May Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top May Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Rodeway Inn Ranger I-20

Rodeway Inn Ranger I-20

2 out of 5
Price was CA $1,799, price is now CA $1,779 per person
CA $1,779
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Abilene (ABI)
7/10 Good! (80 reviews)

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May Hotel Deals

Great for family group or romantic getaway, 4 small bedrooms and large open area

Great for family group or romantic getaway, 4 small bedrooms and large open area

May TX
10/10 Exceptional! (16 reviews)
"House was very nice, host was very kind and helpful."

Reviewed on Sep 12, 2026

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Great for family group or romantic getaway, 4 small bedrooms and large open area
Cozy 3-bedroom mobile home in Lake Brownwood in Thunderbird Bay

Cozy 3-bedroom mobile home in Lake Brownwood in Thunderbird Bay

May TX
7/10 Good! (2 reviews)
"Beautiful relaxing property in a nice quiet neighborhood. I would recommend it to everyone!"

Reviewed on Aug 1, 2026

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Cozy 3-bedroom mobile home in Lake Brownwood in Thunderbird Bay
The Hideout Golf Club & Resort

The Hideout Golf Club & Resort

3 out of 5
185 Hideout Ln Brownwood TX
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Nov 19 to Nov 20
CA $119
CA $147 total
Nov 19 - Nov 20
includes taxes & fees
9/10 Wonderful! (357 reviews)
"Everyone was very friendly. The property was nice and the rooms were nice. The only down fall was the shower in the morning did not have hot water."

Reviewed on Nov 3, 2026

The Hideout Golf Club & Resort
See all 97 properties in May
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a May vacation package cost?
You can grab a vacation package to this top destination from CA $1,779 on Expedia. But how much your vacation to May costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to May?
January, February and November are the best times to search for cheap May vacation packages. Opting to travel in less busy months means you can generally find reduced prices on flights and accommodations.
How many days is enough for May?
Typically, a handful of days is enough to check out the major attractions during your May vacation. But if you want to have more time to relax or take day trips, think about extending your trip.
How to find the best May package deals?
Use Expedia's filters to help you find some fabulous May package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for May package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a May vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized May vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to May?
If you've got your May travel dates finalized, book as soon as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to May?

  1. Pick your travel dates: What you want to do in May and your preferred season can help you decide when to travel.
  2. Set a budget: Factor in expenses such as flights, food and transportation when working out how much to save for your trip to May. Then, select a hotel that fits your budget, whether that's an affordable stay or a lavish getaway.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you'd like to get to in May. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a May vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.