Montclair Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Where to stay in Montclair

Find the best Montclair areas and neighborhoods for the activities you enjoy most. Learn more about Montclair
Lexington featuring tranquil scenes and farmland

Downtown Lexington

1 out of top 10 points of interest in this area

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

Find hotels in Downtown Lexington

Top hotels in Montclair

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$237 per night from 5 Jan to 6 Jan
S$237
5 Jan - 6 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (1,068 reviews)
Room was more beautiful in person.

Reviewed on 3 Dec, 2025

The Manchester
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 14 Dec to 15 Dec
S$102
14 Dec - 15 Dec
includes taxes & fees
8.2/10 Very Good! (1,480 reviews)
Clean, friendly staff, safe surroundings.

Reviewed on 3 Dec, 2025

GuestHouse Lexington
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 29 Dec to 30 Dec
S$170
29 Dec - 30 Dec
includes taxes & fees
8.6/10 Excellent! (1,027 reviews)
We enjoyed our stay and would recommend it to anyone!

Reviewed on 28 Nov, 2025

Hyatt Regency Lexington
See all 840 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.

Frequently asked questions

How much does a Montclair holiday package cost?
Much less than you might think — from only , as a matter of fact! By combining flights, hotels and car rentals into a customized holiday 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 holiday package. It's as simple as that! From flights and hotels to activities and rental cars, Expedia makes travelling 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?
Holiday Makers 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 holiday?
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 holiday. 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 holiday package lets you plan your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Montclair Expedia holiday package?
You sure can. We offer more than 550 partner airlines throughout the world, so choose the carrier that best suits your budget and travelling style.
If I'm not able to travel, can I cancel my Montclair holiday package?
Your situation can change without warning, so yes. You may be able to cancel or amend your Montclair holiday 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.

Popular places to visit

Keeneland Racing Course

Enjoy a trip to Keeneland Racing Course and popular activities such as horse riding in Lexington. You can attend a sporting event while in the area.

Keeneland Racing Course

Rupp Arena

Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.

Rupp Arena

Things to do

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$59
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

S$13
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

S$77
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.