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Find Casinos in Middletown, CT

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Check availability on Middletown Casinos

Our top choices for Middletown hotels with a casino

Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is NT$2,091
NT$2,405 total
includes taxes & fees
Jan 4 - 2026/1/5
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is NT$3,155
NT$3,629 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn Old Saybrook - Westbrook
Exterior
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1004)
"Highly recommend staying here. The rooms are clean and the staff go above and beyond to make sure that guests have a comfortable stay."
United States
Veronica
The price is NT$2,839
NT$3,264 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Cheshire - Southington by IHG
Exterior
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor
3.0 star property
Windsor
8.2 out of 10, Very Good, (671)
"Great room with comfortable beds. "
United States
Dakar
The price is NT$3,057
NT$3,516 total
includes taxes & fees
Jan 1 - 2026/1/2
Residence Inn by Marriott Hartford/Windsor
Lobby
Comfort Inn Wethersfield - Hartford

Comfort Inn Wethersfield - Hartford

Comfort Inn Wethersfield - Hartford
2.5 star property
Wethersfield
5.6 out of 10, (1003)
"The young lady at the front desk was very friendly and helpful."
United States
Andrea
The price is NT$1,965
NT$2,260 total
includes taxes & fees
Dec 17 - Dec 18
Comfort Inn Wethersfield - Hartford
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.
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Top Middletown Hotel Reviews

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Frequently asked questions

How many hotels that are good for gaming will I be able to find in Middletown?
Get your game on at one of Expedia's 22 lodging options close to the casinos in Middletown.
When should I take my casino trip to Middletown?
You might spend a lot of your vacation inside, but if you want to see more of the area, taking a look at local weather data can help you. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Middletown is 53 inches.
What is there to do in Middletown?
You can head to Lyman Orchards, Westfarms Mall, or Hartford Downtown Farmers Market to shop for the perfect souvenir. Check out Artfarm, Dinosaur State Park, or New Britain Museum of American Art for a taste of local culture. Additionally, you might consider adding Wadsworth Mansion and Connecticut River to your itinerary.
What are my transportation options for my casino getaway to Middletown?
Here are some transportation options in Middletown: You can book a flight to the nearest airport, which is New Haven, CT (HVN-Tweed - New Haven Regional), situated 23.8 mi (38.2 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.