A sunrise over a mountainous landscape with layers of clouds.

Middleburg Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middleburg Hotels with Swimming Pools

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Middleburg hotels with a pool

A swimming pool with lounge chairs and a sunset view.
A large, two-story house with a central entrance, multiple chimneys, and a well-maintained lawn with a pathway leading to the entrance.
A picnic setup with a cheese board, grapes, and a glass of white wine on a wooden table, surrounded by lush greenery and a pergola.
A restaurant with round tables, booths, and a chandelier.

1. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
  • Luxury resort pools with spa-side indulgence beckon, from indoor lap pool to seasonal outdoor retreat, free cabanas await.
RM2,979
RM3,624 total
includes taxes & fees
27 Sept - 28 Sept
Salamander Resort And Spa
A swimming pool with lounge chairs and a fence.
A lush garden with a variety of plants and trees, a small stream, and a wooden fence in the background.
A covered porch with wicker furniture, a lantern, and potted plants.
A bathroom with a bathtub, a shower, a toilet, and a window.

2. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
Middleburg
  • Seasonal outdoor pool oasis where relaxation meets historic charm in a tranquil setting.
RM1,311
RM1,494 total
includes taxes & fees
27 Oct - 28 Oct
Briar Patch Bed & Breakfast Inn
A rectangular swimming pool with a stone deck, surrounded by green lawns and trees.
A stone pathway leading to a building with a red awning and a white door.
A dining area with tables set for six, large windows, and a stone fireplace.
A modern house with a stone facade, large windows, and a sloped roof.

3. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
RM1,468
RM2,218 total
includes taxes & fees
19 Oct - 20 Oct
Goodstone Inn & Restaurant
An indoor swimming pool with clear blue water, surrounded by tiled flooring and equipped with a pool ladder.
A modern kitchen with wooden cabinets, a coffee machine, and a toaster.
A spacious living area with a sofa, armchairs, a coffee table, and a dining area with chairs and a table.
A gym with treadmills, exercise balls, and a pool in the background.

4. Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
Gainesville
  • Year-round aquatic bliss at this hotel with an indoor pool and fitness options.
RM413
RM471 total
includes taxes & fees
11 Oct - 12 Oct
Hampton Inn by Hilton Gainesville-Haymarket
A pool area with lounge chairs and a sign indicating no diving.
A hotel room with a large bed, a desk with a TV, a chair, a desk lamp, and a window with curtains.
A hotel room with a kitchenette, a dining area, a large wooden wardrobe, and a bathroom with a sink and mirror.
A hotel lobby with seating areas, a reception desk, and a large window.

5. Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
Leesburg
  • A seasonal outdoor oasis with a refreshing pool awaits at this serene hotel, perfect for summer escapes in Leesburg.
RM388
RM446 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Leesburg Hotel & Conference Center
A hallway with a dark wooden floor, white walls, and a large mirror on the right. There is a door at the end of the hallway and a small table with a vase of flowers on the left.
A spacious room with multiple round tables and chairs, stone walls, large arched windows, and a chandelier.
A stone sign with "The Inn at Evergreen" and its establishment year "circa 1826" and "est. 1968".
An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.

6. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
RM1,054
RM1,202 total
includes taxes & fees
27 Sept - 28 Sept
Inn at Evergreen
A swimming pool with clear water, surrounded by large windows and a bench.
A compact kitchen with a microwave, refrigerator, and a coffee maker. There is a dining area with a table and chairs. A blue sofa is visible in the adjacent living area.
A modern hotel room with a large bed, a seating area with a chair and ottoman, a wooden floor, and a mirror with a blue accent wall.
A Holiday Inn Express & Suites building with a modern design, featuring a blue accent wall and a well-lit entrance.

7. Holiday Inn Express & Suites Leesburg - Historic District by IHG

Holiday Inn Express & Suites Leesburg - Historic District by IHG
Leesburg
  • Relaxing poolside oasis awaits with indoor and outdoor options near Leesburg's historic district and premium shopping.
RM449
RM517 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites Leesburg - Historic District by IHG
A rectangular swimming pool with clear blue water, surrounded by a tiled deck.
An outdoor patio area with a wooden pergola, a grill, and seating.
A modern kitchen with a buffet setup, including a toaster, a food display, and a coffee station.
A lobby with a patterned sofa, green chairs, a fireplace, and a large chandelier.

