Dorchester Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Dorchester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Edge Of The Woods Motel
Price was CA $1,377, price is now CA $1,305 per person
CA $1,305
per person
Jul 25 - Aug 1
found 18 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to La Crosse (LSE)
8.8/10 Excellent! (104 reviews)
The room was clean with ample space to park. The entire property is looking a little rough around the edges but I wouldn't let that stop you from staying there. You can clearly hear traffic noise but that didn't bother us. Our only issue was the Roku TV which kept trying to connect which made it impossible to watch.
Reviewed on Jun 21, 2026
Comfort Inn & Suites New Lisbon
Price was CA $1,506, price is now CA $1,393 per person
CA $1,393
per person
Jul 25 - Aug 1
found 18 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to La Crosse (LSE)
8.4/10 Very good! (917 reviews)
Great stay for a great price. Above average breakfast.
Reviewed on Jun 11, 2026
Dorchester Hotel Deals
Sportsmen Motel
2753 Iowa 76 Dorchester IA
The price is CA $91 per night from Jun 24 to Jun 25
CA $91
CA $134 total
Jun 24 - Jun 25
includes taxes & fees
9/10 Wonderful! (56 reviews)
"Clean, comfortable room."
Reviewed on Jun 17, 2026
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool
Dorchester IA
Tiny House on Upper Iowa River w/ hot tub
dorchester IA
The price is CA $177 per night from Jul 7 to Jul 8
CA $177
CA $339 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (51 reviews)
"Could have used another couple of spoons (the 4 of us traded off with an ice cream scoop). Toilet seat was loose (moved side to side if not careful). Sofa/couch had a funny cushion divot. BUT loft sleeping areas were adequate, kitchen appliances were clean and all worked, plenty of on-demand hot ..."
Reviewed on Jun 7, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
