Deals on vacations and trips to Dorchester

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Dorchester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham West Salem

AmericInn by Wyndham West Salem

3 out of 5
Price was $511, price is now $484 per person
$484
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $613, price is now $525 per person
$525
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

3 out of 5
Historic Downtown La Crosse
Price was $864, price is now $770 per person
$770
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free self-serve breakfast each morning. A garden, free newspapers, and wedding services are also on offer.
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $586, price is now $530 per person
$530
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and free perks like continental breakfast and free self parking.
Pearl Street Hotel & Suites

Pearl Street Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $1,227, price is now $1,141 per person
$1,141
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Top Dorchester hotels deals

Sportsmen Motel

Sportsmen Motel

2 out of 5
2753 Iowa 76 Dorchester IA
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $102 total per night
$102 total
Sep 27 - Sep 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.
Pet friendly
Parking included
Lazy River Cabin

Lazy River Cabin

Dorchester IA
$254 nightly
The price is $284 total per night
$284 total
Sep 27 - Sep 28
Total with taxes and fees
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool

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

Dorchester IA
$251 nightly
The price is $281 total per night
$281 total
Sep 29 - Sep 30
Total with taxes and fees
This cabin features an outdoor pool and a hot tub. Laundry facilities are provided for your convenience.
Pool
Hot Tub
Hotel Winneshiek

Hotel Winneshiek

3.5 out of 5
104 East Water Street Decorah IA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $178 total per night
$178 total
Sep 27 - Sep 28
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A 24-hour business center, a lobby fireplace, and luggage storage are also on offer.
Breakfast included
Pet friendly
Country Inn & Suites by Radisson, Decorah, IA

Country Inn & Suites by Radisson, Decorah, IA

3.5 out of 5
2042 State Highway 9 Decorah IA
Free Cancellation
$115 nightly
The price is $129 total per night
$129 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Super 8 by Wyndham Decorah

Super 8 by Wyndham Decorah

2 out of 5
1832 State Highway 9 Decorah IA
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Oct 4 - Oct 5
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Dorchester?
Your vacation daydreams can become a reality in Dorchester for only $484. Our affordable package deals include flights and hotels, and they'll make booking your trip easy as pie. All you'll have to worry about is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Dorchester?
There are amazing Dorchester package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Remember this the next time you're ready to tick another destination off your travel bucket list.
Why should I purchase my Dorchester vacation package via Travelocity?
Incredible savings, an abundance of exciting destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.
Can I save on my Dorchester car rental if I book it with my hotel or flight?
Combining your flight, hotel and car into a Dorchester vacation package is the best way to land the best prices. Plus, having your own set of wheels gives you total freedom to get to all those amazing sights you're eager to explore. Located 110 mi from Dorchester, University of Wisconsin-Madison is one place that should be on your agenda. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Dorchester?
If funds are a bit tight, is an ideal month to see this part of the world, while is the most expensive time of the year. May, August and October is generally regarded as high season. If you'd rather avoid the big crowds, June, November and December tend to be quieter.
Which airport is best for Dorchester?
One of the most convenient options is Rochester Intl. Airport (RST), situated 60 mi northwest of downtown Dorchester. You can also fly into La Crosse Municipal Airport (LSE), 30 mi away from central Dorchester).
Where should I stay when visiting Dorchester?
If you're searching for somewhere to base yourself, consider the Hunters Hollow 5bed w/ HotTub. It's the top choice for many travelers.

Photos of local treasures

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A brick building with the word "DORCHESTER" in large letters.