Chelsea Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Chelsea Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville
Shively
CA $1,269
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
8.6/10 Excellent! (1,008 reviews)
Pool was cold. Breakfast was good; better on the weekends than during the week.
Reviewed on Oct 11, 2026
The Grady
Downtown Louisville
CA $1,553
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
We paid for a room we did not receive initially. We were placed in a basement sub room that had no closet , no windows, hard to manuver and lack of various amenities. We booked months in advance. Unacceptable. Had to stay the night.
amenities. We complained and then were moved the next day to a perfectly fine room. The fact that the hotel put full paying guests in such a room initially
Reviewed on Oct 12, 2026
Hotel Distil, Autograph Collection
Downtown Louisville
CA $1,829
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9.6/10 Exceptional! (507 reviews)
This was a top shelf property, no question. You can tell by the details, the fit and finish of the furniture and attention to the layout. Breakfast was impressive, service all around was exactly what you’d hope for.
Reviewed on Oct 13, 2026
Ready to book your vacation to Chelsea?
Chelsea Hotel Deals
Hillside Inn
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
CA $127
CA $146 total
Oct 14 - Oct 15
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"If you are looking to stay in an older Historic hotel with a great view give this one a try. The rooms are nicely finished and have as many modern amenities as one would expect. Your own private balcony is a real plus with views of the Ohio river and down town Madison. Walking to either is easy from ..."
Reviewed on Oct 10, 2026
HavenPointe Inn & Suites
300 N Gardner St Scottsburg IN
CA $95
CA $110 total
Nov 7 - Nov 8
includes taxes & fees
8.8/10 Excellent! (683 reviews)
"This was a very clean Hotel. The lobby, breakfast area and meeting room were all very clean. The room looked newly remodeled. I don't know if they were but they were meticulously cleaned. This was an exceptional stay for us and at the price I paid it made it even better. The waffle maker at breakfast ..."
Reviewed on Oct 12, 2026
Holiday Inn Express & Suites Scottsburg by IHG
200 S Beechwood Ave Scottsburg IN
Fully refundable
CA $156
CA $174 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (741 reviews)
"Good location for easy access from highway"
Reviewed on Oct 13, 2026
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 does a Chelsea vacation package cost?
Offering great value package deals from CA $1,269 on Expedia, you'll be surprised at how little a vacation to Chelsea costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chelsea?
If you'd like to book a cheap Chelsea vacation package, consider visiting in January, February and March. You'll typically find lower rates on flights and accommodations during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Chelsea?
Usually, a handful of days is enough to go to the main sights during your Chelsea vacation. However, if you prefer to have time to kick back or take day tours, consider extending your trip.
How to find the best Chelsea package deals?
Bagging a cheap Chelsea package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Chelsea package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chelsea vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Chelsea vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Chelsea?
If you're planning a spontaneous Chelsea trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Chelsea?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Chelsea.
- Budget wisely: As well as the price of your accommodations, you should consider other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Chelsea.
- Decide how long to go away for: Now that you know more about Chelsea, you can figure out the right length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Chelsea vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
