Upperville Travel Guide

Tourist Guide

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.
A lush green field with wildflowers and a distant view of rolling hills and a red-roofed building.
A grassy path leading through a field with a forested hill in the background.
A gravel path flanked by wooden fences and surrounded by trees.
A narrow dirt path through a grassy field with wildflowers and tall grasses.
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
The price is NZ$471 per night from 7 Sept to 8 Sept
NZ$471
7 Sept - 8 Sept
includes taxes & fees
Stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (1,007 reviews)
"I liked this place. It's not stellar, but it is full-service and pleasant. Plenty of things to do and the staff is competent."

Reviewed on 5 Aug 2026

Lansdowne Resort and Spa
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
The price is NZ$1,115 per night from 3 Sept to 4 Sept
NZ$1,115
3 Sept - 4 Sept
includes taxes & fees
Stay at this luxury resort in Middleburg. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Popular attractions Middleburg Community Center and Red Fox ...
9.2/10 Wonderful! (410 reviews)
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!!"

Reviewed on 21 July 2026

Salamander Resort And Spa
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
The price is NZ$181 per night from 30 Aug to 31 Aug
NZ$181
30 Aug - 31 Aug
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,014 reviews)
"Had to go back to desk 2 times after checking in while my wife stood outside our room with luggage in the hall because the keys didn't work. Very frustrating! Also, only 7 channels worked on the TV, was told this was Comcast fault."

Reviewed on 6 Aug 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 736 properties in Upperville
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.
Wild And Wonderful Silos

Wild And Wonderful Silos

Harpers Ferry WV
Stay at this cabin in Harpers Ferry. Enjoy free Wi-Fi, a sauna and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at ...
8.2/10 Very good! (26 reviews)
"Pros- close to activities, cute home, large outdoor area, supplied coffee & variety of shower soaps. Great water pressure in shower. Fire pit was nice, need to take kindling. Bathrobes provided. Cons- stairs are treacherous. Railing is not attached properly. Weeds are taking over property. Walkway ..."

Reviewed on 11 July 2026

Wild And Wonderful Silos
Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses

Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses

Purcellville VA
Stay at this cottage in Purcellville. Enjoy free Wi-Fi, a garden and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino ...
10/10 Exceptional! (9 reviews)
"Our host was wonderful. She was responsive and accommodating. The space was beautifully decorated, and the property was even more gorgeous. We will absolutely be staying again. We had a lovely stay, and could not have been more pleased."

Reviewed on 6 Aug 2026

Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Harpers Ferry WV
Stay at this family-friendly cabin in Harpers Ferry. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shenandoah Lake Beach and Shannondale ...
10/10 Exceptional! (98 reviews)
"This was such a lovely, clean home. The robes were such a nice touch! We didn’t want to leave. It’s in a peaceful spot and felt very homey. Thank you for being dog friendly."

Reviewed on 2 Aug 2026

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
See all properties in Upperville
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.

Stay near popular Upperville attractions

Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville.
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