A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Upperville Chalets

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Upperville chalets

A cozy outdoor seating area with wicker chairs and a wooden deck.

1. Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger

Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Super nice place. We enjoyed everything about it, and it rained the entire time. Everything seems brand new (dishes, fireplace, furniture). Would love to come back and stay again."
United States
Geoff D.
$603 nightly
The price is $670
Oct 25 - Oct 26
Total with taxes and fees
Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger
A wooden porch with a bench and a table, a 'HELLO' sign, and a 'WELCOME' sign.

2. Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Harpers Ferry
9.8 out of 10, Exceptional, (7 reviews)
"The host was very communicative and the place was very clean. "
United States
Christopher M.
$359 nightly
The price is $389
Oct 27 - Oct 28
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
A hot tub with a wooden deck and railing, surrounded by trees and a grassy area.

3. Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Harpers Ferry
9.2 out of 10, Wonderful, (23 reviews)
"Had a wonderful stay. House was perfect for our needs. Host was very responsive to any questions we had. Check-in was very easy. House was clean. "
United States
Van P.
$534 nightly
The price is $582
Oct 19 - Oct 20
Total with taxes and fees
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
A hot tub on a wooden deck with a white railing, surrounded by trees.

4. Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (35 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
$392 nightly
The price is $425
Oct 21 - Oct 22
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill
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 Upperville Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"This had to be one of our most amazing stays. We celebrate our wedding anniversary in Winchester just about every year. This hotel was the best. What a surprise! Lobby was decorated for Halloween, as well aswell as the dining area and hallway. What fun. Staff was awesome."
Carolyn 2-night trip
Posted 11 hours ago
Spark by Hilton Winchester

Find out more about Upperville

Upperville Chalets information

Number of reviews
67
Accommodation
9 Chalets
Lowest Price
$389
Highest Price
$670

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