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Middlebury

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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

New Haven Hotel

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3.5 out of 5
229 George Street New Haven CT
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 ...
9/10 Wonderful! (1,928 reviews)
Room very clean, staff very helpful kind and professional (Stephanie a gem). I gave it 4 star just because my room was facing a dumpster and a bit noisy with trucks and the proximity to the elevator. If you park in the garage the hotel charges $ 24 nightly. The garage itself charges $ 22 daily. The ...

Reviewed on Dec 15, 2025

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
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8.6/10 Excellent! (993 reviews)
it was great!

Reviewed on Dec 15, 2025

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Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
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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 ...
8.4/10 Very Good! (1,005 reviews)
Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff.

Reviewed on Dec 14, 2025

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Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

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Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (860 reviews)
Clean and modern.

Reviewed on Dec 10, 2025

Hotel Marcel New Haven, Tapestry Collection By Hilton
Hampton Inn by Hilton Shelton

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2.5 out of 5
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Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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Upset the slide was not open!!

Reviewed on Dec 12, 2025

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Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
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Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.6/10 Good! (1,000 reviews)
Great breakfast buffet.

Reviewed on Dec 8, 2025

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The Blake Hotel

The Blake Hotel

4 out of 5
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Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,003 reviews)
Awesome stay at The Blake. The best hotel in New Haven.

Reviewed on Dec 8, 2025

The Blake Hotel
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
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Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,004 reviews)
We had a wonderful stay at the hotel. However we pre paid for breakfast and lunch and didn’t receive it for our stay.

Reviewed on Dec 10, 2025

Holiday Inn Cheshire - Southington by IHG
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.