The Best Hotels with a Pool in Middlebrook, VA from AED 213 in 2026

Q: What are some accommodations with pools in Middlebrook?

Howard Johnson by Wyndham Lexington : Features daily, a seasonal outdoor pool, and free self parking. Hotel 24 South : Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Avid hotel Staunton by IHG : Provides a snack bar/deli, an indoor pool, and daily. Holiday Inn Staunton Conference Center by IHG : Features a snack bar/deli, a pool, and free self parking. Holiday Inn Express & Suites Staunton by IHG : Offers complimentary wireless internet access, an indoor pool, and flat-screen televisions.

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Our top choices for Middlebrook hotels with a pool

1. Quality Inn Waynesboro - Skyline Drive

Waynesboro

Seasonal outdoor pool offers refreshing summer swims near Shenandoah National Park, with mountain adventures awaiting nearby.

AED 274 total

includes taxes & fees

16 Aug - 17 Aug

2. Econo Lodge Waynesboro - Skyline Drive

Waynesboro

Dive into refreshing summer days at this mountain-view motel with a sparkling seasonal outdoor pool.

AED 213 total

includes taxes & fees

6 Sep - 7 Sep

3. Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Waynesboro

Historic riverside retreat offers sprawling pool, hot tub, and mountain adventures near Shenandoah Park.

AED 2,114 total

includes taxes & fees

3 Sep - 4 Sep

4. Red White & WTG: Hot Tub, 5 Bedrooms!

Pedlars Edge

Smart TV, fireplace, table tennis, books

5. 4 BR cabin mins to trails & breweries pets welcome

Chestnut Springs

AED 2,244 total

includes taxes & fees

24 Aug - 25 Aug

Coffee/tea maker, fridge, microwave, oven

6. Your Ski-In and Ski-Out Wintergreen Escape

Wintergreen Resort

AED 1,440 total

includes taxes & fees

18 Aug - 19 Aug

7. Three Ridges 64 With Wintergreen Advantage

Chestnut Springs

AED 1,224 total

includes taxes & fees

1 Sep - 2 Sep

8. Highridge Court 08 with Wintergreen Advantage

Chestnut Springs

AED 1,856 total

includes taxes & fees

7 Aug - 8 Aug

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Choose what matters most at hotels with a pool in Middlebrook

Breakfast included

4 stars

Top Middlebrook Hotel Reviews

Howard Johnson by Wyndham Lexington

8/10 Good

"Liked the balcony"

Sleep Inn & Suites Virginia Horse Center

8/10 Good

"Would be nice to know before I checked in that the pool is closed for maintenance. I picked that hotel because it had a pool. It was my little vacation with my kids and we were so excited to go to the pool but I guess this is not so important to inform your guests about it. I would probably pick different hotel for my next trip"

Frequently asked questions

What are some accommodations with pools in Middlebrook?

Howard Johnson by Wyndham Lexington: Features daily, a seasonal outdoor pool, and free self parking. Hotel 24 South: Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Avid hotel Staunton by IHG: Provides a snack bar/deli, an indoor pool, and daily. Holiday Inn Staunton Conference Center by IHG: Features a snack bar/deli, a pool, and free self parking. Holiday Inn Express & Suites Staunton by IHG: Offers complimentary wireless internet access, an indoor pool, and flat-screen televisions.

What is there to see and do in Middlebrook?

Make a point to visit attractions like George Washington National Forest and Staunton Railroad Station. Discover sights such as Frontier Culture Museum, American Shakespeare Center, and The Woodrow Wilson Presidential Library during your stay.

When is the best time to book a hotel with a pool in Middlebrook?

You may want to consider an accommodation that offers an outdoor pool if you will be visiting Middlebrook in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 37°F.

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Check availability on Middlebrook Hotels with a Pool

Our top choices for Middlebrook hotels with a pool

1. Quality Inn Waynesboro - Skyline Drive

2. Econo Lodge Waynesboro - Skyline Drive

3. Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

4. Red White & WTG: Hot Tub, 5 Bedrooms!

5. 4 BR cabin mins to trails & breweries pets welcome

6. Your Ski-In and Ski-Out Wintergreen Escape

7. Three Ridges 64 With Wintergreen Advantage

8. Highridge Court 08 with Wintergreen Advantage

9. Mountain Inn Studio 96 with Wintergreen Advantage

10. Laurelwood 43 with Wintergreen Advantage

Choose what matters most at hotels with a pool in Middlebrook

Top Middlebrook Hotel Reviews

Howard Johnson by Wyndham Lexington

Sleep Inn & Suites Virginia Horse Center

Howard Johnson by Wyndham Staunton

Wingate by Wyndham Lexington

Frequently asked questions

Find Hotels with a Pool in Middlebrook, VA

Change your mind

Treat yourself

Be picky

Check availability on Middlebrook Hotels with a Pool

Our top choices for Middlebrook hotels with a pool

1. Quality Inn Waynesboro - Skyline Drive

2. Econo Lodge Waynesboro - Skyline Drive

3. Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

4. Red White & WTG: Hot Tub, 5 Bedrooms!

5. 4 BR cabin mins to trails & breweries pets welcome

6. Your Ski-In and Ski-Out Wintergreen Escape

7. Three Ridges 64 With Wintergreen Advantage

8. Highridge Court 08 with Wintergreen Advantage

9. Mountain Inn Studio 96 with Wintergreen Advantage

10. Laurelwood 43 with Wintergreen Advantage

Choose what matters most at hotels with a pool in Middlebrook

Top Middlebrook Hotel Reviews

Howard Johnson by Wyndham Lexington

Frequently asked questions