Book Exclusive Middletown Vacation Packages

Choose one or more items to build your trip:

Middletown flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel

Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel

2.5 out of 5
per person
Feb. 1 - Feb. 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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.
Delamar West Hartford

Delamar West Hartford

3.5 out of 5
per person
Feb. 1 - Feb. 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Stay at this 3.5-star spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions XL Center and The Center & The Square are located nearby.
Residence Inn by Marriott Hartford Downtown

Residence Inn by Marriott Hartford Downtown

3.5 out of 5
Downtown Hartford
per person
Feb. 1 - Feb. 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Stay at this 3.5-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions XL Center and Hartford Stage are located nearby.
Holiday Inn Express Vernon - Manchester, an IHG Hotel

Holiday Inn Express Vernon - Manchester, an IHG Hotel

2.5 out of 5
per person
Feb. 1 - Feb. 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Vernon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are located nearby.
Comfort Inn East Windsor - Springfield

Comfort Inn East Windsor - Springfield

2.5 out of 5
per person
Feb. 1 - Feb. 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this business-friendly hotel in East Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Brook Brewing and Connecticut Fire Museum 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 $201 per night
CA $201
CA $260 total
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3.5-star 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.
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 $157 per night
CA $157
CA $181 total
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $167 total
includes taxes & fees
29 Dec - 30 Dec
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions XL Center and Wethersfield Cove Park are located nearby.
The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

3 out of 5
440 Asylum St, Hartford, CT
Free cancellation
The price is CA $121 per night
CA $121
CA $140 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star 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 XL Center and Soldiers and Sailors Memorial Arch are located nearby.
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St, Waterbury, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $147 total
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Palace Theatre and Apothecary Building are located nearby.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $206 per night
CA $206
CA $236 total
includes taxes & fees
24 Dec - 25 Dec
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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.

Popular places to visit

Wesleyan University

Enjoy the collegiate vibe when you visit Wesleyan University, during your travels in Middletown. Experience the area's festivals or attend a sporting event.

Wesleyan University

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.

Wadsworth Mansion

Middlesex Hospital

Though Middlesex Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.

Middlesex Hospital

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 $548. 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

Photo by Simmie Reagor
Photo by Simmie Reagor
Photo by Tiffany Zhou
Photo by Tiffany Zhou
Photo by mark MacGregor
Photo by mark MacGregor