Compare Hotels with Pool in Winchester

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Winchester

Featured Winchester Hotels with Pool

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 NZ$165 per night from 27 May to 28 May
NZ$165
per night
27 May - 28 May
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Winchester, VA
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 NZ$232 per night from 27 May to 28 May
NZ$232
per night
27 May - 28 May
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the bar in our reviews. ...
The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 3 Jun to 4 Jun
NZ$178
per night
3 Jun - 4 Jun
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
Spark by Hilton Winchester
Save an average of 15% on thousands of hotels when you're signed in
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 26 May to 27 May
NZ$194
per night
26 May - 27 May
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
La Quinta Inn & Suites by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4 out of 5
111 Hospitality Drive, Front Royal, VA
Fully refundableReserve now, pay when you stay
The price is NZ$218 per night from 9 Jun to 10 Jun
NZ$218
per night
9 Jun - 10 Jun
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the pool and the restaurant in our reviews. ...
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Twi-Lite Inn

Twi-Lite Inn

2 out of 5
53 West 14th Street, Front Royal, VA
The price is NZ$153 per night from 6 Jun to 7 Jun
NZ$153
per night
6 Jun - 7 Jun
Stay at this motel in Front Royal. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
Twi-Lite Inn
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5
9800 Winchester Rd, Front Royal, VA
Fully refundableReserve now, pay when you stay
The price is NZ$222 per night from 2 Jun to 3 Jun
NZ$222
per night
2 Jun - 3 Jun
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Front Royal
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 NZ$127 per night from 9 Jun to 10 Jun
NZ$127
per night
9 Jun - 10 Jun
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Travelodge by Wyndham Winchester
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
140 Costello Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$150 per night from 26 May to 27 May
NZ$150
per night
26 May - 27 May
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sleep Inn & Suites
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Hotels With Pools In Winchester

For those who are one with the water, finding Winchester accommodation with a pool is at the top of your requirements—just below sunshine and tiny umbrellas. And while you may not have a personal butler to serve your frosty adult beverages (although it’s probably an option), you will have fresh towels and cool water. Whether you want to channel your inner Michael Phelps or sprawl out on a lounge like a rich socialite (if only you had a yacht!), you know that no escape is complete without a pool.

Heat up with hotel activities, then cool off in the refreshing H2O…or just post up in the pool all day on your favourite alligator floating raft—we won’t judge. You were made for chillin’, and hotels with pools in Winchester were made for you. If you do want to get out and about, many accommodation options offer lounges and restaurants or are centrally located near popular shopping, dining and entertainment.

Live the “sun’s out, guns out” lifestyle on your next holiday. You’ll find such a huge variety of Winchester hotels with a pool on lastminute.co.nz, your toughest choice might be whether you want a swim-up bar or a complimentary cabana. Whatever your inner mermaid (or merman) desires, you’re sure to find it, plus all the best amenities for when you get back to dry land. Practice your swan dive and pack your sunnies and boardies—you’re about to take the plunge into deals that will have you saying, “Ahhh!”

Winchester hotels essential information

Accommodation
1,850 hotels
Lowest Price
NZ$127
Highest Price
NZ$232
Popular hotels
Country Inn & Suites by Radisson, Winchester, VA, The George Washington Hotel, A Wyndham Grand Hotel, Spark by Hilton Winchester, La Quinta Inn & Suites by Wyndham Winchester, DoubleTree by Hilton Front Royal Blue Ridge Shadows, Twi-Lite Inn, Hampton Inn Front Royal, Travelodge by Wyndham Winchester, Sleep Inn & Suites

Most recent Winchester hotel reviews

More ways to explore Winchester