South Boston Vacation Packages
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Top South Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Staybridge Suites - Louisville - East by IHG
Middletown
Price was CA $1,395, price is now CA $1,083 per person
CA $1,083
per person
Jul 8 - Jul 13
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Louisville (SDF)
8.2/10 Very Good! (704 reviews)
Great breakfast buffets and appreciated the afternoon socials Monday -Wednesday
Reviewed on Apr 21, 2026
Cottonwood Airport & Expo Hotel Louisville
Shively
Price was CA $1,954, price is now CA $1,354 per person
CA $1,354
per person
Jul 8 - Jul 13
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Louisville (SDF)
8.6/10 Excellent! (1,007 reviews)
The hallways were a little loud. Lots of teenagers staying for events but the facilities were great
Reviewed on Apr 29, 2026
The Duke Hotel
Downtown Louisville
Price was CA $1,910, price is now CA $1,432 per person
CA $1,432
per person
Jul 8 - Jul 13
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Louisville (SDF)
8.8/10 Excellent! (13 reviews)
I had a great stay overall. The cleanliness was top-notch—everything felt fresh, well-maintained, and taken care of, which made a big difference. The location was also excellent, making it easy to get around and access everything I needed.
The contactless check-in process wasn’t perfect, and I did run into a couple of small issues. That said, it was still handled quickly, so it didn’t end up being a major inconvenience.
The only downside was the lack of breakfast, which was a bit disappointing. Overall though, I’d definitely stay here again.
Reviewed on Apr 19, 2026
Embassy Suites Louisville Downtown
Downtown Louisville
Price was CA $1,685, price is now CA $1,294 per person
CA $1,294
per person
Jul 8 - Jul 13
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Louisville (SDF)
9/10 Wonderful! (1,203 reviews)
Perfect Place TonSray For The Derby!
Reviewed on May 5, 2026
South Boston Hotel Deals
Travelodge by Wyndham Sellersburg / Louisville North
7618 Old State Road 60 Sellersburg IN
6.8/10 (724 reviews)
Staff was NICE and breakfast area was clean, pool was still closed but the whole area looked so nice and quaint. I would 100% stay here again.
Reviewed on May 4, 2026
Holiday Inn Express & Suites Scottsburg by IHG
200 S Beechwood Ave Scottsburg IN
Fully refundable
The price is CA $183 per night from May 25 to May 26
CA $183
CA $204 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (694 reviews)
Very clean and friendly staff. Nice room!
Reviewed on Apr 28, 2026
Ramada by Wyndham Sellersburg/Louisville North
360 Triangle Dr Sellersburg IN
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 17 to May 18
CA $109
CA $123 total
May 17 - May 18
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
The hotel is recently updated and clean. Beds and pillows were comfortable. Breakfast was included. Very convenient to surrounding towns, including Louisville about 15 to 20 minutes away. Seems like a great budget hotel!
Reviewed on May 5, 2026
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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