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Rutland

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Rutland Flights as Low as $166

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

American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$166 Roundtrip, found 18 hours ago
$166
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $166 found 18 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$172 Roundtrip, found 18 hours ago
$172
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $172 found 18 hours ago
Delta
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$191 Roundtrip, found 18 hours ago
$191
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $191 found 18 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$200 Roundtrip, found 18 hours ago
$200
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $200 found 18 hours ago
Delta
Tue, Jul 29 - Thu, Aug 7
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Thu, Aug 7, priced at $211 found 5 days ago
American Airlines
Tue, Jul 29 - Mon, Aug 11
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Mon, Aug 11, priced at $218 found 5 days ago
Delta
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$221 Roundtrip, found 18 hours ago
$221
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $221 found 18 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$228 Roundtrip, found 18 hours ago
$228
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $228 found 18 hours ago
American Airlines
Fri, Aug 1 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Aug 1 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $228 found 5 days ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$231 Roundtrip, found 18 hours ago
$231
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $231 found 18 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$231 Roundtrip, found 18 hours ago
$231
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $231 found 18 hours ago
American Airlines
Tue, Jul 29 - Sun, Aug 10
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$232 Roundtrip, found 5 days ago
$232
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Sun, Aug 10, priced at $232 found 5 days ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$233 Roundtrip, found 18 hours ago
$233
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $233 found 18 hours ago
American Airlines
Tue, Jul 29 - Sat, Aug 9
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$242 Roundtrip, found 5 days ago
$242
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Sat, Aug 9, priced at $242 found 5 days ago
American Airlines
Sun, Aug 3 - Fri, Aug 8
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Aug 3 from Ronald Reagan Washington National to Worcester Regional, returning Fri, Aug 8, priced at $247 found 5 days ago
JetBlue Airways
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$413 Roundtrip, found 18 hours ago
$413
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $413 found 18 hours ago

Cheap Flights to Rutland

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

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

Frequently Asked Questions About flights to Rutland

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

What is the cheapest month to fly to Rutland?

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 Rutland are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Rutland?

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 Rutland.

What airport is best to fly into Rutland?

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

How much are flights to Rutland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rutland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $166, 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 Rutland?

The trick to saving a stack of cash on your flight to Rutland? 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 $166 right now, why wait?

Rutland Flight Information
Destination airport
Worcester Regional
Destination airport IATA code
ORH
Roundtrip price
$166

Last Minute Hotel Deals in Rutland

DoubleTree by Hilton Hotel Boston - Westborough
DoubleTree by Hilton Hotel Boston - Westborough
4 out of 5
5400 Computer Dr, Westborough, MA
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,006 reviews)
"Great stay"

Reviewed on Jun 14, 2025

Get rates
DoubleTree by Hilton Hotel Boston - Westborough
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,190 reviews)
"Loved it. Will return soon and often!"

Reviewed on Jun 17, 2025

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Wellsworth Hotel
Courtyard by Marriott Boston Marlborough
Courtyard by Marriott Boston Marlborough
3 out of 5
75 Felton St, Marlborough, MA
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,002 reviews)
"Welcoming staff, easy check in/ out, dining options, quiet/safe, comfortable bed and pillows, updated bathroom."

Reviewed on Jun 15, 2025

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Courtyard by Marriott Boston Marlborough
Best Western Royal Plaza Hotel & Trade Center
Best Western Royal Plaza Hotel & Trade Center
3 out of 5
181 Boston Post Rd W, Marlborough, MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,002 reviews)
"Nice hotel good breakfast"

Reviewed on Jun 17, 2025

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Best Western Royal Plaza Hotel & Trade Center
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,420 reviews)
"The room and the bakery are exceptional. Just need to add room darkening shades."

Reviewed on Jun 16, 2025

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Publick House Historic Inn and Country Motor Lodge
Embassy Suites by Hilton Boston Marlborough
Embassy Suites by Hilton Boston Marlborough
3.5 out of 5
123 Boston Post Rd W, Marlborough, MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,006 reviews)
"Beautiful hotel, excellent breakfast and very friendly staff. The welcome water was lovely too."

Reviewed on Jun 14, 2025

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Embassy Suites by Hilton Boston Marlborough
Red Roof Inn Boston - Southborough/ Worcester
Red Roof Inn Boston - Southborough/ Worcester
2 out of 5
367 Turnpike Rd, Southborough, MA
Stay at this hotel in Southborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,002 reviews)
"Basic inexpensive hotel. Good for budget minded travelers."

Reviewed on May 24, 2025

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Red Roof Inn Boston - Southborough/ Worcester
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! (1,001 reviews)
"It was the best hotel with resonable price I have been in U.S."

Reviewed on Jun 16, 2025

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The Colonial Hotel
See all 306 properties in Rutland
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.