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Find Casino Hotels & Resorts in Middletown, CT from $72

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Our top choices for Middletown hotels with a casino

Individually decorated, individually furnished, desk, laptop workspace
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
$67 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$101 nightly
The price is $116
Dec 18 - Dec 19
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
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, (1002)
"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
$91 nightly
The price is $105
Dec 25 - Dec 26
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG
Interior
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
10.0 out of 10, Exceptional, (5)
"Place is nice would stay again "
United States
nic
$318 nightly
The price is $359
Dec 15 - Dec 16
Total with taxes and fees
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
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, (670)
"Great room with comfortable beds. "
United States
Dakar
$98 nightly
The price is $113
Jan 1 - Jan 2, 2026
Total with taxes and fees
Residence Inn by Marriott Hartford/Windsor
Microwave, cookware/dishes/utensils
Trumbull & PrattGreat Location, Fully Private furnished Studio / Elevator

Trumbull & PrattGreat Location, Fully Private furnished Studio / Elevator

Trumbull & PrattGreat Location, Fully Private furnished Studio / Elevator
Downtown Hartford
$200 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
Trumbull & PrattGreat Location, Fully Private furnished Studio / Elevator
Interior
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Saybrook Manor
9.6 out of 10, Exceptional, (133)
"Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back. "
United States
Rob C.
$510 nightly
The price is $578
Dec 14 - Dec 15
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Terrace/patio
Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90)
"The location of this place is best!"
United States
Dr. Maureen C.
$474 nightly
The price is $537
Dec 21 - Dec 22
Total with taxes and fees
Historic New England home ,Reunions Beach pass
Property grounds
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Killingworth
10.0 out of 10, Exceptional, (53)
"Amazing property, we loved everything about it, highly recommended, will stay again "
United States
Rick
$617 nightly
The price is $698
Dec 15 - Dec 16
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Interior
Comfort Inn Wethersfield - Hartford

Comfort Inn Wethersfield - Hartford

Comfort Inn Wethersfield - Hartford
2.5 star property
Wethersfield
5.6 out of 10, (1002)
"The young lady at the front desk was very friendly and helpful."
United States
Andrea
$63 nightly
The price is $72
Dec 15 - Dec 16
Total with taxes and fees
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

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.

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