Cheap flights To Sturbridge (CEF) from $38

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Cheap Flights to Sturbridge from $38 One Way, $95 Round Trip

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

Mon, Dec 8 - Mon, Dec 15
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$95 Roundtrip, found 21 hours ago
$95
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Dec 15, priced at $95 found 21 hours ago
Sat, Oct 11 - Mon, Oct 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$99 Roundtrip, found 5 days ago
$99
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Oct 11 from Orlando Intl. to Bradley Intl., returning Mon, Oct 20, priced at $99 found 5 days ago
Sat, Dec 6 - Sat, Dec 13
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 20 hours ago
$102
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Dec 6 from Southwest Florida Intl. to Portsmouth Intl., returning Sat, Dec 13, priced at $102 found 20 hours ago
Thu, Dec 11 - Sun, Dec 14
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 11 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 14, priced at $102 found 1 day ago
Wed, Oct 22 - Sat, Oct 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 25, priced at $102 found 3 hours ago
Fri, Dec 5 - Sun, Dec 14
MCO
Orlando Intl.
ORH
Worcester Regional
$103 Roundtrip, found 6 days ago
$103
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Dec 5 from Orlando Intl. to Worcester Regional, returning Sun, Dec 14, priced at $103 found 6 days ago
Wed, Oct 8 - Tue, Oct 21
MCO
Orlando Intl.
BOS
Logan Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Oct 8 from Orlando Intl. to Logan Intl., returning Tue, Oct 21, priced at $114 just found
Mon, Nov 3 - Mon, Nov 10
RSW
Southwest Florida Intl.
ORH
Worcester Regional
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Nov 3 from Southwest Florida Intl. to Worcester Regional, returning Mon, Nov 10, priced at $123 found 1 day ago
Fri, Jan 16 - Mon, Jan 19
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 22 hours ago
$123
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Jan 16 from Raleigh - Durham Intl. to Bradley Intl., returning Mon, Jan 19, priced at $123 found 22 hours ago
Sat, Nov 8 - Tue, Nov 11
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$129 Roundtrip, found 1 hour ago
$129
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Nov 8 from Southwest Florida Intl. to Logan Intl., returning Tue, Nov 11, priced at $129 found 1 hour ago

Sturbridge Flight Information

Traveling To
Sturbridge
Destination Airport IATA Code
CEF
Number of Airlines Serving
Airlines
Breeze Airways, Frontier Airlines, JetBlue Airways, Spirit Airlines
Flight Price
$95
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Sturbridge economy flight packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station
4.0-star property

citizenM Boston North Station

Oct 24 - Oct 27

3 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $984, price is now $737 per person
$737
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

Oct 24 - Oct 27

3 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,043, price is now $1,437 per person
$1,437
per person
found 1 day ago
Briar Barn Inn
3.5-star property

Briar Barn Inn

Oct 25 - Oct 31

6 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop • Coach

Boston (BOS) to Los Angeles (LAX)

JetBlue Airways • Non-stop • Coach
Save 100% on your flight
Price was $1,513, price is now $1,143 per person
$1,143
per person
found 16 hours ago
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Sturbridge premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station
4.0-star property

citizenM Boston North Station

9.2/10 Wonderful! (3,784 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,118, price is now $870 per person
$870
per person
found 17 hours ago
The property itself was quite good. Standouts were the lobby area and the view from the room. Not-so-nice were the cubicle bathrooms that had minimal privacy and the extra soft beds (personal preference though I understand). Overall I would recommend but be aware the beds are very soft, the bathrooms aren't too private, and you need your mobile phone or an iPad to get the most out of the room controls. The staff was wonderful and the rooms were clean and quiet.

Reviewed on Sep 11, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.8/10 Exceptional! (160 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,177, price is now $1,570 per person
$1,570
per person
found 17 hours ago
Excellent services.

Reviewed on Dec 29, 2024

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,002 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,775, price is now $1,386 per person
$1,386
per person
found 17 hours ago
Was hoping for more.

Reviewed on Jul 31, 2025

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Sturbridge first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel
4.0-star property

The Charles Hotel

9.4/10 Exceptional! (1,005 reviews)

Oct 27 - Oct 31

4 night stay

Tampa (TPA) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to Tampa (TPA)

American Airlines • FirstClass
Price was $2,053, price is now $1,666 per person
$1,666
per person
found 19 hours ago
Great Cambridge hotel. Close to T stop and great location in Harvard Square. Lobby is a great place to read or get some work done. Rooms very comfortable.

Reviewed on Mar 31, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.8/10 Exceptional! (160 reviews)

Oct 27 - Oct 31

4 night stay

Tampa (TPA) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to Tampa (TPA)

American Airlines • FirstClass
Save 100% on your flight
Price was $3,118, price is now $2,294 per person
$2,294
per person
found 19 hours ago
Excellent services.

