$90 Cheap flights to Bennington County

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Top places to visit in Bennington County

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Manchester

Manchester
Dorset Industrial Mining Rock Quarry in Vermont
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Dorset

Dorset

Cheap flights to Bennington County from $90 One Way, $174 Round Trip

$174 return flights and $90 one-way flights to Bennington County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 5 - Fri, Feb 5
BOS
Boston
RUT
Rutland
$174 Roundtrip, found 15 hours ago
$174
Roundtrip
found 15 hours ago
Select Cape Air flight, departing Fri, Feb 5 from Boston to Rutland, returning Fri, Feb 5, priced at $174 found 15 hours ago
Thu, Jun 25 - Sun, Jun 28
BOS
Boston
RUT
Rutland
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Jun 25 from Boston to Rutland, returning Sun, Jun 28, priced at $183 found 6 days ago
Thu, Oct 29 - Wed, Nov 4
EWR
New York
ALB
Albany
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 29 from New York to Albany, returning Wed, Nov 4, priced at $279 found 1 day ago
Wed, Aug 5 - Wed, Aug 12
CLE
Cleveland
ALB
Albany
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select United flight, departing Wed, Aug 5 from Cleveland to Albany, returning Wed, Aug 12, priced at $316 found 3 days ago
Wed, Aug 5 - Wed, Aug 12
CLE
Cleveland
ALB
Albany
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Aug 5 from Cleveland to Albany, returning Wed, Aug 12, priced at $316 found 3 days ago
Wed, Aug 5 - Wed, Aug 12
CLE
Cleveland
ALB
Albany
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 5 from Cleveland to Albany, returning Wed, Aug 12, priced at $316 found 3 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DCALathamJune 20 to June 24$317
FLLLathamJune 21 to June 25$324
MCOLathamJune 20 to July 18$431
ORDLathamJune 20 to June 25$451
SJULathamJune 19 to June 20$544
CLTLathamJune 21 to June 22$576
LAXLathamJune 19 to June 22$682
DENLathamJune 19 to June 21$732
MCONorth ClarendonJune 19 to June 21$792
ATLLathamJune 21 to June 27$805
TPALathamJune 19 to June 21$830
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Bennington County Accommodation Deals

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
$226 nightly
The price is $249 total per night from Jun 22 to Jun 23
$249 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (850 reviews)
"A little overboard on the pride flags and and pushing the pride stuff on everybody but otherwise a nice place to stay"

Reviewed on Jun 12, 2026

Opens in a new windowKimpton Taconic Hotel by IHG
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Fully refundable
$134 nightly
The price is $147 total per night from Jun 17 to Jun 18
$147 total
Jun 17 - Jun 18
Total with taxes and fees
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (942 reviews)
"We stayed with my kids for one night, Property it’s very nice, a lot of activities. Breakfast is good. They give us house with 2 bedrooms it’s very old, need upgrades. Bed sheets are clean. But I don’t like the bathroom, shower is not clean, holes in the wall."

Reviewed on Jun 15, 2026

Opens in a new windowThe Palmer House Resort, an Ascend Collection Hotel
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
$139 nightly
The price is $152 total per night from Jun 28 to Jun 29
$152 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (1,005 reviews)
"We got an upgrade upon check in, and the room was fantastic, spacious and comfortable. The staff were friendly and helpful. Breakfast was good, but lacked diversity. The location is central to everything you want to do in Manchester. Overall, a good stay."

Reviewed on Jun 13, 2026

Opens in a new windowHampton Inn and Suites Manchester
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The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $228 total per night from Jun 28 to Jun 29
$228 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American ...
7.4/10 Good! (635 reviews)
"Stayed as a bridesmaid and wedding guest in the hotel recently. The rooms were dated and we found mold on the shower ceiling tiles. The main building is kept in better condition but rooms could definitely use some TLC. Staff was super friendly though!"

