Cheap Flights to Ashland from $44

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How Much Does it Cost To Fly To Ashland?

The cheapest prices found with in the last 7 days for return flights were $88 and $44 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Jan 28 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$88 Roundtrip, found 7 hours ago
$88
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, Jan 31, priced at $88 found 7 hours ago
Wed, Sep 23 - Thu, Sep 24
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 3 hours ago
$117
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Sep 23 from Ronald Reagan Washington National to Logan Intl., returning Thu, Sep 24, priced at $117 found 3 hours ago
OriginDestinationTravel DatesFlights From*
LAXBostonSeptember 28 to October 1$254
PDXBostonOctober 31 to November 5$332
LAXWorcesterSeptember 10 to September 17$461
PDXWorcesterSeptember 17 to September 20$518
HKGBostonOctober 5 to November 2$775
CANBostonOctober 21 to November 11$956
PVGBostonOctober 18 to January 6$982
FOCBostonOctober 1 to November 8$1,035
PEKBostonNovember 23 to February 15$1,111
XIYBostonOctober 11 to January 8$1,199
SZXBostonOctober 16 to October 31$1,267
CTUBostonNovember 12 to May 10$1,294
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXBostonAugust 28 to August 31$381
PDXBostonAugust 29 to September 18$602
HKGBostonAugust 29 to September 6$1,029
PVGBostonAugust 29 to September 2$1,434
CANBostonAugust 29 to September 2$1,597
PEKBostonAugust 28 to August 29$1,633
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$88
Number of Airlines Serving
Airlines Serving
Allegiant Air, American Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Ashland

Warren Conference Center and Inn

Warren Conference Center and Inn

3.5 out of 5
529 Chestnut Street Ashland MA
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and 6 outdoor pickleball courts. Popular attractions Ashland State Park ...
9/10 Wonderful! (78 reviews)
"Very clean and quiet. The check-in staff was very pleasant and helpful."

Reviewed on Jul 26, 2026

Get rates
Opens in a new windowWarren Conference Center and Inn
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.

Best Ashland Flight and Hotel Packages

Ashland flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was $909, price is now $655 per person
$655
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,659, price is now $1,007 per person
$1,007
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
Price was $4,406, price is now $3,169 per person
$3,169
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Don't see what you're looking for?
See all available trips from Dallas to Ashland
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Ashland flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
Price was $2,440, price is now $2,046 per person
$2,046
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The Charles Hotel

The Charles Hotel

5 out of 5
Price was $3,576, price is now $2,848 per person
$2,848
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Price was $3,035, price is now $2,554 per person
$2,554
per person
Sep 29 - Oct 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Don't see what you're looking for?
See all available trips from Dallas to Ashland
View all trips

Need a Car For After Your Flight?

Midsize SUV

  • 5 people
  • Unlimited mileage
Boston, Massachusetts, USA

$46

$148 total
found 19 hours ago
Midsize SUV undefined

Economy Special

  • 4 people
  • Unlimited mileage
Boston, Massachusetts, USA

$48

$154 total
found 19 hours ago
Economy Special undefined

Compact

  • 5 people
  • Unlimited mileage
Boston, Massachusetts, USA

$53

$166 total
found 19 hours ago
Compact undefined

Fullsize

  • 5 people
  • Unlimited mileage
Boston, Massachusetts, USA

$58

$179 total
found 19 hours ago
Fullsize undefined
Lowest prices found within the past 19 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Ashland?
Being a major travel hub, it's little wonder that Ashland has 20 airlines that fly into the city. Check out the fares with these respected carriers:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines

What airport is best to fly into Ashland?
Ashland has only one airport. You'll be stepping off the plane at Logan Intl. Airport, which is located 25 mi from downtown.
Where to stay in Ashland
An unforgettable escape is just a few clicks away when you book with Travelocity. Choose from 40 Ashland accommodations, then start counting down the days until you take off!When you've got a vacation to plan, who wants to waste time scouring the web for a place to stay? Don't stress, we've done the hard work for you. The Warren Conference Center and Inn and the Residence Inn by Marriott Boston Framingham are some of our favorite properties in the region.
Places to visit in Ashland
Witness beautiful scenery and soak up nature at Hopkinton State Park. Seeking some more options? Connect with nature by visiting the popular Ashland State Park, a leading place for anyone wanting some time outdoors. And that's not all. Lovers of art should pay a visit to Danforth Museum of Art where they'll surely be inspired.
How to get through airport security fast when traveling to Ashland
If you like the idea of spending more time at the airport bar and less time navigating your way through security on your way to Ashland, follow these helpful tips:

  • Airport security personnel will expect to see your travel ID and boarding pass at the checkpoint. Have them in an accessible place, so they're ready for inspection.
  • You'll need to put your tunes on pause for a short while. Earphones must be removed and placed in a tray to be X-rayed. The same applies to items such as coins and keys.
  • Electronic goods such as laptops, phones and cameras will need to be put through the X-ray machine separately. Make sure they're easily accessible.
  • When it comes to traveling with gels and liquids, all passengers are allowed a quart-sized clear zip-lock bag to store containers no greater than 3.4 ounces (100 milliliters).
  • Undo your shoelaces before entering the body scanner. Depending on what type of shoes you're wearing, security may ask you to remove them.
  • Some destinations have stringent biosecurity laws. Think about where you're going to and whether or not you're allowed to fly with fresh fruit and meat.

Plane Tickets To Ashland

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Ashland. Browse through our inventory to explore a wide range of cheap flights to Ashland to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Ashland as you anxiously await to exit the plane and explore what Ashland has to offer. Considering all the amazing local food and culture in Ashland, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Ashland to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Ashland without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Ashland with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Ashland today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.