What's it like in Chestnut Springs?

Travelers are sure to enjoy a stay in Wintergreen's Chestnut Springs neighborhood. Consider a visit to Wintergreen Resort as part of your Chestnut Springs travel plans.

What's a favorite place to stay in Chestnut Springs?

For your stay in Chestnut Springs, New Build! Log Cabin with Hot Tub in Wintergreen is one of the top choices based on our traveler data. Other good options for your stay in the area include Theater Room, Fooseball, Firepit, Mountains! and Wintergreen cabin, hot tub, sauna, walk to trails .

How many hotels will I find in Chestnut Springs?

Expedia has 74 hotels and other accommodations in Chestnut Springs to choose from, making this an ideal home base for exploring the greater Wintergreen area.

If I need to cancel my hotel reservation in Chestnut Springs, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in Chestnut Springs.

Where can I learn more about changing or cancelling my trip to Chestnut Springs?

To access more information about rescheduling or cancelling your trip to Chestnut Springs, head over to our customer service page .

What can I see and do in this Wintergreen neighborhood?

Wintergreen Resort is an attraction you might want to check out while you're in Chestnut Springs. While you're out sightseeing in Wintergreen, be sure to visit other sights like Raven's Roost Overlook or Humpback Rocks.

Top Chestnut Springs Hotels

A waterfall in a forest with autumn leaves.

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Our top choices for Chestnut Springs hotels

A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

1. Holiday Inn Express & Suites Waynesboro East by IHG

14.4 km from Chestnut Springs

John

￥18,716 total

includes taxes & fees

Nov 10 - Nov 11

A spacious living area with a wooden staircase, a dining table, and a sofa.

2. Blackwood Chalet

2.2 km from Chestnut Springs

Patrick

￥67,379 total

includes taxes & fees

Oct 14 - Oct 15

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, multiple flagpoles, and a well-maintained landscaped garden.

3. Spark by Hilton Waynesboro

14.5 km from Chestnut Springs

John

￥14,832 total

includes taxes & fees

Oct 18 - Oct 19

A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

4. Best Western Plus Waynesboro Inn & Suites Conference Center

14.6 km from Chestnut Springs

tiawana

￥14,477 total

includes taxes & fees

Oct 15 - Oct 16

5. Wingate by Wyndham Waynesboro

14.6 km from Chestnut Springs

Deb

￥14,305 total

includes taxes & fees

Oct 25 - Oct 26

A two-story house with a deck, large windows, and a garage.

6. Love Ridge Mountain Lodging

8.4 km from Chestnut Springs

Josh

￥31,791 total

includes taxes & fees

Nov 11 - Nov 12

An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

7. Residence Inn Marriott Waynesboro

14.6 km from Chestnut Springs

Preston

￥23,660 total

includes taxes & fees

Nov 8 - Nov 9

A two-story building with a porch and a yellow door.

8. Basecamp151

9.5 km from Chestnut Springs

Matthew

￥21,044 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

9. Days Inn by Wyndham Waynesboro

14.5 km from Chestnut Springs

Preston

￥10,334 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with two beds, a desk with a chair, a lamp, and a large landscape painting on the wall.

10. Super 8 by Wyndham Waynesboro

14.7 km from Chestnut Springs

Brian

￥11,381 total

includes taxes & fees

Nov 1 - Nov 2

A wooden bench with metal legs in an outdoor area with gravel ground.

11. Grey Pine Lodge

14.2 km from Chestnut Springs

Dennis

￥24,910 total

includes taxes & fees

Oct 14 - Oct 15

A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

12. Piedmont Grove

7 km from Chestnut Springs

Melissa

￥42,935 total

includes taxes & fees

Oct 14 - Oct 15

A swimming pool area with four lounge chairs and large windows offering a view of trees.

13. Hampton Inn Waynesboro/Stuarts Draft

17.5 km from Chestnut Springs

Brian

￥20,871 total

includes taxes & fees

Nov 11 - Nov 12

A wooden porch with two rocking chairs and a white fence.

14. The Farmhouse at Veritas

12.9 km from Chestnut Springs

Carlos

￥61,222 total

includes taxes & fees

Nov 5 - Nov 6

A spacious living room with a stone fireplace, large windows, and a high ceiling.

15. Iris Inn and Cabins

13 km from Chestnut Springs

Judy

￥66,381 total

includes taxes & fees

Oct 19 - Oct 20

A modern cafe with a self-serve coffee station, refrigerated display case, and a variety of food items on the counter.

