-current type. When everyone’s going right, you go left. And you like the finer things with all the special touches included. Run-of-the-mill getaways just aren’t your vibe. There’s only one way to really do it up on your last-minute trip to Old Town Winchester, and that’s with boutique hotels.

Unique Stays Just for You

When you’re ready to get away in a major way, any old hotel in Old Town Winchester won’t do. You’re looking for exclusive spots that offer a one-of-a-kind experience. Vanilla accommodations? Not on your radar. And spending your entire travel budget on the best boutique hotels in Old Town Winchester doesn’t have to be a thing—you can get so much more for a lot less when you book a Hotwire Hot Rate hotel deal for your just-right place. Get all that far-from-common experience wrapped up in one boutique hotel room for an unparalleled price.

Cheap Boutique Hotels in Old Town Winchester

Booking boutique hotels in Old Town Winchester is a fast-track to the rarest of good times on your getaway. With attention to every small detail and design that you just won’t find in big-name spots, you can rest assured that your stay will be as unique as you are. From Instagram-worthy places to snap to cooler-than-cool décor and intimate and cozy interiors, boutique hotels serve up an aesthetic you won’t find when you just reserve a room wherever. There’s no cookie-cutter nonsense here.

Frequently Asked Questions About Boutique Hotels

How to get last-minute deals on boutique hotels in Old Town Winchester?

Getting amazing boutique hotel deals is a breeze when you book a Hotwire Hot Rate hotel for your stay, even when you’re dealing with a time crunch. In fact, you could save up to 60% off versus booking a listed rate two weeks earlier. With affordable boutique hotels as low as $137, these last-minute deals are totally something to write home about.

How many boutique hotels are in Old Town Winchester?

With 336 boutique hotels in Old Town Winchester, you can make sure you get exactly what you want for just what you want to pay. And thanks to Hotwire Hot Rate hotel deals, you can get wildly good prices on these one-of-a-kind spots. Four-star hotels for 2-star prices kind of deals. And you don’t even have to wait to wish on a shooting star.

How to find cheap boutique hotels in Old Town Winchester?

Booking boutique hotels in Old Town Winchester takes just minutes and gets you everything you want in your tailor-made vacay. Simply peruse the most unique deals around and take your pick from the prime. If you book a Hotwire Hot Rate hotel deal, keep in mind that you won’t know the exact hotel until after you’ve reserved, but know your spot will be perfectly unique and just your taste. And cost you way less than you expected.

Is it safe to travel to Old Town Winchester during the coronavirus (COVID-19) crisis?

With all of the recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Old Town Winchester right now. Before booking your last-minute boutique hotel deal in Old Town Winchester, be sure to check the latest information on all safety measures, closures, and guidance on traveling during the coronavirus.