Book 5 Star Hotels in Old Town Winchester
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Featured Old Town Winchester 5 Stars Hotels
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Free Cancellation
Reserve now, pay when you stay
0.18 mi from Old Town Winchester
$122 nightly
The price is $138 total per night
$138 total
Jun 14 - Jun 15
Total with taxes and fees
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this spa hotel include conference space, a business center, and coffee/tea in a common area.
Pool
Spa
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Free Cancellation
1.26 mi from Old Town Winchester
$72 nightly
The price is $81 total per night
$81 total
Jun 28 - Jun 29
Total with taxes and fees
Spark by Hilton Winchester offers a gym, meeting rooms, and conference space. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, express check-out, and laundry facilities.
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.78 mi from Old Town Winchester
$71 nightly
The price is $77 total per night
$77 total
Jun 8 - Jun 9
Total with taxes and fees
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, a TV in a common area, and a vending machine.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
1.8 mi from Old Town Winchester
$123 nightly
The price is $133 total per night
$133 total
Jun 9 - Jun 10
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Free Cancellation
2.01 mi from Old Town Winchester
$101 nightly
The price is $110 total per night
$110 total
Jul 5 - Jul 6
Total with taxes and fees
At Holiday Inn Winchester Se-Historic Gateway by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Free Cancellation
Reserve now, pay when you stay
2.56 mi from Old Town Winchester
$91 nightly
The price is $99 total per night
$99 total
Jun 14 - Jun 15
Total with taxes and fees
Built in 2022, the brand new Microtel Inn & Suites by Wyndham Winchester offers an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include express check-out, laundry facilities, and a vending machine.
Pool
Breakfast included
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Free Cancellation
Reserve now, pay when you stay
2.71 mi from Old Town Winchester
$92 nightly
The price is $101 total per night
$101 total
Jul 6 - Jul 7
Total with taxes and fees
At TRU By Hilton Winchester, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. This hotel also has a 24-hour business center.
Pool
Breakfast included
Hillbrook Inn
4490 Summit Point Road Charles Town WV
13.45 mi from Old Town Winchester
$170 nightly
The price is $187 total per night
$187 total
Jun 10 - Jun 11
Total with taxes and fees
Hillbrook Inn features a gym, free WiFi in public areas, and conference space. There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, a library, and a terrace.
Breakfast included
Spa
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Free Cancellation
Reserve now, pay when you stay
16.01 mi from Old Town Winchester
$82 nightly
The price is $91 total per night
$91 total
Jun 21 - Jun 22
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley features a gym, free WiFi in public areas, and a business center. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include an arcade/game room, a TV in a common area, and a vending machine.
Breakfast included
Pet friendly
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View all propertiesLowest 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.
Best 5 star hotels in Old Town Winchester
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Old Town Winchester. After all, treating yourself to the finer things is what vacations are about.
What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Old Town Winchester hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.
What amenities can I expect at a 5 star hotel?
Old Town Winchester 5 star hotels and resorts typically offer luxury amenities such as:
- Gourmet restaurant
- Full-service fitness center with pool
- Luxury spa
- Welcome gifts upon arrival
- Top-of-the-line beds and linens
- Designer personal care products
- Premium cable, free Wi-Fi and device docking stations
How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Old Town Winchester with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:
- Search hotels by price, ranging from $77 to $187
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 367 5 star hotels in Old Town Winchester!
Old Town Winchester hotels essential information
Accommodation | 367 hotels |
|---|---|
Lowest Price | $77 |
Highest Price | $187 |
Popular hotels | The George Washington Hotel, A Wyndham Grand Hotel, Spark by Hilton Winchester, TRU By Hilton Winchester, Travelodge by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, La Quinta Inn & Suites by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, Ramada by Wyndham Strasburg/Shenandoah Valley, Hillbrook Inn |
Recent Reviews
TRU By Hilton Winchester
5/5 Excellent
"The rooms are a bit small but well organized. They have a huge lobby where you can play pool, read a book or gather with friends. The breakfast was incredible. Lots of choices and very good. Many different types of coffee available all day. We would definitely reserve again at Tru by Hilton."
A verified traveler stayed at TRU By Hilton Winchester
Posted less than an hour ago
