Book Exclusive Middletown Vacation Packages

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Middletown flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Aderi Hotel Niantic

Aderi Hotel Niantic

2 out of 5
Price was CA $858, price is now CA $821 per person
CA $821
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Niantic. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Flanders Plaza Shopping Center and White Gate Farm are located nearby.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was CA $1,135, price is now CA $1,002 per person
CA $1,002
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Great Wolf Lodge Mashantucket

Great Wolf Lodge Mashantucket

2 out of 5
Price was CA $1,317, price is now CA $1,216 per person
CA $1,216
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
Book a stay at this family-friendly hotel in Mashantucket. Enjoy free WiFi, 4 indoor pools, and 3 restaurants. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was CA $2,018, price is now CA $1,910 per person
CA $1,910
per person
Dec 26 - Dec 28
found 21 hours ago
Roundtrip flight included
Saskatoon (YXE) to Hartford (BDL)
Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Blue Back Square are located nearby.
Two Trees Inn

Two Trees Inn

2.5 out of 5
Price was CA $1,183, price is now CA $1,127 per person
CA $1,127
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and Great Wolf Lodge Water Park are located nearby.

Top Middletown hotels deals

Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street Middletown CT
Free cancellation
Reserve now, pay when you stay
The price is CA $241 per night
CA $241
CA $305 total
Dec 2 - Dec 3
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.
Pool
Hot tub
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $142 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Bushnell Park are located nearby.
Breakfast included
Pet-friendly
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Free cancellation
Reserve now, pay when you stay
The price is CA $115 per night
CA $115
CA $132 total
Dec 6 - Dec 7
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Pet-friendly
Parking included
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free cancellation
Reserve now, pay when you stay
The price is CA $173 per night
CA $173
CA $198 total
Nov 25 - Nov 26
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Pet-friendly
Free WiFi
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Free cancellation
Reserve now, pay when you stay
The price is CA $188 per night
CA $188
CA $241 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.
On private beach
Pool
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Free cancellation
The price is CA $94 per night
CA $94
CA $108 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PeoplesBank Arena and Rocky Hill - Glastonbury Ferry are located nearby.
Pet-friendly
Parking included
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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.

Stay near popular Middletown attractions

A large white building with columns and a central staircase.

Wadsworth Mansion

Learn about the local history of Middletown when you take a trip to Wadsworth Mansion. Experience the area's entertainment venues and festivals.
See properties

Middletown Vacations

Even if you're the most spontaneous traveler, it's still a wise idea to learn a couple of things about Middletown before you go. Locate it on your map, make a note of the things to do and let the excitement begin!

To help you get your bearings, Middletown lies 90 miles (145 kilometers) to the northeast of the prominent city of New York.

This area of Connecticut is home to roughly 48,000 people.

Places to visit in Middletown

Meet like-minded people and be inspired at one of the conferences or cultural events at Wadsworth Mansion. Want some more options? Are the kids getting bored with bouncy castles and playgrounds? Treat them to a day out at Kidcity Children's Museum. Boasting fascinating displays and interactive experiences, helping little ones to learn about the world has never been more fun! And there's more. Many great minds and trailblazers have studied within the classrooms of Wesleyan University. Learn about its lengthy history and achievements, and walk through the campus on a guided tour.

Where do you fly into for Middletown?

Prepare for some new adventures in Middletown. Once you've exited Bradley International Airport (BDL), the middle of town will be 25 miles (40 kilometers) away.

Frequently asked questions

How much are vacation packages to Middletown?
With a Travelocity vacation package, you could paint the town red in Middletown from just CA $821. Activities, hotels and flights — we've got you covered. You'll save tons just by combining your bookings together. And with all that taken care of before you leave, you won't have to worry about a thing.
How long should my Middletown vacation be?
Many travelers secure a hotel for 2 nights in Middletown. But that doesn't necessarily mean you're limited to that. How long you spend here comes down to what sorts of things you want to do on your vacation. If you'd like to familiarize yourself with every inch of this awesome location, consider booking another few nights (or even longer!).
Where can I get the best vacation package deals for Middletown?
With at least 400 airline partners and 1,000,000 properties around the world, you can't beat Travelocity. Scroll through our extensive range and create the perfect Middletown vacation package. Don't you just love it when planning a trip is that easy?
Why should I book my Middletown vacation bundle with Travelocity?
Travel is all about making cherished memories and leaving all your stresses behind — which is why we have a team of experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our huge range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.
Will I save money on my Middletown car rental if I book it with a hotel or flight?
With a Middletown vacation package, you can bundle your flight, car and hotel bookings and save some serious money. If you want to discover the best of this exciting part of the world, why not check out Times Square? This must-see sight is 145 kilometers from Middletown. With your own rental car, you'll be there in the blink of an eye.
Which airport is best for Middletown?
Bradley Intl. Airport (BDL) is one of the most popular airports in Middletown. It's roughly 40 kilometers north of the downtown area. Your other options are MacArthur Airport (ISP) (97 kilometers away from central Middletown) and Tweed - New Haven Regional Airport (HVN) (40 kilometers away from central Middletown).
What is there to do in Middletown?
While hopping off the tourist trail is no doubt rewarding, you shouldn't miss the popular sights that make a destination famous. Artfarm and General Mansfield House are a couple of them in Middletown.
Where should I stay when visiting Middletown?
If you're after somewhere to spend your nights, check out the Inn at Middletown. It's the top choice for many travelers.

Photos of local treasures

Browse Middletown vacation photos for more inspiration

A coastal cityscape with a marina, dense urban buildings, and a river.
A cityscape with a river, buildings, and a bridge.
An aerial view of a city with a prominent bridge, historic buildings, and a river.
A forested landscape with a winding dirt road and power lines.
A steel arch bridge over a river with surrounding trees and buildings.

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