Reviewed on Jun 14, 2026

Opens in a new windowThe Equinox Golf Resort & Spa
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Bennington County

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Frequently asked questions

Which airlines fly to Bennington County?
There are 12 air carriers that go to Albany Intl. Airport (ALB). With this many to choose from, there's a great chance you'll land an affordable flight! Your Bennington County adventure awaits with one of these leading air carriers:

  • American Airlines - 139 flights to Bennington County per month
  • Delta - 135 flights to Bennington County per month
  • United Airlines - 129 flights to Bennington County per month

How much is a flight to Bennington County?
The cost for a return flight to Bennington County this last week fluctuated from $174 to $830. If you were traveling one-way from Boston (BOS), you could have snapped up tickets from as low as $90.
How to book the cheapest flight to Bennington County?
With Orbitz, you'll uncover some of the best flight deals around from a huge range of airlines. But if you'd like to boost your prospects of picking up cheap flights to Bennington County, here are some tips to keep in mind:

  • Depending on where you're coming from, click on the 'Nearby airports' function (located under the departure and arrival options). Oftentimes, alternative departure points work out cheaper.
  • If your plans aren't etched in stone, click on the 'Show flexible dates' option to compare flight deals for alternative departure dates. You may find an even better fare.
  • To optimize your results, click on 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also choose your preferred flight times under 'Sort & Filter' to the left.
  • Once you've settled on your travel dates, lock in your flight. Airfares generally rise as the departure date nears.
  • Save loads on your adventure by bundling your hotel, flights and car rentals into an Orbitz package. Your budget will thank you for it.
  • Don't travel during peak seasons if possible. By avoiding summer and school vacations, you can save loads on your airfare.

What is the best time to book a flight to Bennington County?
Generally speaking, the cheapest month to book your journey is in January. This is followed by February and August. When searching for a cheap flight to Bennington County, make sure you're ready to book. Cheap deals appear in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Bennington County?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Bennington County. If you want the best airfares, search across those days and you could land yourself an incredible flight deal.
What is the cheapest day of the week to fly to Bennington County?
Based on Orbitz data from 2020, Monday is usually the best day for cheap flights to Bennington County. Tuesday also offers wallet-friendly fares, whereas Saturday has the highest ticket rates. Even though leaving at the weekend may be more convenient, you'll have more cash to play with if you jet out earlier in the week.
What is the cheapest month to fly to Bennington County?
To score cheap flights to Bennington County, you should pack your bags and take off in August. Orbitz data has found that generally, this is an excellent month to save big on your ticket. If you want to jet to Bennington County during June, bear in mind that this is the most expensive time to take a trip.
Which airlines allow free cancellation?
When you search for flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. That means you can relax knowing that if your travel dates change, your ticket can too.
What do I need for the flight to Bennington County?
There's so much to plan for any big adventure, so it's good to get a little help along the way. Here's a handy checklist to ensure you're ready for your flight:

  • Make sure you've packed your travel documents and identification. For international journeys, you'll need your passport. When booking your flights, always use the same name, gender and birth date as listed on your current ID.
  • A well-packed carry-on bag is just the ticket for flying in comfort. Given this journey to Bennington County is no short hop, take a few snacks and activities to keep you busy. A good book or magazine will help pass the time.
  • Aeroplane cabins can get quite cold. If you decide to fly during the height of the Bennington County summer, make sure you carry an extra warm layer with you.

How do I get cheap first-class/business deals to Bennington County?
There are ways of booking first or business-class airfares to Bennington County that won't burn a hole through your savings. Grab a seat in the pointy end of the plane for less with these helpful tips:

  • Flexibility is important. By being open to a few travel dates, you'll have more chances of spotting a sale on your airfares.
  • Low-cost airlines offer first or business-class seating at affordable prices. Skip the full-service carriers and fly with one these cheaper options.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Bennington County?
Anytime is a wonderful time to go to Bennington County, but January, June and August are the busiest months. Like most places in the Northern Hemisphere, the summer begins June 20. If you'd prefer to hang out in a T-shirt than a big winter jacket, this time of the year would suit you perfectly. Expect average daily highs of 80 ºF and nightly lows around 55 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.