8. Homewood Suites by Hilton Leesburg

Homewood Suites by Hilton Leesburg
Leesburg
  • Poolside loungers await for sun-soaked refreshment at this hotel with outdoor aquatic oasis.
RM497
RM571 total
includes taxes & fees
12 Oct - 13 Oct
Homewood Suites by Hilton Leesburg
An indoor swimming pool with clear water, tiled flooring, and seating areas.
A spacious lobby with a fireplace, comfortable seating, and a reception desk.
An outdoor patio with wooden tables and chairs, red umbrellas, and a clear view of the street in the background.
A hotel room with a large bathtub, a bedside table with a lamp, and a neatly made bed.

9. Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North
Ashburn
  • Soak in the heated indoor pool at this northern Virginia hotel with convenient airport shuttle.
RM560
RM638 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Garden Inn Dulles North
An indoor swimming pool with clear lane markings, adjacent lounge chairs, and a seating area with tables and chairs.
An outdoor seating area with cushioned sofas and chairs, a round table, and string lights.
A modern cafe with a central island, bar stools, and a variety of food and drink options.
A modern lounge area with blue sofas, a purple chair, and wicker chairs.

10. Tru By Hilton Ashburn One Loudoun, Va

Tru By Hilton Ashburn One Loudoun, Va
Ashburn
  • Make a splash in Ashburn's most stylish hotel pool with cosy cabanas and vibrant lounging areas.
RM466
RM531 total
includes taxes & fees
25 Oct - 26 Oct
Tru By Hilton Ashburn One Loudoun, Va
View all properties

Choose what matters most at hotels with a pool in Middleburg

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Middleburg Hotel Reviews

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"This property was great and the rooms are wonderful."
Gina 1-night trip
Posted 3 hours ago
Hyatt Place Herndon Dulles Airport East
HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North

10/10 Excellent
"All was fine but next door was making noise till late.. other than that it was great."
felix 1-night trip
Posted 5 hours ago
HYATT house Sterling/Dulles Airport-North
Embassy Suites by Hilton Dulles Airport

Embassy Suites by Hilton Dulles Airport

10/10 Excellent
"I love every stay ! Can’t wait to visit again ."
Ronald 2-night trip
Posted 6 hours ago
Embassy Suites by Hilton Dulles Airport
Goodstone Inn & Restaurant

Goodstone Inn & Restaurant

10/10 Excellent
"Had a wonderful few days of quiet at the Goodstone Inn. Highly recommend this as a place to stay in Middleburg."
Harriet 2-night trip
Posted 1 day ago
Goodstone Inn & Restaurant
Hilton Fairfax

Hilton Fairfax

10/10 Excellent
"We loved how spacious the room was and it was in a perfect location near all the places we wanted to visit. Not only was it clean and well maintained but it was an aaffordable price in a very expensive county!"
Samantha 1-night trip
Posted 1 day ago
Hilton Fairfax
Wingate by Wyndham Chantilly / Dulles Airport

Wingate by Wyndham Chantilly / Dulles Airport

10/10 Excellent
"Great"
Samirah 1-night trip
Posted 2 days ago
Wingate by Wyndham Chantilly / Dulles Airport

Frequently asked questions

What are some hotels with pools in Middleburg?
Salamander Resort And Spa: Features a children's pool, a seasonal outdoor pool and 2 restaurants. The Red Fox Inn & Tavern: Provides cooked-to-order, a seasonal outdoor pool and free self parking. Goodstone Inn & Restaurant: Features a snack bar/deli, an indoor pool and buffet. Hyatt Place Herndon Dulles Airport East: Features a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Hilton Fairfax: Provides complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions.
What is there to see and do in Middleburg?
Make a point to visit attractions such as Glenwood Park and National Sporting Library & Museum. During your stay, visit sights such as Middleburg Historic District, Greenhill Winery & Vineyards and Chrysalis Vineyards. You'll also discover lots of options for restaurants in Middleburg.
When is the best time to book a hotel with a pool in Middleburg?
You may want to consider accommodation that has an outdoor pool if you'll be visiting Middleburg in the hottest months of July, August or June, when the average temperature is 23°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 3°C.

Explore a world of travel with Expedia