Reviewed on Dec 29, 2024

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (457 reviews)

Oct 27 - Oct 31

4 night stay

Tampa (TPA) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to Tampa (TPA)

American Airlines • FirstClass
Price was $2,444, price is now $2,022 per person
$2,022
per person
found 19 hours ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

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Sturbridge

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Frequently asked questions

Which airlines fly to Sturbridge?
With 20 airlines providing services to Logan Intl. Airport (BOS), the gateway to Sturbridge, you have loads of choice. Score an impressive deal among these renowned international airlines that'll take you to this city:

  • JetBlue - 175 flights to Sturbridge per month
  • Delta - 158 flights to Sturbridge per month
  • Air Canada - 151 flights to Sturbridge per month

How much is a flight to Sturbridge?
Return flights to Sturbridge this week fluctuated between $95 and $129. If you were flying one-way out of Orlando (MCO), you could have landed tickets from as low as $38.
How to book the cheapest flight to Sturbridge?
Picking up cheap flights to Sturbridge is as easy as booking with Orbitz. But if you'd love to make sure you're walking away with the best flight deals around, here are some suggestions to keep in mind:

  • Depending on your departure city, choose the 'Nearby airports' function (located under the departure and arrival form fields). In some cases, alternative departure points offer more value for money.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' option to compare flight deals across different departure dates. You may find an even better fare.
  • You can also select the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • Book as soon as you've sorted your travel dates. While it does happen on occasion, tickets rarely get more affordable as your date of departure nears.
  • Make serious savings on your vacation by bundling your flights, hotels and car rentals into one handy package. Your travel budget will thank you for it.
  • Don't travel during the busy season if possible. By avoiding summer, school vacations and other popular dates, you can save plenty on your airfare.

What is the best time to book a flight to Sturbridge?
Pick up a bargain and secure your seats to Sturbridge in January. If you've missed this month, fear not. February and August often have affordable airfares as well. Just be careful you don't snooze on a sale — cheap flights appear and vanish in the tap of a button!
What day of the week is the cheapest to book a flight to Sturbridge?
When it comes to cheap flights to Sturbridge, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Sturbridge?
Think about departing early in the week to score cheap flights to Sturbridge. Orbitz data from 2020 suggests Monday is normally the cheapest day to take off, followed by Tuesday. Saturday was found to have the highest airfares. This is probably because most passengers choose to begin their getaway when the working week is over.
What is the cheapest month to fly to Sturbridge?
Consider jetting off sometime in August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Sturbridge. June is when prices hit their peak.
Which airlines allow free cancellation?
We understand that plans change and flexibility is important. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares more flexible than candy on a dashboard in summer!
What do I need for the flight to Sturbridge?
Flying can be fun if you're well prepared! Make your trip a comfortable one with the following useful tips:

  • Your travel documents are the most important things you'll need to carry on your flight to Sturbridge. To avoid any confusion at the time of check-in, make sure that the personal info on your ticket corresponds with your government-issued photo ID.
  • Take some activities to keep you entertained on your journey to Sturbridge. Magazines, books and electronic devices like tablets and e-readers are good ideas. Be sure to take a bottle of water too. Even on short flights, it's important to remain well-hydrated.
  • Even if you're flying when it's 100 degrees outside, take a sweater or hoodie on board with you. Airplane cabins can get a bit chilly!

How do I get cheap first-class/business deals to Sturbridge?
There are ways of booking business or first-class tickets to Sturbridge that won't burn a hole through your budget. Find a seat at the front of the plane for less with these great tips:

  • Being flexible doesn't just help with your yoga. Have some room to move around your travel dates so you can pick up cheaper airfares when a big sale drops.
  • Search for a budget airline that offers seats in business class. They usually come with more space and a glass of Champagne — and a more appealing price.
  • 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 flight loyalty scheme.

What is the best time to go to Sturbridge?
There's no right or wrong time to visit Sturbridge, though May, August and September are the liveliest months. For most places in the Northern Hemisphere, summer starts June 20. If you'd sooner spend most of your days in a T-shirt than a heavy winter coat, this time of year would be perfect for you. Expect average daily highs of 80 ºF and nighttime lows around 60 ºF.
Travel tips for Sturbridge

  • Start your sightseeing in the downtown area and take a walking tour of the city's renowned attractions. Old Sturbridge Village and Brimfield Antique Show are a couple of favorites with visitors.
  • You'll find rewarding day trips a short commute from Sturbridge's hustle and bustle. Set out for Naismith Memorial Basketball Hall of Fame first and then make tracks to Volleyball Hall of Fame.
  • Get your bum in the driver's seat and discover what else makes Worcester County a magnet for adventurers. Reserve a car rental with Orbitz and enjoy the bright lights of two more must-do cities — Bolton and Athol.

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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.