Search Condos Rentals in Upperville from CA $84

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

No exact matches found, but these alternatives could be just right

Recommended hotels in Upperville

1. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (58 reviews)
"Charming and delicious and perfect getaway!! Minutes from middleburg and yet the countryside was glorious!!!"
United States
Karlyn
The price is CA $373
CA $613 total
includes taxes & fees
Nov 29 - Nov 30
Goodstone Inn & Restaurant

2. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (68 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is CA $405
CA $553 total
includes taxes & fees
Nov 15 - Nov 16
18th Century Stone Cottage minutes from historic Middleburg

3. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Front Royal
9.6 out of 10, Exceptional, (8 reviews)
"Great little hideout! We loved this little place, accurately described and the communication was superb!"
United States
P H.
The price is CA $196
CA $495 total
includes taxes & fees
Nov 15 - Nov 16
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

4. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.6 out of 10, Exceptional, (29 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
The price is CA $210
CA $363 total
includes taxes & fees
Nov 22 - Nov 23
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

5. Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.6 out of 10, Exceptional, (147 reviews)
"I loved the charm of the inn, and I had my best sleep of the week on their comfortable beds. The breakfast the next morning was delicious!! A great value for a bed and breakfast!!"
United States
Gary
The price is CA $353
CA $402 total
includes taxes & fees
Dec 6 - Dec 7
Inn at Evergreen

6. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.4 out of 10, Exceptional, (180 reviews)
"Everything about this special place is incredible."
United States
James
The price is CA $402
CA $444 total
includes taxes & fees
Nov 17 - Nov 18
L'Auberge Provencale Inn & Restaurant

7. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,001 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
The price is CA $165
CA $184 total
includes taxes & fees
Dec 4 - Dec 5
Hampton Inn Front Royal

8. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is CA $168
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
DoubleTree by Hilton Front Royal Blue Ridge Shadows

9. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (616 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is CA $189
CA $211 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites by Marriott Front Royal

10. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (22 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is CA $460
CA $827 total
includes taxes & fees
Dec 1 - Dec 2
Spacious Modern Home on Middleburg Horse Farm

11. Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (47 reviews)
"Nice cabin for couples. The bed was comfy and had all basic necessities for making meals. We will definitely stay again."
United States
Carla M.
The price is CA $293
CA $336 total
includes taxes & fees
Nov 8 - Nov 9
Blue Mountain Cabin, secluded, perfect for couples, near main road

12. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,436 reviews)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is CA $112
CA $124 total
includes taxes & fees
Nov 9 - Nov 10
Microtel Inn & Suites by Wyndham Winchester

13. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,147 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
The price is CA $139
CA $155 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Winchester

14. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,262 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is CA $145
CA $161 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Winchester

15. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (1,000 reviews)
"Great breakfast nice room"
Netherlands
pieter
The price is CA $84
CA $94 total
includes taxes & fees
Nov 12 - Nov 13
Baymont by Wyndham Front Royal Near Shenandoah National Park

16. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (969 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is CA $129
CA $144 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Winchester

17. A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.6 out of 10, Exceptional, (14 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
The price is CA $179
CA $465 total
includes taxes & fees
Nov 17 - Nov 18
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

18. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,001 reviews)
"Great location and comfortable room."
United States
Amelia
The price is CA $95
CA $106 total
includes taxes & fees
Nov 12 - Nov 13
Super 8 by Wyndham Front Royal Near Shenandoah National Park

19. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is CA $91
CA $103 total
includes taxes & fees
Nov 22 - Nov 23
Spark by Hilton Winchester

20. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (922 reviews)
"Great hotel"
United States
Michael
The price is CA $117
CA $131 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express Winchester South-Stephens City by IHG
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.

Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

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

Top reviews in Upperville

Frequently Asked Questions

Why book your condo in Upperville with Expedia?

Vacays should be a piece of cake, so if you're looking for condos at a competitive rate, Expedia has your back. Stick to the budget and stay in something cheap and cheerful, or splurge on a luxury condo and pamper your loved ones. Take advantage of our search filters to find an escape in Upperville that suits your style.

How can I find cheap condos in Upperville?

With Expedia's filter tool, getting your hands on cheap condos in Upperville is a breeze. To find accommodations that'll make your hip pocket happy, narrow down your search by amenities, star rating and budget.

Explore a world of travel with Expedia