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Find Romantic Hotels in Waynesboro, VA

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Check availability on Waynesboro Romantic Hotels

Our top choices for Waynesboro romantic hotels

Family Cottage | Blackout drapes, soundproofing, free WiFi
Iris Inn and Cabins

Iris Inn and Cabins

Iris Inn and Cabins
4.0 star property
Waynesboro
9.6 out of 10, Exceptional, (7)
"Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast."
United States
Dale
The price is AED 1,106
AED 1,231 total
includes taxes & fees
14 Dec - 15 Dec
Iris Inn and Cabins
Lobby
Hotel 24 South

Hotel 24 South

Hotel 24 South
3.0 star property
Staunton
9.4 out of 10, Exceptional, (1040)
"Super hotel in a super location! Very pleasant stay."
United States
Timothy
The price is AED 390
AED 437 total
includes taxes & fees
4 Jan - 5 January 2026
Hotel 24 South
2 indoor pools, seasonal outdoor pool, sun loungers, lifeguards on site
Massanutten Resort

Massanutten Resort

Massanutten Resort
2.5 star property
McGaheysville
8.0 out of 10, Very Good, (1133)
"My stay was fabulous the staff was great and my room was excellent "
United States
Robert
The price is AED 331
AED 454 total
includes taxes & fees
14 Dec - 15 Dec
Massanutten Resort
Meeting facility
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG
3.0 star property
Staunton
8.2 out of 10, Very Good, (1004)
"safe parking area"
United States
Walter
The price is AED 323
AED 360 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Staunton Conference Center by IHG
Terrace/patio
Omni Charlottesville Hotel

Omni Charlottesville Hotel

Omni Charlottesville Hotel
4.0 star property
North Downtown
9.2 out of 10, Wonderful, (1001)
"Friendly staff and great amenities. "
United States
Richard
The price is AED 559
AED 639 total
includes taxes & fees
14 Dec - 15 Dec
Omni Charlottesville Hotel
Room, Private Bathroom (2 - Meriwether) | View from room
Dinsmore Boutique Inn

Dinsmore Boutique Inn

Dinsmore Boutique Inn
4.0 star property
Venable
9.6 out of 10, Exceptional, (329)
"Charming, historic inn with comfortable beds. Staff was attentive and welcoming. Walkable to UVA campus, and dining options. "
United States
Nancy
The price is AED 559
AED 639 total
includes taxes & fees
14 Dec - 15 Dec
Dinsmore Boutique Inn
Property amenity
Courtyard by Marriott Harrisonburg

Courtyard by Marriott Harrisonburg

Courtyard by Marriott Harrisonburg
3.0 star property
Harrisonburg
8.4 out of 10, Very Good, (904)
"Very nice accommodations. "
Canada
Cheryl
The price is AED 320
AED 359 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Harrisonburg
Lobby
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville
4.0 star property
Rio
8.2 out of 10, Very Good, (1000)
"Nice clean room, great staff"
United States
Dwayne
The price is AED 343
AED 392 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Charlottesville
Porch
Silver Lake Bed and Breakfast

Silver Lake Bed and Breakfast

Silver Lake Bed and Breakfast
2.5 star property
Dayton
9.8 out of 10, Exceptional, (346)
"It was a beautiful B&B"
United States
Albert
Silver Lake Bed and Breakfast
Exterior
The Farmhouse at Veritas

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (33)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
The price is AED 808
AED 907 total
includes taxes & fees
5 Jan - 6 January 2026
The Farmhouse at Veritas
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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Top Waynesboro Hotel Reviews

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent
"This hotel is Gorgeous inside. Very clean and the staff is welcoming and accommodating!!! Beds are comfortable and room is spacious !! Will return!! "
candace 1-night trip
Posted 5 days ago
DoubleTree by Hilton Hotel Charlottesville

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Frequently asked questions

Searching for romantic hotels in Waynesboro?
Are you and your partner looking for a romantic vacation? Our guests also love Waynesboro for its array of dining options and hiking. If you want to explore the area, you might head to Rockfish Gap Entrance Shenandoah, Shenandoah National Park, or George Washington National Forest. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Waynesboro?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Waynesboro: The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Waynesboro is 50 inches.
What is there to do in Waynesboro?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Waynesboro has to offer. Couples looking for a little of everything will enjoy Waynesboro for its wineries, restaurants, and hiking. Rockfish Gap Entrance Shenandoah, Shenandoah National Park, and George Washington National Forest are worth a stop when you're out and about.
What's the best way to get to Waynesboro and around town during my romantic getaway?
These transportation options in Waynesboro might help your romantic getaway go off without a hitch: Make your way to Waynesboro with a flight to Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is the closest major airport located 13.5 mi (21.8 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.