
Find Hotels with a Pool in Upperville, VA
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Check availability on Upperville Hotels with a Pool
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Sep 4 - Sep 5Tomorrow
Sep 5 - Sep 6This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Upperville hotels with a pool




1. Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
- Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness center for active travelers.
$122 nightly
$136 total
Sep 28 - Sep 29
Total with taxes and fees




2. Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
- Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
$93 nightly
$103 total
Sep 7 - Sep 8
Total with taxes and fees




3. DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
- Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
$122 nightly
$135 total
Sep 13 - Sep 14
Total with taxes and fees




4. Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National ParkFront Royal
- Summer bliss awaits at this refreshed hotel with seasonal pool near Shenandoah National Park.
$63 nightly
$70 total
Sep 13 - Sep 14
Total with taxes and fees




5. La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
- Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
$109 nightly
$121 total
Sep 6 - Sep 7
Total with taxes and fees




6. Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
- Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
$106 nightly
$120 total
Sep 13 - Sep 14
Total with taxes and fees




7. Quality Inn Winchester
Quality Inn WinchesterWinchester
- Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
$80 nightly
$89 total
Sep 13 - Sep 14
Total with taxes and fees




8. Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
- Splash into seasonal fun at this rural retreat with a refreshing pool and loungers.
$88 nightly
$98 total
Sep 13 - Sep 14
Total with taxes and fees
View all properties
Top Upperville Hotel Reviews
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
"Clean room quiet front desk employees are always awesome !!"
Quality Inn Winchester
10/10 Excellent
"Convenient and surprisingly nice for the price"
Best Western Leesburg Hotel & Conference Center
8/10 Good
"Staff was pleasant and very accomadating. Breakfast was disappointing...would have appreciated some yogurt and more fruit options and a few tea bags choices. But area was clean and pleasant. My friend's room facing the poolside of the building was updated and had better AC control. My room facing the parking lot had an AC that was loud making it difficult to sleep. But overall a great experience for 3 nights that was very reasonable! Will stay there again!"
DoubleTree by Hilton Front Royal Blue Ridge Shadows
10/10 Excellent
"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."
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