16. Quality Inn Waynesboro - Skyline Drive

16 km from Chestnut Springs

Priscilla

￥10,450 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a covered entrance, parking lot, and a clear sky.

17. Holiday Inn Express & Suites Staunton by IHG

23.4 km from Chestnut Springs

John

￥18,009 total

includes taxes & fees

Nov 12 - Nov 13

A swimming pool with four lounge chairs and a view of trees through large windows.

18. Avid Hotel Staunton

23.2 km from Chestnut Springs

Sumanjit

￥17,796 total

includes taxes & fees

Nov 4 - Nov 5

A spacious lobby with multiple seating areas, a grand piano, and a reception desk.

19. Hotel 24 South

26.7 km from Chestnut Springs

James

￥18,919 total

includes taxes & fees

Nov 10 - Nov 11

A reception desk with a 'Sleep Inn' sign, a 'Welcome!' sign, a 'Manager On Duty' sign, a 'Check Out' sign, and a 'Check In' sign.

20. Sleep Inn Staunton

22.9 km from Chestnut Springs

Dan

￥15,604 total

includes taxes & fees

Nov 4 - Nov 5

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Where to stay in Chestnut Springs

Find the best Chestnut Springs areas and neighborhoods for the activities you enjoy most.

Laurel Ridge

A mountainous landscape with autumn foliage and a layer of fog.

Laurel Ridge

When in Laurel Ridge, you can plan a visit to Wintergreen Resort and Raven's Roost Overlook, some noteworthy sights in the nearby area.

See properties

Top Chestnut Springs Hotel Reviews

Sleep Inn Staunton

10/10 Excellent

"Found the staff to be very friendly and helpful. The breakfast was delicious and many options each day. Overall, even with a lot of guests staying, it was quiet in the rooms."

The Blackburn Inn and Conference Center

10/10 Excellent

"This place was cool. It is in what used to be a mental hospital. It’s supposedly haunted (I didn’t see any ghosts), so if you find that and the history interesting, you’ll like this place. The property is nice, the rooms are clean and comfortable. The building is very interesting. There are some original doors from when it was a hospital and prison. It’s so cool. Very nice hotel with friendly staff."

New Build! Log Cabin with Hot Tub in Wintergreen

8/10 Good

"Loved this for a Girls' weekend in the Fall. Only reason I didn't give it 5 stars is we did have an issue with the hot tub. We booked it for that reason and checked prior to arriving that it was working and would be ready. We were told it was and it was....not. Whomever checked didn't look closely and it was in sleep mode and took several hours to warm up. Pretty darn frustrating when you're staying only two nights and it was unuseable for the first. Also, it's a beautiful space will a well stocked kitchen and comfy furniture overall. However, bring an allen wrench in your first aid kit if using the bunk beds because they were ALL LOOSE and in serious need of tightening and without anytime someone moves, the other person feels it and hears the squeaks. There are NO full length mirrors--none in closets or bedrooms-- and with only three bathrooms and 6 bedrooms with 9 people-- you need more. Also, the bathtubs do not have anti-slip mats and are incredibly slippery. If you have little ones or unstable adults, recommend bringing one yourself.Two hairdryers were also missing the safety backs and suck in hair. It's a beautiful location and overall comfortable space but needs some quality checks and a few adjustments for large groups. That being said, we would 1000% stay here again but bring all of the above items."

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Our top choices for Chestnut Springs hotels

1. Holiday Inn Express & Suites Waynesboro East by IHG

2. Blackwood Chalet

3. Spark by Hilton Waynesboro

4. Best Western Plus Waynesboro Inn & Suites Conference Center

5. Wingate by Wyndham Waynesboro

6. Love Ridge Mountain Lodging

7. Residence Inn Marriott Waynesboro

8. Basecamp151

9. Days Inn by Wyndham Waynesboro

10. Super 8 by Wyndham Waynesboro

11. Grey Pine Lodge

12. Piedmont Grove

13. Hampton Inn Waynesboro/Stuarts Draft

14. The Farmhouse at Veritas

15. Iris Inn and Cabins

16. Quality Inn Waynesboro - Skyline Drive

17. Holiday Inn Express & Suites Staunton by IHG

18. Avid Hotel Staunton

19. Hotel 24 South

20. Sleep Inn Staunton

Where to stay in Chestnut Springs

Laurel Ridge

Top Chestnut Springs Hotel Reviews

Sleep Inn Staunton

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