Hilton Garden Inn Hartford North/Bradley Int'l Airport
3 out of 5
Price was $875, price is now $778 per person
$778
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
Price was $649, price is now $580 per person
$580
per person
May 10 - May 12
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
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.
Simsbury Inn
3.5 out of 5
Simsbury Center
Price was $762, price is now $727 per person
$727
per person
May 10 - May 12
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.
Residence Inn by Marriott Hartford/Windsor
3 out of 5
Price was $804, price is now $794 per person
$794
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and parking.
Residence Inn by Marriott Southington
3 out of 5
Price was $679, price is now $678 per person
$678
per person
May 10 - May 12
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Prices and availability subject to change. Additional terms may apply.
Top Middlebury hotels deals
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 $152 per night
$152
per night
Mar 31 - Apr 1
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
Parking available
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
Free Cancellation
Reserve now, pay when you stay
The price is $102 per night
$102
per night
Mar 31 - Apr 1
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pet friendly
Breakfast available
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Apr 21 - Apr 22
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Pet friendly
Breakfast available
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
Free Cancellation
The price is $105 per night
$105
per night
Apr 18 - Apr 19
This hotel features a 24-hour gym, a spa tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Hot Tub
Pet friendly
Best Western Executive Hotel Of New Haven - West Haven
2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $96 per night
$96
per night
Apr 1 - Apr 2
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Breakfast included
Pool
HYATT house Shelton
3 out of 5
830 Bridgeport Ave, Shelton, CT
Free Cancellation
The price is $125 per night
$125
per night
Apr 1 - Apr 2
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast.
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
Quassy Amusement Park
4.5/5(13 reviews)
Bring the kiddos to Quassy Amusement Park and have a fun-filled day at this theme park in Middlebury. Attend a sporting event in this family-friendly area.
Travelocity offers package deals to Middlebury, including flights and hotels, starting at just $580. With all that extra money, you could include some awesome tours or possibly even add a couple of extra days to your getaway.
How long should my Middlebury vacation be?
Most visitors stay in Middlebury for approximately 2 nights. That said, travel is all about checking out new things and creating unforgettable memories — why not book a couple of extra nights so you can do just that?
Where can I get the best vacation package deals for Middlebury?
Travelocity can help you lock in an unbeatable Middlebury package deal. With 400 airlines and 1,000,000 properties worldwide, we’re sure you’ll be able to craft the perfect itinerary.
Why should I purchase my Middlebury vacation bundle via Travelocity?
From our 24/7 customer care to our range of exciting destinations, we are dedicated to giving you the most unforgettable escape. All you have to do is click and book — our Price Match Guarantee will ensure you score the best deal.
Can I save money on my Middlebury car rental if I bundle it with a hotel or flight?
Bundling your hotel, car and flight into a Middlebury vacation package is the best way to land the best prices. Plus, having your own rental car gives you absolute freedom to make your way to all those big sights you’d like to check out. Sitting 70 mi away from Middlebury, Times Square is one attraction that should feature on your itinerary. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Middlebury?
If you want to avoid costly flights, big crowds and full hotels, plan your getaway outside of June, July and August. The quietest time to be in Middlebury is December, January and February. You’ll find the highest hotel prices in and the lowest in .
Which airport is best for Middlebury?
It’s likely you’ll be arriving at Bradley Intl. Airport (BDL), situated 35 mi northeast of inner Middlebury. Westchester County Airport (HPN) (45 mi away from central Middlebury) and MacArthur Airport (ISP) (50 mi away from central Middlebury) are your other choices.
What is there to do in Middlebury?
Quassy Amusement Park should be toward the top of your travel schedule. After you’ve crossed off this popular attraction, simply stroll the streets of Middlebury and find out what makes this fantastic city tick.