Dorchester Vacations from $595

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The Latest Dorchester vacation packages

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton La Crosse Onalaska

Spark by Hilton La Crosse Onalaska

2.5 out of 5
Price was $669, price is now $595 per person
$595
per person
Nov 1 - Nov 5
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to La Crosse (LSE)
8.6/10 Excellent! (32 reviews)
Not the best property for the value

Reviewed on Sep 28, 2025

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $814, price is now $652 per person
$652
per person
Nov 1 - Nov 5
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to La Crosse (LSE)
9.4/10 Exceptional! (1,006 reviews)
Everyone was helpful & kind. Bed V comfortable & room was spacious! Breakfast was delicious. We loved having a gym as well. Would stay again when visiting the lovely city of La Crosse!

Reviewed on Sep 26, 2025

Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

3 out of 5
Historic Downtown La Crosse
Price was $931, price is now $766 per person
$766
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to La Crosse (LSE)
10/10 Exceptional! (65 reviews)
No upcharges! Parking free-coffee free- night time snack free- next to the Mississippi River, boutique one of a kind…..EXCELLENT

Reviewed on Sep 29, 2025

Hampton Inn Lacrosse/Onalaska

Hampton Inn Lacrosse/Onalaska

2.5 out of 5
Price was $727, price is now $613 per person
$613
per person
Nov 1 - Nov 5
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to La Crosse (LSE)
9/10 Wonderful! (738 reviews)
Friendly,helpful staff. Large rooms. Good location

Reviewed on Sep 9, 2025

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $727, price is now $647 per person
$647
per person
Nov 1 - Nov 5
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to La Crosse (LSE)
9/10 Wonderful! (1,586 reviews)
Check in with Stephanie was quick and easy. All staff were incredibly friendly and went above and beyond for our group.

Reviewed on Sep 28, 2025

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Dorchester Hotel Deals

Sportsmen Motel

Sportsmen Motel

2 out of 5
2753 Iowa 76, Dorchester, IA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $102 total per night from Oct 1 to Oct 2
$102 total
Oct 1 - Oct 2
Total with taxes and fees
8.8/10 Excellent! (42 reviews)
Hell yeah
"Very clean very nice experience"

Reviewed on Sep 12, 2025

Sportsmen Motel
Lazy River Cabin

Lazy River Cabin

Dorchester
$224 nightly
The price is $250 total per night from Oct 1 to Oct 2
$250 total
Oct 1 - Oct 2
Total with taxes and fees
8.8/10 Excellent! (50 reviews)
"Cabin was very clean and had everything you needed for a vacation or getaway"

Reviewed on Sep 5, 2025

Lazy River Cabin
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool

Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool

Dorchester
$244 nightly
The price is $273 total per night from Oct 2 to Oct 3
$273 total
Oct 2 - Oct 3
Total with taxes and fees
10/10 Exceptional! (1 review)
"This is the second time my group had stayed here. The cabin is spacious, clean and comfortable and the addition of the pool was a nice touch. Definitely will stay here again"

Reviewed on Sep 14, 2025

Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool
See all 234 properties in Dorchester
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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Frequently asked questions

How much does a Dorchester vacation package cost?
You'll find cheap prices from $595 on Expedia for your Dorchester getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Dorchester costs.
What are the cheapest months to go to Dorchester?
If you'd like to score a cheap Dorchester vacation package, consider planning a trip in June, November and December. You're likely to find better rates on hotels and airfares during these months — perfect for budget-conscious travelers.
How many days is enough for Dorchester?
The ideal length of your Dorchester vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to visit all the leading sights and explore some hidden treasures along the way.
How to find the best Dorchester package deals?
Landing a cheap Dorchester package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Dorchester package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Dorchester vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Dorchester vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Dorchester?
Secure incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Dorchester getaway.
Does Expedia offer Book Now, Pay Later Dorchester vacation packages?
If you're like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Dorchester vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.