Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style
Our top choices for Upperville cottages
1. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg3.0 star property
Leesburg's Old and Historic District
The price is NT$13,371
NT$13,371
NT$22,308 total
includes taxes & fees
Nov 22 - Nov 23
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.
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.
Top reviews in Upperville
Goodstone Inn & Restaurant
Goodstone Inn & RestaurantMiddleburg
10/10 Excellent
We were looking for peace and quiet. This was definitely the place.
We were looking for peace and quiet. This was definitely the place.
Adrian
Salamander Middleburg
Salamander MiddleburgMiddleburg
10/10 Excellent
We stayed at the resort when the town of Middleburg has it's annual Christmas town parade so needless to say every hotel and restaurant in the area was booked way in advance. We were quickly checked in and went our room. It was beautiful, clean, big bathroom with robes and even bath salts for a soak in the nice tub. We had a first floor room with a patio and the sun was shining bright in the room. After we settled we went to see the concierge about maybe finding a dinner reservation somewhere...
We stayed at the resort when the town of Middleburg has it's annual Christmas town parade so needless to say every hotel and restaurant in the area was booked way in advance. We were quickly checked in and went our room. It was beautiful, clean, big bathroom with robes and even bath salts for a soak in the nice tub. We had a first floor room with a patio and the sun was shining bright in the room. After we settled we went to see the concierge about maybe finding a dinner reservation somewhere...
MaBunny63
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & RestaurantBoyce
10/10 Excellent
Wonderful place with excellent staff! How sophisticated to have seasonal vegetable ramps parsnips beets and white asparagus! Wonderful breakfasts and local lamb ham and eggs!
Wonderful place with excellent staff! How sophisticated to have seasonal vegetable ramps parsnips beets and white asparagus! Wonderful breakfasts and local lamb ham and eggs!
Mary
Inn at Evergreen
Inn at EvergreenHaymarket
10/10 Excellent
This is a pre-civil war building that has been wonderfully restored and maintained. I really liked the 12 foot ceilings.
This is a pre-civil war building that has been wonderfully restored and maintained. I really liked the 12 foot ceilings.
Jeff
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front RoyalFront Royal
10/10 Excellent
Cleaned, maintained hotel near many conveniences.
Cleaned, maintained hotel near many conveniences.
JoEllen
Glen Gordon Manor
Glen Gordon ManorHuntly
10/10 Excellent
Perfect
Perfect
Omar
Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
10/10 Excellent
You should only place customers in fliors that are 💯 complete. Construction dust caused sneezing, cough and runny nose
You should only place customers in fliors that are 💯 complete. Construction dust caused sneezing, cough and runny nose
Laura
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
10/10 Excellent
It was comfortable for an extended stay.
It was comfortable for an extended stay.
Roberta
Loudoun Valley Manor
Loudoun Valley ManorWaterford
10/10 Excellent
My partner and I stayed here for two nights, and had a relaxing little vacation away from the bustle of D.C. Olga was a lovely host and made us feel very welcome. She cooked omelettes bright and early every morning, and always had coffee, tea, and snacks available throughout the day.
There are a lot of vineyards and breweries nearby to visit, and the air-conditioned rooms were a comfortable retreat from the afternoon heat. The house was pristine, gorgeously decorated, and the view of the...
My partner and I stayed here for two nights, and had a relaxing little vacation away from the bustle of D.C. Olga was a lovely host and made us feel very welcome. She cooked omelettes bright and early every morning, and always had coffee, tea, and snacks available throughout the day.
There are a lot of vineyards and breweries nearby to visit, and the air-conditioned rooms were a comfortable retreat from the afternoon heat. The house was pristine, gorgeously decorated, and the view of the...
Anonymous traveler
Hilton Garden Inn Haymarket
Hilton Garden Inn HaymarketHaymarket
10/10 Excellent
The hotel is new and clean. The service was excellent and the restaurant fantastic. They offer a great coffee bar with many options. The staff did text check ins to see how the room and service was going. Highly recommend staying at this hotel.
The hotel is new and clean. The service was excellent and the restaurant fantastic. They offer a great coffee bar with many options. The staff did text check ins to see how the room and service was going. Highly recommend staying at this hotel.
Anonymous traveler
Hotel Burg
Hotel BurgLeesburg's Old and Historic District
10/10 Excellent
Beautiful rooms, friendly staff, great amenities, and the perfect location. We will definitely be back!
Beautiful rooms, friendly staff, great amenities, and the perfect location. We will definitely be back!
Melanie
Hillbrook Inn
Hillbrook InnCharles Town
10/10 Excellent
This is an Inn in a very rural area. It is very peaceful and this was much needed to quiet the mind. I went on the verge of the leaves changing in the fall so it was quite beautiful with changing leaves but still green grass and some plants blooming. I brought my small dog in this solo trip and it was a nice touch to leave a couple of milk bones in the room for him. I didn't go to the dining area for breakfast or dinner so I can't comment of this portion.
This is an Inn in a very rural area. It is very peaceful and this was much needed to quiet the mind. I went on the verge of the leaves changing in the fall so it was quite beautiful with changing leaves but still green grass and some plants blooming. I brought my small dog in this solo trip and it was a nice touch to leave a couple of milk bones in the room for him. I didn't go to the dining area for breakfast or dinner so I can't comment of this portion.
Patti
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
10/10 Excellent
It was a beautiful place to stay, loved the pool and hot tub! My room was the junior suite with a jacuzzi and it was absolutely luxurious!
It was a beautiful place to stay, loved the pool and hot tub! My room was the junior suite with a jacuzzi and it was absolutely luxurious!
Kelley Ann
Home2 Suites by Hilton Charles Town
Home2 Suites by Hilton Charles TownCharles Town
10/10 Excellent
Quiet, clean rooms and friendly staff. Several amenities within walking distance to include a grocery store, pharmacy and various restaurants. Several other restaurants within a short driving distance.
Quiet, clean rooms and friendly staff. Several amenities within walking distance to include a grocery store, pharmacy and various restaurants. Several other restaurants within a short driving distance.
Tommy
Frequently Asked Questions
Why book your cottage in Upperville with Expedia?
Reserving a cottage in Upperville is as simple as clicking on your travel dates and selecting your ideal place for a vacation in the outdoors. From ritzy retreats to affordable stays and cottages that come with amenities like laundry facilities, Expedia has something for all styles. As for the best offers around? We've got them too!
How can I find cheap cottages in Upperville?
A good way to uncover cheap cottages in Upperville is with Expedia's filter tool. Narrow your search by budget, star rating and amenities to access awesome rates in just a few clicks.