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Winchendon

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Winchendon Flights as Low as $183

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

JetBlue Airways
Thu, Apr 3 - Tue, Apr 15
MCO
Orlando Intl.
ORH
Worcester Regional
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Apr 3 from Orlando Intl. to Worcester Regional, returning Tue, Apr 15, priced at $183 found 1 day ago
JetBlue Airways
Wed, Apr 2 - Tue, Apr 15
MCO
Orlando Intl.
ORH
Worcester Regional
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Apr 2 from Orlando Intl. to Worcester Regional, returning Tue, Apr 15, priced at $183 found 1 day ago
JetBlue Airways
Tue, Apr 1 - Tue, Apr 15
MCO
Orlando Intl.
ORH
Worcester Regional
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Apr 1 from Orlando Intl. to Worcester Regional, returning Tue, Apr 15, priced at $184 found 1 day ago
JetBlue Airways
Sun, Apr 6 - Tue, Apr 15
MCO
Orlando Intl.
ORH
Worcester Regional
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Apr 6 from Orlando Intl. to Worcester Regional, returning Tue, Apr 15, priced at $193 found 1 day ago
JetBlue Airways
Fri, Apr 4 - Tue, Apr 15
MCO
Orlando Intl.
ORH
Worcester Regional
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Apr 4 from Orlando Intl. to Worcester Regional, returning Tue, Apr 15, priced at $194 found 1 day ago
JetBlue Airways
Sat, Apr 5 - Tue, Apr 15
MCO
Orlando Intl.
ORH
Worcester Regional
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Apr 5 from Orlando Intl. to Worcester Regional, returning Tue, Apr 15, priced at $209 found 1 day ago
Delta
Thu, Apr 3 - Wed, Apr 16
MCO
Orlando Intl.
ORH
Worcester Regional
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Apr 3 from Orlando Intl. to Worcester Regional, returning Wed, Apr 16, priced at $227 found 1 day ago
Delta
Wed, Apr 2 - Wed, Apr 16
MCO
Orlando Intl.
ORH
Worcester Regional
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 2 from Orlando Intl. to Worcester Regional, returning Wed, Apr 16, priced at $228 found 1 day ago
Delta
Tue, Apr 1 - Wed, Apr 16
MCO
Orlando Intl.
ORH
Worcester Regional
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 1 from Orlando Intl. to Worcester Regional, returning Wed, Apr 16, priced at $229 found 1 day ago
JetBlue Airways
Thu, Apr 3 - Fri, Apr 11
MCO
Orlando Intl.
ORH
Worcester Regional
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Apr 3 from Orlando Intl. to Worcester Regional, returning Fri, Apr 11, priced at $243 found 1 day ago
JetBlue Airways
Wed, Apr 2 - Fri, Apr 11
MCO
Orlando Intl.
ORH
Worcester Regional
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Apr 2 from Orlando Intl. to Worcester Regional, returning Fri, Apr 11, priced at $244 found 1 day ago
JetBlue Airways
Tue, Apr 1 - Fri, Apr 11
MCO
Orlando Intl.
ORH
Worcester Regional
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Apr 1 from Orlando Intl. to Worcester Regional, returning Fri, Apr 11, priced at $245 found 1 day ago
JetBlue Airways
Sun, Apr 6 - Fri, Apr 11
MCO
Orlando Intl.
ORH
Worcester Regional
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Apr 6 from Orlando Intl. to Worcester Regional, returning Fri, Apr 11, priced at $253 found 1 day ago
JetBlue Airways
Fri, Apr 4 - Fri, Apr 11
MCO
Orlando Intl.
ORH
Worcester Regional
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Apr 4 from Orlando Intl. to Worcester Regional, returning Fri, Apr 11, priced at $255 found 1 day ago
American Airlines
Fri, Apr 4 - Sun, Apr 13
MCO
Orlando Intl.
ORH
Worcester Regional
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 4 from Orlando Intl. to Worcester Regional, returning Sun, Apr 13, priced at $270 found 1 day ago
JetBlue Airways
Sat, Apr 5 - Fri, Apr 11
MCO
Orlando Intl.
ORH
Worcester Regional
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Apr 5 from Orlando Intl. to Worcester Regional, returning Fri, Apr 11, priced at $270 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 April, 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 $183, 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 $183 right now, why wait?

Winchendon Flight Information
Destination airport
Worcester Regional
Destination airport IATA code
ORH
Roundtrip price
$182

Last Minute Hotel Deals in Winchendon

Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
The price is $238 per night from Mar 18 to Mar 19
$238
includes taxes & fees
Mar 18 - Mar 19
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! (915 reviews)
"We had a great time with our 4 year old grandsons. However would like more waterslides for kids under 42 inches and more non-water activities for the little ones."

Reviewed on Mar 11, 2025

Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
The price is $156 per night from Mar 16 to Mar 17
$156
includes taxes & fees
Mar 16 - Mar 17
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! (1,016 reviews)
"Pretty place. Friendly staff. Thin walls."

Reviewed on Mar 9, 2025

The Colonial Hotel
Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel Leominster
4 out of 5
99 Erdman Way, Leominster, MA
The price is $155 per night from Mar 23 to Mar 24
$155
includes taxes & fees
Mar 23 - Mar 24
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! (1,004 reviews)
"Staff are always super nice here."

Reviewed on Mar 8, 2025

Doubletree by Hilton Hotel Leominster
Motel 6 Leominster, MA
Motel 6 Leominster, MA
2 out of 5
48 Commercial Rd, Leominster, MA
The price is $108 per night from Mar 13 to Mar 14
$108
includes taxes & fees
Mar 13 - Mar 14
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 ...
7.8/10 Good! (1,014 reviews)
"My stay was excellent! I loved the shower so relaxing and I brought my glow lights and it was awesome! Also the water stays HOaT for A LONG TIME! It's right near Leominster Mall and all different restaurants and fast foods that you can literally walk if you wanted to and you'd be there in less then ..."

Reviewed on Mar 7, 2025

Motel 6 Leominster, MA
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
The price is $143 per night from Mar 30 to Mar 31
$143
includes taxes & fees
Mar 30 - Mar 31
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! (1,000 reviews)
"Great restaurant attached to the hotel.. Nice warm heated pool. All good."

Reviewed on Mar 10, 2025

Best Western Plus Keene Hotel
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
The price is $165 per night from Mar 16 to Mar 17
$165
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,009 reviews)
"Everything"

Reviewed on Mar 6, 2025

Courtyard by Marriott Keene Downtown
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
The price is $155 per night from Apr 6 to Apr 7
$155
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Keene. Enjoy free parking, room service, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (282 reviews)
"Clean quiet and friendly staff."

Reviewed on Mar 9, 2025

Hampton Inn & Suites Keene
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 out of 5
30 Main Street, Keene, NH
The price is $151 per night from Mar 18 to Mar 19
$151
includes taxes & fees
Mar 18 - Mar 19
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (682 reviews)
Ver Very Nice
"This is really a nice place to stay. They are friendly the room was very clean and well maintained. The free breakfast was amazing with everything you could want. from hot and fresh eggs, sausage to cereals warm muffins, bagels and on and on. way better than We expected. Would defiantly stay again. ..."

Reviewed on Feb 28, 2025

Fairfield Inn & Suites by Marriott Keene Downtown
See all 186 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.