Search Cheap Flights to
Middlebury

Photo by Brandon Miller

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Cheap Flights to Middlebury

Fall in love at first flight with your vacation to Middlebury by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlebury on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlebury, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlebury

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlebury with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BDR airport.

What is the cheapest month to fly to Middlebury?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlebury are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlebury?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Middlebury.

What airport is best to fly into Middlebury?

When you’re planning your trip to Middlebury, convenience is the name of the game. Luckily, Middlebury Waterbury - Oxford Airport is nearby so you can deplane and get going on checking off everything on your Middlebury must-do list.

How much are flights to Middlebury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlebury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlebury?

The trick to saving a stack of cash on your flight to Middlebury? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Middlebury Flight Information
Destination airport
Middlebury
Destination airport IATA code
BDR

Last Minute Hotel Deals in Middlebury

Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
The price is $159 per night from Oct 20 to Oct 21
$159
includes taxes & fees
Oct 20 - Oct 21
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
"Clean room"

Reviewed on Sep 22, 2024

Holiday Inn Express Southington, an IHG Hotel
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is $171 per night from Sep 29 to Sep 30
$171
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,355 reviews)
"Nice property and space to stay in New Haven!"

Reviewed on Sep 25, 2024

New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven
2.5 out of 5
490 Saw Mill Rd, West Haven, CT
The price is $120 per night from Oct 13 to Oct 14
$120
includes taxes & fees
Oct 13 - Oct 14
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,001 reviews)
"Ok…."

Reviewed on Sep 24, 2024

Best Western Executive Hotel Of New Haven - West Haven
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
The price is $165 per night from Oct 15 to Oct 16
$165
includes taxes & fees
Oct 15 - Oct 16
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8/10 Very Good! (1,000 reviews)
"While I wasn’t given the room I initially booked, I was still very pleased with my experience reservations"

Reviewed on Sep 22, 2024

Omni New Haven Hotel at Yale
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
The price is $130 per night from Oct 28 to Oct 29
$130
includes taxes & fees
Oct 28 - Oct 29
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.4/10 Good! (1,001 reviews)
"Our room was clean, but overall the property appeared a bit long in the tooth."

Reviewed on Sep 22, 2024

Hilton Garden Inn Shelton
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
The price is $146 per night from Oct 20 to Oct 21
$146
includes taxes & fees
Oct 20 - Oct 21
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (487 reviews)
Modern and clean, but little inconveniences
"Pros: Modern and clean, nice showers. Cons: flashing light from smoke alarm all night, extra for parking, extra for breakfast, some street noise, and only 1 kind of pillow. Interesting that the receptionist doesn't say much, but you get and email and QR code to learn about the fitness center and ..."

Reviewed on Sep 25, 2024

Cambria Hotel New Haven University Area
Red Roof Inn Meriden
Red Roof Inn Meriden
2 out of 5
10 Bee St, Meriden, CT
The price is $114 per night from Sep 29 to Sep 30
$114
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,000 reviews)
"I still haven’t got my deposit back"

Reviewed on Sep 23, 2024

Red Roof Inn Meriden
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is $107 per night from Oct 13 to Oct 14
$107
includes taxes & fees
Oct 13 - Oct 14
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. ...
8.2/10 Very Good! (1,001 reviews)
"We live in NY, and were in town for a family funeral. The viewing was about 1 mile away from the Marriott. We were able to check in, freshen up, and make it to the wake and pay our respects to a our military veteran family member. Except for our family loss, the check in, room, parking and travel ..."

Reviewed on Sep 17, 2024

Courtyard by Marriott Waterbury Downtown
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.