Westby Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Matt Sparlin

Top hotels in Westby

Old Towne Motel

Old Towne Motel

2 out of 5
Hwy. 14, 61 & 27 South, Westby, WI
7.8/10 Good! (232 reviews)
Great small town motel. Wish there were more like
"It is wonderful to support a good small town motel, that is clean and comfortable, and quiet, and walk in patio doors from the parking lot."

Reviewed on 30 Jul 2025

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Old Towne Motel
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
3060 S Kinney Coulee Rd, Onalaska, WI
Fully refundableReserve now, pay when you stay
The price is 3.049.018 ₫ per night from 17 Aug to 18 Aug
3.049.018 ₫
3.460.544 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,576 reviews)
"Unique well kept place"

Reviewed on 11 Aug 2025

Stoney Creek Hotel La Crosse - Onalaska
Pearl Street Hotel & Suites

Pearl Street Hotel & Suites

2 out of 5
200 Pearl Street, La Crosse, WI
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (232 reviews)
"The location to bars and restaurants are Amazing, bed was comfortable.. but there was no shower curtain on the shower and small tvs"

Reviewed on 13 Aug 2025

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Pearl Street Hotel & Suites
See all 425 properties in Westby
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.

Popular places to visit

Branches Winery

You can enjoy a tasting or tour at Branches Winery during your travels to Westby. Wander around the forests in this relaxing area or simply enjoy its restaurants.

Branches Winery

Dregne's Scandinavian Gifts

Take the family on an outing to Dregne's Scandinavian Gifts during your trip to Westby. Wander around the forests in this relaxing area or simply enjoy its restaurants.

Dregne's Scandinavian Gifts

Snowflake Ski & Golf Club

Enjoy a round of golf in Westby at Snowflake Ski & Golf Club. You can enjoy the restaurants while in the area.

Snowflake Ski & Golf Club

Frequently asked questions

How much does a Westby holiday package cost?
You'll find cheap prices on Expedia for your Westby break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Westby costs.
What are the cheapest months to go to Westby?
Plan your trip for the off-season and you're likely to find cheap Westby holiday packages. Keep in mind that public holidays and local events and festivals can impact prices, so do your research before you go.
How many days is enough for Westby?
The ideal length of your Westby holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to visit all the major sights and explore some hidden gems along the way.
How to find the best Westby package deals?
Start your search for a Westby package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Westby package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westby escape off to a flying start.
Is it cheaper to book a Westby holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can tailor your Westby getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Westby?
If you have your Westby holiday dates locked in, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Westby?

  1. Choose your dates: The things you want to do in Westby and your favourite season will help you decide when to go.
  2. Set your budget: Factor in costs such as transportation, flights and meals when calculating how much to save for your trip to Westby. Then, choose a property that matches your budget, whether that's an economical option or a deluxe getaway.
  3. Decide how long to go for: Now that you're up to speed on Westby, you can figure out the right length of your holiday. Pull together a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your accommodation and airfare: After you've settled on your dates and duration, book the right Westby holiday package for you.