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Winchendon

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Winchendon Flights as Low as $181

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, Aug 19 - Wed, Aug 20
MCO
Orlando Intl.
ORH
Worcester Regional
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 19 from Orlando Intl. to Worcester Regional, returning Wed, Aug 20, priced at $181 found 2 days ago
Delta
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $195 found 7 hours ago
Delta
Wed, Aug 20 - Tue, Aug 26
MCO
Orlando Intl.
ORH
Worcester Regional
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Tue, Aug 26, priced at $195 found 7 hours ago
American Airlines
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $195 found 7 hours ago
Delta
Tue, Aug 19 - Wed, Aug 20
MCO
Orlando Intl.
ORH
Worcester Regional
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 19 from Orlando Intl. to Worcester Regional, returning Wed, Aug 20, priced at $199 found 2 days ago
American Airlines
Mon, Aug 18 - Tue, Aug 19
MCO
Orlando Intl.
ORH
Worcester Regional
$200 Roundtrip, found 3 hours ago
$200
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Aug 18 from Orlando Intl. to Worcester Regional, returning Tue, Aug 19, priced at $200 found 3 hours ago
JetBlue Airways
Wed, Aug 20 - Sat, Aug 23
MCO
Orlando Intl.
ORH
Worcester Regional
$206 Roundtrip, found 7 hours ago
$206
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Sat, Aug 23, priced at $206 found 7 hours ago
American Airlines
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$207 Roundtrip, found 7 hours ago
$207
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $207 found 7 hours ago
JetBlue Airways
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$211 Roundtrip, found 7 hours ago
$211
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $211 found 7 hours ago
American Airlines
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$213 Roundtrip, found 7 hours ago
$213
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $213 found 7 hours ago
American Airlines
Tue, Aug 19 - Wed, Aug 20
MCO
Orlando Intl.
ORH
Worcester Regional
$221 Roundtrip, found 2 days ago
$221
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 19 from Orlando Intl. to Worcester Regional, returning Wed, Aug 20, priced at $221 found 2 days ago
American Airlines
Tue, Aug 19 - Wed, Aug 20
MCO
Orlando Intl.
ORH
Worcester Regional
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 19 from Orlando Intl. to Worcester Regional, returning Wed, Aug 20, priced at $222 found 2 days ago
JetBlue Airways
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$226 Roundtrip, found 7 hours ago
$226
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $226 found 7 hours ago
Delta
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$236 Roundtrip, found 7 hours ago
$236
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $236 found 7 hours ago
American Airlines
Thu, Aug 21 - Fri, Aug 22
MCO
Orlando Intl.
ORH
Worcester Regional
$236 Roundtrip, found 4 days ago
$236
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Aug 21 from Orlando Intl. to Worcester Regional, returning Fri, Aug 22, priced at $236 found 4 days ago
Delta
Wed, Sep 3 - Wed, Sep 10
BHM
Birmingham Intl.
ORH
Worcester Regional
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 3 from Birmingham Intl. to Worcester Regional, returning Wed, Sep 10, priced at $298 found 1 day ago

Cheap Flights to Winchendon

Fall in love at first flight with your vacation to Winchendon 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 Winchendon on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Winchendon

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchendon 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 ORH airport.

What is the cheapest month to fly to Winchendon?

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 Winchendon are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchendon?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winchendon.

What airport is best to fly into Winchendon?

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

How much are flights to Winchendon?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchendon on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $181, 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 Winchendon?

The trick to saving a stack of cash on your flight to Winchendon? 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 $181 right now, why wait?

Winchendon Flight Information
Destination airport
Worcester Regional
Destination airport IATA code
ORH
Roundtrip price
$180

Last Minute Hotel Deals in Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3 out of 5
Winchendon
Stay at this 3-star cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located ...
Get rates
Modern Waterfront Gem w/ Dock on Lake Monomonac
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Stay at this 3.5-star family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,006 reviews)
"Is good and I like it"

Reviewed on Jul 22, 2025

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Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,008 reviews)
"Amazing quiet location"

Reviewed on Jul 22, 2025

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The Colonial Hotel
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd, Leominster, MA
Stay at this motel in Leominster. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (1,003 reviews)
"As always a great place to rest at."

Reviewed on Jul 23, 2025

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Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way, Leominster, MA
Stay at this 4-star business-friendly hotel in Leominster. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,005 reviews)
"Enjoyed the pool."

Reviewed on Jul 24, 2025

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Doubletree by Hilton Hotel Leominster
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Stay at this 3-star business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,004 reviews)
Great location
"We love staying at this place. It was very muggy outside and the air conditioner was running constantly the rooms/sheets on the beds felt damp"

Reviewed on Jul 22, 2025

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Best Western Plus Keene Hotel
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (860 reviews)
"Will definitely recommend. Room was excellent!!! Spacious, spotless and comfortable."

Reviewed on Jul 20, 2025

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Keene Elm City Hotel, Ascend Hotel Collection
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd, Keene, NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (317 reviews)
Comfortable but not anything special
"Overall the stay was just OK. The room was clean and well equipped. The only thing not working as expected in the room was the sink stopper was broken. The free breakfast was mediocre. The front desk was understaffed but when you finally got attention it was good. The lobby microwave that I used ..."

Reviewed on Jul 18, 2025

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Hampton Inn & Suites Keene
See all 196 properties in Winchendon
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.