Montclair Vacation Packages

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

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Top Holiday Package Deals in Montclair

Price found within the past 48 hours. Click for updated prices.
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was CA $904, price is now CA $865 per person
CA $865
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.4/10 Very Good! (1,588 reviews)
Very nice and clean hotel , good place to stay . And close to a lot of nice place to visit and restraunt to eat .

Reviewed on May 6, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was CA $1,051, price is now CA $959 per person
CA $959
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Awesome location with tons of artistic charm.

Reviewed on May 6, 2026

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
Price was CA $1,092, price is now CA $1,035 per person
CA $1,035
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
9.4/10 Exceptional! (2,197 reviews)
The beds and pillows!!! Amazing!!

Reviewed on May 5, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was CA $1,115, price is now CA $1,058 per person
CA $1,058
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
9.4/10 Exceptional! (881 reviews)
Good location, big room, nice.

Reviewed on May 2, 2026

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
Price was CA $1,016, price is now CA $967 per person
CA $967
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.8/10 Excellent! (1,004 reviews)
Stayed u several times top notch place great food also

Reviewed on May 4, 2026

Where to stay in Montclair

Find the best Montclair areas and neighborhoods for the activities you enjoy most. Learn more about Montclair
Downtown Lexington

Downtown Lexington

2 out of top 10 points of interest in this area
4/5(1 area review)

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

Find hotels in Downtown Lexington

Montclair Hotel Deals

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Jun 1 to Jun 2
CA $249
CA $312 total
Jun 1 - Jun 2
includes taxes & fees
9.6/10 Exceptional! (1,267 reviews)
The best hotel in Kentucky!! The ambience, the vibe! The food! The bars! The decor! The crew!! Even took advantage of the bikes. Great spot will be back!

Reviewed on May 4, 2026

The Manchester
Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is CA $140 per night from May 17 to May 18
CA $140
CA $163 total
May 17 - May 18
includes taxes & fees
9.4/10 Exceptional! (2,201 reviews)
Great breakfast, clean rooms. Pleasant staff.

Reviewed on May 6, 2026

Holiday Inn Express Lexington Horse Park Area by IHG
Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

3 out of 5
5532 Athens Boonesboro Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from May 10 to May 11
CA $121
CA $141 total
May 10 - May 11
includes taxes & fees
8.2/10 Very Good! (687 reviews)
Would stay at this hotel again. It was nice and great areas for the kids and adults to enjoy. The rooms were clean but very dark. We were only there for 2 nights but when house keeping came in they did not make our beds or empty the garbages just replaced towels and toilet paper, thought that was ...

Reviewed on May 1, 2026

Hotel LEX, Trademark Collection by Wyndham
See all 869 properties in Montclair
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
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Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Montclair vacation package cost?
Much less than you might think — from only CA $865, as a matter of fact! By combining flights, hotels and car rentals into a customized vacation package, your trip to Montclair is only clicks away.
How do I get a cheap travel package to Montclair?
Secure flights that fit in with your schedule, add a hotel to your booking and watch the savings rack up with a Montclair vacation package. It's as simple as that! From flights and hotels to activities and rental cars, Expedia makes traveling on a budget easy. And with more than 550 partner airlines and 1,000,000 hotel options across the globe to select from, you won't be short of choice.
Where should I stay in Montclair?
Vacationers come from all corners of the globe to see University of Kentucky and Keeneland Racing Course in Montclair. Book a room within walking distance of these awesome attractions to make sightseeing a breeze.
How far in advance should I book my Montclair vacation?
To land rock-bottom prices, book as soon as you can. Air carriers usually release flight tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Montclair, there are always plenty of great deals on Expedia. Book something in today!
What does an Expedia Montclair travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your perfect Montclair vacation. You can also add on fun things like activities and tours once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score discounts you won't find anywhere else.
What should I know before booking a Montclair travel package?
Whether it's adventure or relaxation you're seeking, a Montclair vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Montclair Expedia vacation package?
You sure can. We offer more than 550 partner airlines throughout the world, so choose the carrier that best suits your budget and traveling style.
If I'm not able to travel, can I cancel my Montclair vacation package?
Your situation can change without warning, so yes. You may be able to cancel or amend your Montclair vacation package for free within 24 hours of booking. For bookings older than that, you can still make changes, but your hotel, car rental company or airline may charge additional fees. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Montclair

Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky

University of Kentucky

4.5/5(8 reviews)

Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
Fayette Mall

Fayette Mall

4.5/5(12 reviews)

You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.

Fayette Mall
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The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle

Things to do

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $81
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $137
per adult
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

CA $145
per adult
Bites of the Bluegrass Cocktails & Bites Tour
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.