
Southside Mountain Vacations
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Flight and Mountain hotel deals in Southside
Price found within the past 48 hours. Click for updated prices.

Graduate by Hilton Richmond
Downtown Richmond
Price was CA $1,256, price is now CA $1,058 per person
CA $1,058
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
8.4/10 Very Good! (1,373 reviews)
This property looked and felt tired. Kind of like a hotel that wants to be a luxury hotel ... but hasn't figured it out or shared that with their employees. The bathroom was dirty with scuff marks on the door and shower and literal dirt in the corners. Peeling wallpaper. The bed's top sheet had a foot-long tear right at the top. That was fun. Housekeeping was hit or miss. We finally had to ask for our room to be serviced. And they were the stingiest hotel I've ever seen for leaving towels and washcloths. One per guest, which is problematic if you spend the day sweaty outdoors and want to refresh before dinner. (I will not re-use a washcloth.) Plus, there was very little place to put your clothes. My wife and I were there for a week and there weren't enough hangers for even her clothes. I had to spread my shirts out of the couch. Plus, there was no bureau or chest of drawers to put your other clothes in so we had stuff in our suitcases all week. There was a neat electric tea pot in the room ... but not once during the week did they leave any cups. They have a rec area with a pool table but ... and this is kind of indicative of the rest of the property ... the table felt was coming loose and the three cues were useless: two didn't have tips and the remaining cue was split in the shaft. Do you need a pool table at a hotel? No. Not at all. But if they do offer one, it should at least be in decent shape. Bottom line: There are definitely cleaner, more modern hotel in RVA.
Reviewed on Mar 29, 2026

Kingsmill Resort
Kingsmill
Price was CA $1,588, price is now CA $1,331 per person
CA $1,331
per person
Apr 30 - May 5
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.8/10 Excellent! (1,007 reviews)
The whole resort is clean and very attractive.
Reviewed on Mar 29, 2026

The Commonwealth
Downtown Richmond
Price was CA $1,416, price is now CA $1,196 per person
CA $1,196
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
8.8/10 Excellent! (1,387 reviews)
Our room was gorgeous! It was quiet and we needed that. The staff was friendly. We ate dinner at the restaurant and received excellent service. We will definitely be back again!
Reviewed on Mar 29, 2026

The Berkeley Hotel
Downtown Richmond
Price was CA $1,244, price is now CA $1,059 per person
CA $1,059
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
8.8/10 Excellent! (1,504 reviews)
Amazing location. Very cute and comfortable rooms.
Reviewed on Mar 30, 2026

Williamsburg Inn, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was CA $4,259, price is now CA $3,667 per person
CA $3,667
per person
Apr 30 - May 5
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.8/10 Exceptional! (342 reviews)
Since I graduated from W&M, I've always wanted to stay at this place. No doubt it has a great location. But my disappointment started as soon as I arrived. No one outside to tell me where to park or help with bags. Walked in to a long line of people trying to check in with only 1 person working. The room itself was in need of a renovation. The restaurant and bar close early. Not what I expected. I won't be back.
Reviewed on Mar 19, 2026
5* Mountain holidays in Southside
Price found within the past 48 hours. Click for updated prices.

The Jefferson Hotel
Downtown Richmond
Price was CA $1,728, price is now CA $1,591 per person
CA $1,591
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
9.8/10 Exceptional! (1,008 reviews)
Beautiful location. Great staff. Wonderful food. Best coffee I have ever had.
Reviewed on Mar 29, 2026

Williamsburg Inn, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was CA $4,259, price is now CA $3,667 per person
CA $3,667
per person
Apr 30 - May 5
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.8/10 Exceptional! (342 reviews)
Since I graduated from W&M, I've always wanted to stay at this place. No doubt it has a great location. But my disappointment started as soon as I arrived. No one outside to tell me where to park or help with bags. Walked in to a long line of people trying to check in with only 1 person working. The room itself was in need of a renovation. The restaurant and bar close early. Not what I expected. I won't be back.
Reviewed on Mar 19, 2026
3 Night Mountain holidays in Southside
Price found within the past 48 hours. Click for updated prices.

