Main Street 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 Holiday Package Deals in Main Street
Price found within the past 48 hours. Click for updated prices.
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
City Centre
CA $673
per person
Oct 29 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Detroit (DTW)
8.6/10 Excellent! (3,434 reviews)
Great place, lots of entertainment yet has some room for improvement.
The music from the venue was so loud that I couldn't hear my TV... On the 10th floor. Wasn't able to get to sleep until after 1. Called front desk with a simple question - over 30 min hold. Internet was horrible. No way to work or stream video since the TV selection was so limited. It was obvious they wanted us out of the room and in the casino. Can't even get a a cup of coffee unless you walk through the casino. Other than that... Very friendly staff. Clean. Fresh. Plenty of casino fun.
Reviewed on Sep 6, 2026
Where to stay in Main Street
Find the best Main Street areas and neighborhoods for the activities you enjoy most. Learn more about Main Street
South Central
3 out of top 10 points of interest in this area
While visiting South Central, you might make a stop by sights like Yost Ice Arena and Michigan Stadium.
Bryant Pattengill East
If you're spending some time in Bryant Pattengill East, Buhr Park and Cobblestone Farm are top sights worth seeing.
Downtown
1 out of top 10 points of interest in this area
While visiting Downtown, you might make a stop by sights like Ann Arbor Hands On Museum and Kempf House Museum.
Central Campus Medical
4 out of top 10 points of interest in this area
If you're spending some time in Central Campus Medical, University of Michigan Museum of Natural History and Hill Auditorium are top sights worth seeing.
Burns Park
Burns Park might not have many top sights, but Yost Ice Arena and University of Michigan Museum of Natural History are two attractions nearby that you can check out.
Main Street Hotel Deals
Weber's Hotel & Restaurant
3050 Jackson Road Ann Arbor MI
Fully refundableReserve now, pay when you stay
CA $210
CA $234 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (1,583 reviews)
"My go to place every time I'm in Ann Arbor. Friendly staff, lots of character and personality to the property (as compared to all the chain hotels). A small but very nice pool. Quick access to I94 for DTW. And not too far from campus and other things in Ann Arbor."
Reviewed on Sep 6, 2026
Ann Arbor Regent Hotel & Suites
2455 Carpenter Road Ann Arbor MI
Fully refundableReserve now, pay when you stay
CA $186
CA $206 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (1,614 reviews)
"Staff were accommodating - rooms were clean with daily attention"
Reviewed on Sep 7, 2026
Saint John's Resort
44045 Five Mile Road Plymouth MI
Fully refundableReserve now, pay when you stay
CA $231
CA $288 total
Sep 8 - Sep 9
includes taxes & fees
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 Main Street vacation package cost?
The cheapest Main Street vacation package is CA $673, so your dream vacation can become a reality — without it costing a fortune. Bundle flights, hotels, car rentals and more to tailor a package that fits you.
How do I get a cheap travel package to Main Street?
Secure flights that suit your schedule, add a hotel to your booking and watch the savings rack up with a Main Street vacation package. It's as simple as that! From flights and hotels to tours and rental cars, Expedia is where your cheap getaway begins. And with more than 550 airlines and 1,000,000 hotel options around the world to select from, you'll never be short of choice.
Where should I stay in Main Street?
Take the hassle out of sightseeing by staying just around the corner from Main Street's terrific attractions. University of Michigan and Michigan Stadium are two visitor favorites.
How far in advance should I book my Main Street vacation?
To bag rock-bottom prices, book early. Air carriers usually advertise flight tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Main Street, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Main Street travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on some experiences and tours and watch your savings stack up. When it comes to organizing your Main Street break, you're in charge!
What should I know before booking a Main Street travel package?
Whether it's adventure or relaxation you're chasing, a Main Street vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Main Street Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to choose. We have access to more than 550 airline partners globally, so you have options galore when creating your Main Street getaway.
If I'm not able to travel, can I cancel my Main Street vacation package?
If your travel plans in Main Street have changed, it's comforting to know that you can cancel your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. For more details, visit our Customer Service Portal.
Things to do
Shaanxi Archaeological Museum English-speaking Guide Service
CA $69
per adult
100% of travellers recommend
Italian Pasta Cooking Class in Detroit (Includes 3-Course Meal)
CA $179
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.