Dorchester Vacations from $629

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The Latest Dorchester vacation packages

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

Baymont by Wyndham La Crosse/Onalaska

2.5 out of 5
Price was $682, price is now $629 per person
$629
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
8.2/10 Very Good! (1,003 reviews)
Pretty clean room. Awesome shower temp and pressure. Breakfast kind of gross. Undercooked sausages and old brown bananas.

Reviewed on Jan 11, 2026

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $854, price is now $723 per person
$723
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9.4/10 Exceptional! (1,003 reviews)
Room was very nice! Elevator button for the 1st floor was out. Making it difficult with luggage. You have to go to the LL and then walk upstairs to 1st floor lobby area. Breakfast was good. Clean hotel.

Reviewed on Jan 12, 2026

The Charmant Hotel

The Charmant Hotel

4 out of 5
Historic Downtown La Crosse
Price was $892, price is now $815 per person
$815
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9.6/10 Exceptional! (1,002 reviews)
Friendly, helpful staff. Fun amenities.

Reviewed on Jan 11, 2026

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $772, price is now $708 per person
$708
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9/10 Wonderful! (1,028 reviews)
Clean room, staff and walkable!

Reviewed on Jan 11, 2026

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $773, price is now $710 per person
$710
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9/10 Wonderful! (1,577 reviews)
Room was comfortable. Love the warm feel of the building. I have to note that the bathroom sink was slow draining and shower head either needed cleaning or replacement. There was also a seam in the corridor hallways that was turned up and a tripping hazard.

Reviewed on Jan 12, 2026

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Dorchester Hotel Deals

Lazy River Cabin

Lazy River Cabin

Dorchester IA
$206 nightly
The price is $231 total per night from Jan 22 to Jan 23
$231 total
Jan 22 - Jan 23
Total with taxes and fees
8.8/10 Excellent! (53 reviews)
Cabin was just exactly set up the way it should be. Plenty of room beautiful views all amenities were there from cook surfaces to grill room to sleep. People enjoyed the hot tub. Just great experience.

Reviewed on Nov 24, 2025

Lazy River Cabin
Tiny House on Upper Iowa River w/ hot tub

Tiny House on Upper Iowa River w/ hot tub

dorchester IA
$162 nightly
The price is $181 total per night from Jan 14 to Jan 15
$181 total
Jan 14 - Jan 15
Total with taxes and fees
8.6/10 Excellent! (45 reviews)
The host was great and very responsive. Nice quiet little spot. Hottub was very clean.

Reviewed on Nov 13, 2025

Tiny House on Upper Iowa River w/ hot tub
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool

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

Dorchester IA
10/10 Exceptional! (5 reviews)
Clean spacious and good vibes

Reviewed on Nov 5, 2025

Get rates
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool
See all 232 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)

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Frequently asked questions

How much does a Dorchester vacation package cost?
You'll find cheap prices from $629 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.