Deals on vacations and trips to Middletown

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Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

3 out of 5
Price was $353, price is now $300 per person
$300
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Hartford (BDL)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Save 100% on your flight
Price was $427, price is now $301 per person
$301
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Hartford (BDL)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Solano Inn

Solano Inn

2.5 out of 5
Save 100% on your flight
Price was $488, price is now $365 per person
$365
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and laundry facilities are also on offer.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Save 100% on your flight
Price was $443, price is now $356 per person
$356
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Hartford (BDL)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
Price was $431, price is now $367 per person
$367
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Hartford (BDL)
A gym is featured at this motel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.

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
$199 nightly
The price is $225 total per night
$225 total
Mar 15 - Mar 16
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
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
$93 nightly
The price is $108 total per night
$108 total
Mar 22 - Mar 23
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $108 total per night
$108 total
Mar 30 - Mar 31
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $101 total per night
$101 total
Apr 10 - Apr 11
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $120 total per night
$120 total
Apr 6 - Apr 7
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and express check-in are also on offer.
Pool
Breakfast included
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
$152 nightly
The price is $175 total per night
$175 total
Mar 12 - Mar 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Pet friendly
Free WiFi
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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.

Popular places to visit

Landscape view of Wadsworth Mansion in early spring

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
New England Seascape in New Haven Harbor in Connecticut at Sunrise: A tranquil beachfront along the Pardee Seawall Park

Harbor Park

4/5(5 reviews)

Harbor Park is just one of the places to see in Middletown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and entertainment venues.

Harbor Park

Wesleyan University

4/5(89 reviews)

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

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 $300. 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 90 mi 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 25 mi north of the downtown area. Your other options are MacArthur Airport (ISP) (60 mi away from central Middletown) and Tweed - New Haven Regional Airport (HVN) (25 mi 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

Bright colors of autumn. View above. Road in the forest. Middletown, Connecticut
Bright colors of autumn. View above. Road in the forest. Middletown, Connecticut
Aerial Drone of Red Bank New Jersey
Aerial Drone of Red Bank New Jersey
Aerial view of Middletown, Connecticut on a mild, late winter day

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