Graduate by Hilton Richmond
Downtown Richmond
Price was CA $1,227, price is now CA $1,127 per person
CA $1,127
per person
May 18 - May 21
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.4/10 Very Good! (1,373 reviews)
This property looked and felt tired. Kind of like a hotel that wants to be a luxury hotel ... but hasn't figured it out or shared that with their employees. The bathroom was dirty with scuff marks on the door and shower and literal dirt in the corners. Peeling wallpaper. The bed's top sheet had a foot-long tear right at the top. That was fun. Housekeeping was hit or miss. We finally had to ask for our room to be serviced. And they were the stingiest hotel I've ever seen for leaving towels and washcloths. One per guest, which is problematic if you spend the day sweaty outdoors and want to refresh before dinner. (I will not re-use a washcloth.) Plus, there was very little place to put your clothes. My wife and I were there for a week and there weren't enough hangers for even her clothes. I had to spread my shirts out of the couch. Plus, there was no bureau or chest of drawers to put your other clothes in so we had stuff in our suitcases all week. There was a neat electric tea pot in the room ... but not once during the week did they leave any cups. They have a rec area with a pool table but ... and this is kind of indicative of the rest of the property ... the table felt was coming loose and the three cues were useless: two didn't have tips and the remaining cue was split in the shaft. Do you need a pool table at a hotel? No. Not at all. But if they do offer one, it should at least be in decent shape. Bottom line: There are definitely cleaner, more modern hotel in RVA.
Reviewed on Mar 29, 2026

The Berkeley Hotel
Downtown Richmond
Price was CA $1,234, price is now CA $1,131 per person
CA $1,131
per person
May 18 - May 21
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.8/10 Excellent! (1,504 reviews)
Amazing location. Very cute and comfortable rooms.
Reviewed on Mar 30, 2026

Hilton Richmond Downtown
Downtown Richmond
Price was CA $1,245, price is now CA $1,149 per person
CA $1,149
per person
May 18 - May 21
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.4/10 Very Good! (1,001 reviews)
The parking situation was not ideal. You either had to pay $40 for valet parking or pay $12 to park across the street but wake up before 6 am to extend the meter.
Reviewed on Mar 24, 2026
4 Night Mountain holidays in Southside
Price found within the past 48 hours. Click for updated prices.

Graduate by Hilton Richmond
Downtown Richmond
Price was CA $1,256, price is now CA $1,058 per person
CA $1,058
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
8.4/10 Very Good! (1,373 reviews)
This property looked and felt tired. Kind of like a hotel that wants to be a luxury hotel ... but hasn't figured it out or shared that with their employees. The bathroom was dirty with scuff marks on the door and shower and literal dirt in the corners. Peeling wallpaper. The bed's top sheet had a foot-long tear right at the top. That was fun. Housekeeping was hit or miss. We finally had to ask for our room to be serviced. And they were the stingiest hotel I've ever seen for leaving towels and washcloths. One per guest, which is problematic if you spend the day sweaty outdoors and want to refresh before dinner. (I will not re-use a washcloth.) Plus, there was very little place to put your clothes. My wife and I were there for a week and there weren't enough hangers for even her clothes. I had to spread my shirts out of the couch. Plus, there was no bureau or chest of drawers to put your other clothes in so we had stuff in our suitcases all week. There was a neat electric tea pot in the room ... but not once during the week did they leave any cups. They have a rec area with a pool table but ... and this is kind of indicative of the rest of the property ... the table felt was coming loose and the three cues were useless: two didn't have tips and the remaining cue was split in the shaft. Do you need a pool table at a hotel? No. Not at all. But if they do offer one, it should at least be in decent shape. Bottom line: There are definitely cleaner, more modern hotel in RVA.
Reviewed on Mar 29, 2026

The Commonwealth
Downtown Richmond
Price was CA $1,416, price is now CA $1,196 per person
CA $1,196
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
8.8/10 Excellent! (1,387 reviews)
Our room was gorgeous! It was quiet and we needed that. The staff was friendly. We ate dinner at the restaurant and received excellent service. We will definitely be back again!
Reviewed on Mar 29, 2026

The Berkeley Hotel
Downtown Richmond
Price was CA $1,244, price is now CA $1,059 per person
CA $1,059
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Richmond (RIC)
8.8/10 Excellent! (1,504 reviews)
Amazing location. Very cute and comfortable rooms.
Reviewed on Mar 30, 2026
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