Hotels with Pool & Resorts in Sleepy Hollow from AU$137

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Check availability on Sleepy Hollow Hotels with Pool

Our top choices for Sleepy Hollow hotels with a pool

Seasonal outdoor pool

SureStay Plus Hotel by Best Western Berkeley Springs

SureStay Plus Hotel by Best Western Berkeley Springs
2.5 star property
Berkeley Springs
8.6 out of 10, Excellent, (981 reviews)
  • cleanliness
    Seasonal pool escape that keeps Berkeley Springs travellers smiling with pristine waters and sunny lounging.
The price is AU$157
includes taxes & fees
18 May - 19 May
SureStay Plus Hotel by Best Western Berkeley Springs
Exterior

The Country Inn of Berkeley Springs

The Country Inn of Berkeley Springs
3.5 star property
Berkeley Springs
9.0 out of 10, Wonderful, (953 reviews)
  • cleanliness
    Dive into a blissful poolside getaway with lush gardens, complete with access to a nearby outdoor oasis and spa treatments.
The price is AU$198
includes taxes & fees
20 May - 21 May
The Country Inn of Berkeley Springs
Exterior

Fireplace, Fire Pit, Deck, WiFi & Pool Access

Fireplace, Fire Pit, Deck, WiFi & Pool Access
The Woods
8.0 out of 10, Very good, (2 reviews)
The price is AU$477
includes taxes & fees
18 May - 19 May
Fireplace, Fire Pit, Deck, WiFi & Pool Access
Exterior

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
The Woods
9.8 out of 10, Exceptional, (59 reviews)
The price is AU$558
includes taxes & fees
25 May - 26 May
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
Indoor pool

Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.4 out of 10, Exceptional, (790 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this indoor pool haven with spacious, immaculate rooms.
The price is AU$172
includes taxes & fees
24 May - 25 May
Hilton Garden Inn Martinsburg
2 outdoor pools

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
8.4 out of 10, Very good, (5 reviews)
  • cleanliness
    Serene woodland cabin retreat offers 2 outdoor pools and a spa pool for ultimate relaxation.
The price is AU$388
includes taxes & fees
18 May - 19 May
2-Bedroom cabin Hot tub Fireplace PS5
Indoor pool

Holiday Inn Express & Suites Clear Spring by IHG

Holiday Inn Express & Suites Clear Spring by IHG
2.5 star property
Clear Spring
8.4 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Splash into mountain adventures at this rural retreat with year-round indoor pool and ski amenities.
The price is AU$152
includes taxes & fees
31 May - 1 June
Holiday Inn Express & Suites Clear Spring by IHG
Indoor pool

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD
3.0 star property
Hagerstown
8.6 out of 10, Excellent, (1,266 reviews)
  • cleanliness
    Swimming laps or just lounging? This indoor pool paradise delivers a splashy good time.
The price is AU$152
includes taxes & fees
7 June - 8 June
Country Inn & Suites by Radisson, Hagerstown, MD
Indoor pool

Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV
3.0 star property
Martinsburg
9.8 out of 10, Exceptional, (552 reviews)
  • cleanliness
    Splash into relaxation at this clean indoor pool, where fitness meets family fun in Martinsburg.
The price is AU$173
includes taxes & fees
21 May - 22 May
Home2 Suites by Hilton Martinsburg, WV
Pool

Fire Pit, Arcade Games, Deck, Grill & Pool Access

Fire Pit, Arcade Games, Deck, Grill & Pool Access
The Woods
9.8 out of 10, Exceptional, (6 reviews)
The price is AU$561
includes taxes & fees
8 June - 9 June
Fire Pit, Arcade Games, Deck, Grill & Pool Access
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.
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Choose what matters most at hotels with a pool in Sleepy Hollow

Breakfast included
4 stars

Top Sleepy Hollow Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

6/10 Okay
"Room was outdated and needed refreshed. Staff at breakfast ok but could have been friendlier. "
Timothy 1-night trip
Posted 2 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD

Frequently asked questions

What are some hotels with pools in Sleepy Hollow?
Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi: Offers buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Secluded WV Retreat Hot Tub, Fire Pit & Kayaks: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi: Features buffet, a seasonal outdoor pool and free self parking. Hampton Inn Martinsburg: Offers buffet, an indoor pool and free self parking. Country Inn & Suites by Radisson, Hagerstown, MD: Provides full, a seasonal outdoor pool and free self parking.
What is there to see and do in Sleepy Hollow?
Make a point to visit attractions such as Frog Valley Artisans, LTD and Long Acres Alpaca Farm. Discover sights such as Sleepy Creek Wildlife Management Area during your stay.
When is the best time to book a hotel with a pool in Sleepy Hollow?
You may want to think about accommodation with an outdoor swimming pool if you'll be visiting in the hottest months of July, August or June, when the average temp is 22°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 2°C.

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