Photo by Melissa Smestad
Cheap Hotels in Wintergreen
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Cheap Hotels in Wintergreen
10.0 out of 10, Exceptional, (3)
10/10
Exceptional
(3)
The price is $343
$343
$585 total
includes taxes & fees
Dec 22 - Dec 23
The Blackburn Inn and Conference Center
The Blackburn Inn and Conference Center3.5 star property
Staunton
9.2 out of 10, Wonderful, (1000)
9.2/10
Wonderful
(1000)
The price is $100
$100
$112 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Plus Waynesboro Inn & Suites Conference Center
Best Western Plus Waynesboro Inn & Suites Conference Center2.5 star property
Waynesboro
8.6 out of 10, Excellent, (1001)
8.6/10
Excellent
(1001)
The price is $72
$72
$80 total
includes taxes & fees
Dec 21 - Dec 22
9.4 out of 10, Exceptional, (1041)
9.4/10
Exceptional
(1041)
The price is $108
$108
$121 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
The price is $69
$69
$77 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Holiday Inn Express & Suites Staunton by IHG
Holiday Inn Express & Suites Staunton by IHG2.5 star property
Staunton
9.6 out of 10, Exceptional, (904)
9.6/10
Exceptional
(904)
The price is $88
$88
$98 total
includes taxes & fees
Jan 1 - Jan 2, 2026
9.0 out of 10, Wonderful, (609)
9.0/10
Wonderful
(609)
The price is $98
$98
$109 total
includes taxes & fees
Dec 25 - Dec 26
8.4 out of 10, Very Good, (1005)
8.4/10
Very Good
(1005)
The price is $79
$79
$87 total
includes taxes & fees
Dec 28 - Dec 29
9.4 out of 10, Exceptional, (427)
9.4/10
Exceptional
(427)
The price is $130
$130
$145 total
includes taxes & fees
Jan 2 - Jan 3, 2026
9.2 out of 10, Wonderful, (1375)
9.2/10
Wonderful
(1375)
The price is $77
$77
$86 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (1000)
8.6/10
Excellent
(1000)
The price is $77
$77
$86 total
includes taxes & fees
Jan 11 - Jan 12, 2026
7.6 out of 10, Good, (948)
7.6/10
Good
(948)
The price is $58
$58
$64 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Staunton Conference Center by IHG
Holiday Inn Staunton Conference Center by IHG3.0 star property
Staunton
8.2 out of 10, Very Good, (1002)
8.2/10
Very Good
(1002)
The price is $88
$88
$98 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Staunton
Fairfield Inn & Suites by Marriott Staunton2.5 star property
Staunton
9.2 out of 10, Wonderful, (430)
9.2/10
Wonderful
(430)
The price is $119
$119
$133 total
includes taxes & fees
Dec 26 - Dec 27
9.6 out of 10, Exceptional, (115)
9.6/10
Exceptional
(115)
The price is $111
$111
$141 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites Waynesboro East by IHG
Holiday Inn Express & Suites Waynesboro East by IHG2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (460)
9.2/10
Wonderful
(460)
The price is $114
$114
$127 total
includes taxes & fees
Dec 21 - Dec 22
7.2 out of 10, Good, (1001)
7.2/10
Good
(1001)
The price is $72
$72
$80 total
includes taxes & fees
Dec 21 - Dec 22
8.0 out of 10, Very Good, (923)
8.0/10
Very Good
(923)
The price is $90
$90
$101 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.8 out of 10, Exceptional, (188)
9.8/10
Exceptional
(188)
The price is $171
$171
$191 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.2 out of 10, Wonderful, (439)
9.2/10
Wonderful
(439)
The price is $135
$135
$150 total
includes taxes & fees
Dec 28 - Dec 29
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.
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.
Top landmarks in Wintergreen
Wintergreen Resort
Wintergreen Resort
Skiers and snowboarders might want to test out the slopes at Wintergreen Resort, a skiing spot located 3.2 mi (5.1 km) from central Wintergreen.
Bold Rock Hard Cider Nellysford Cidery
Bold Rock Hard Cider Nellysford Cidery
Bold Rock Hard Cider Nellysford Cidery is 0.4 mi (0.6 km) from central Wintergreen, why not stop by during your stay.
Stoney Creek Golf Course
Stoney Creek Golf Course
You might want to practice your swing at Stoney Creek Golf Course, a golf course located 1.3 mi (2.1 km) from central Wintergreen.
Hill Top Berry Farm & Winery
Hill Top Berry Farm & Winery
You can enjoy a tasting or tour at Hill Top Berry Farm & Winery during your travels to Nellysford. Discover the mountain views and top-notch restaurants in this vibrant area.
Frequently asked questions
What are the best cheap things to do in Wintergreen?
Sightseeing doesn't have to be expensive. You if want to get outdoors, try a visit to George Washington National Forest or make a stop at attractions like Bold Rock Hard Cider Nellysford Cidery. Be certain a visit to Raven's Roost Overlook is in your plans.