Name: Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Price range: CA $208
Rating: 9

Your Fife Vacation

Our vacation packages to Fife let you customize your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this lively city. There's plenty to put on your itinerary during a trip to Fife, beginning with popular attractions such as Byrd Cellars Winery and Vineyard and Elk Island Winery. That dream Fife vacation is just a few clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style.

Top Fife Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Days Inn by Wyndham Williamsburg Historic Area

CA $1,089

per person

Jul 18 - Jul 25

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to Richmond (RIC)

6.6/10 (1,389 reviews)

We stayed there for 5 days. Staff never smiles (except the guy who works the counter and the maintenance man). Couldn’t get them to clean the room (room service) the whole time (had to ask before 8am; every time they said they were too busy that day!)…to place the trash outside the room. The place was good, but the staff wasn’t so good about 90% of the time. They made us feel like WE were asking too much of them.

Reviewed on Jun 3, 2026

Kingsmill Resort

Kingsmill

CA $1,859

per person

Jul 18 - Jul 25

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to Richmond (RIC)

8.8/10 Excellent! (1,004 reviews)

Beautiful and peaceful gem! The water view is amazing. We loved everything about our stay there. Will definitely go back soon!

Reviewed on May 31, 2026

Whispering Pines by Hotel O Whitestone VA

CA $1,258

per person

Jul 18 - Jul 25

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to Richmond (RIC)

6.2/10 (155 reviews)

Not bad for a mid century motel. Room was small but I would call it european. Bathroom dated but clean. Needed a light bulb in shower, lampshade for table lamp, and smoke detector hooked up. When we checked in we had to air it out because of the sanitation smell but other than that I would stay again.

Reviewed on Oct 13, 2025

King’s Creek Resort by Spinnaker

CA $1,523

per person

Jul 18 - Jul 25

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to Richmond (RIC)

8.8/10 Excellent! (169 reviews)

Would definitely stay again!!! Cottages and grounds were extremely clean. Front desk was friendly and accommodating. Our initial key did not work. When requesting a working key, we requested a cottage with fewer or no steps. The young man (i do not remember his name...sorry) searched for such accommodations even though I requested an extra night at check in. It was a pleasurable stay. Thank you.

Reviewed on May 21, 2026

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

CA $1,388

per person

Jul 18 - Jul 25

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to Richmond (RIC)

9.2/10 Wonderful! (1,237 reviews)

Staff at the front desk was friendly. Our room was cleaned.

Reviewed on Jun 3, 2026

Ready to book your vacation to Fife?

Choose your dates

Fife Hotel Deals

Best Western Plus Crossroads Inn & Suites

135 Wood Ridge Ter Gordonsville VA

Fully refundableReserve now, pay when you stay

CA $150

CA $168 total

Jun 14 - Jun 15

includes taxes & fees

8.8/10 Excellent! (682 reviews)

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Reviewed on Jun 2, 2026

Hampton Inn By Hilton Gordonsville

10800 James Madison Hwy. Gordonsville VA

Fully refundableReserve now, pay when you stay

CA $184

CA $207 total

Jun 21 - Jun 22

includes taxes & fees

9.6/10 Exceptional! (159 reviews)

"the room was very clean and the staff was very helpful i would be happy to stay here again"

Reviewed on May 31, 2026

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Troy VA

CA $208

CA $296 total

Jun 8 - Jun 9

includes taxes & fees

9/10 Wonderful! (141 reviews)

"We had a wonderful stay! The location is absolutely fantastic and incredibly convenient. A huge bonus for us was the outdoor space, which was perfect for our dogs to run around and play. Highly recommend!"

Reviewed on May 24, 2026

See all 58 properties in Fife

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.