Dorchester Vacations from $594

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Dorchester vacation packages

Price found within the past 48 hours. Click for updated prices.
Microtel Inn by Wyndham Onalaska/La Crosse

Microtel Inn by Wyndham Onalaska/La Crosse

2 out of 5
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Manchester (MHT) to La Crosse (LSE)
7.6/10 Good! (1,000 reviews)
Just what I needed clean bed, shower,tv and quiet

Reviewed on Jun 11, 2025

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
per person
Aug 15 - Aug 17
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to La Crosse (LSE)
9.4/10 Exceptional! (1,000 reviews)
Very nice Hotel in a Great location .

Reviewed on Jun 27, 2025

AmericInn by Wyndham Viroqua

AmericInn by Wyndham Viroqua

2.5 out of 5
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Manchester (MHT) to La Crosse (LSE)
8.2/10 Very Good! (289 reviews)
Could use some updating. Back door areas were a bit grubby- carpet stained, dirty tile.

Reviewed on Jun 16, 2025

Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

2 out of 5
Historic Downtown La Crosse
per person
Aug 15 - Aug 17
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to La Crosse (LSE)
10/10 Exceptional! (52 reviews)
Very quiet and beautiful along the river

Reviewed on Apr 25, 2025

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
per person
Aug 15 - Aug 17
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to La Crosse (LSE)
8.8/10 Excellent! (1,022 reviews)
Room was in tip top shape. Walking distance to the Lacrosee Queen. I will recommend, and have, to anyone looking for a pllace to stay in Lacrosse.

Reviewed on Jun 26, 2025

Don't see what you're looking for?
See all available trips from Columbus to Dorchester
View all trips

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 Jun 29 to Jun 30
$102 total
Jun 29 - Jun 30
Total includes taxes and fees
8.4/10 Very Good! (28 reviews)
"Was in town to kayak and the motel was like 5 minutes away from the shuttle so it was very conveniently located. Room was clean. Shower was nice. Bed was comfy. Only complaint I have is the walls are very thin and when the neighbors checked in kinda late with their energetic kid, well there was no ..."

Reviewed on Jun 25, 2025

Sportsmen Motel
Lazy River Cabin
Lazy River Cabin
Dorchester
8.8/10 Excellent! (47 reviews)
"Stay was perfect but you nagging me to comment is aggravating"

Reviewed on May 28, 2025

Get rates
Lazy River Cabin
Tiny House on Upper Iowa River w/ hot tub
Tiny House on Upper Iowa River w/ hot tub
dorchester
$229 nightly
The price is $256 total per night from Jun 29 to Jun 30
$256 total
Jun 29 - Jun 30
Total includes taxes and fees
8.6/10 Excellent! (34 reviews)
Wonderful stay on the Upper Iowa River!
"This was the perfect little house for me and my partner to stay at while we fished the driftless area. The tiny is house is adorable and functional. It was clean and had way more amenities than expected - tons of towels, bedding, extra toilet paper, fully stocked kitchen utensils. There is a ton ..."

Reviewed on Jun 7, 2025

Tiny House on Upper Iowa River w/ hot tub
See all 230 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.

Find the Best Dorchester Vacation Packages

Dorchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
La Crosse Municipal Airport (LSE)

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Dorchester vacation package cost?
You'll find cheap prices from $594 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.