Cheap flights from HPN to BOS (Westchester County to Logan Intl.)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from HPN to BOS starting at $163 One Way, $315 Round Trip

Prices starting at $315 for return flights and $163 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jan 5 - Sun, Jan 10
HPN
White Plains
BOS
Boston
$315 Roundtrip, found 6 days ago
$315
Roundtrip
found 6 days ago
Select Cape Air flight, departing Tue, Jan 5 from White Plains to Boston, returning Sun, Jan 10, priced at $315 found 6 days ago
Thu, Dec 31 - Wed, Jan 6
HPN
White Plains
BOS
Boston
$325 Roundtrip, found 4 days ago
$325
Roundtrip
found 4 days ago
Select Cape Air flight, departing Thu, Dec 31 from White Plains to Boston, returning Wed, Jan 6, priced at $325 found 4 days ago
Mon, Nov 23 - Wed, Dec 23
HPN
White Plains
BOS
Boston
$345 Roundtrip, found 6 days ago
$345
Roundtrip
found 6 days ago
Select Cape Air flight, departing Mon, Nov 23 from White Plains to Boston, returning Wed, Dec 23, priced at $345 found 6 days ago
Wed, Nov 18 - Sat, Nov 21
HPN
White Plains
BOS
Boston
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select Cape Air flight, departing Wed, Nov 18 from White Plains to Boston, returning Sat, Nov 21, priced at $355 found 1 day ago
Sat, Nov 7 - Sun, Nov 8
HPN
White Plains
BOS
Boston
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Nov 7 from White Plains to Boston, returning Sun, Nov 8, priced at $360 found 1 day ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$369 nightly
The price is $430 total per night from Sep 21 to Sep 22
$430 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
Hilton Boston Logan Airport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$298 nightly
The price is $347 total per night from Sep 20 to Sep 21
$347 total
Sep 20 - Sep 21
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
9.2/10 Wonderful! (2,052 reviews)
"Great place to stay right by the water. Comfortable bed."

Reviewed on Sep 15, 2026

Hyatt Regency Boston Harbor
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$293 nightly
The price is $341 total per night from Sep 20 to Sep 21
$341 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,825 reviews)
"nice"

Reviewed on Sep 15, 2026

Omni Boston Hotel at the Seaport
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.

Hotels In Boston

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$293 nightly
The price is $341 total per night from Sep 20 to Sep 21
$341 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,825 reviews)
"nice"

Reviewed on Sep 15, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$299 nightly
The price is $347 total per night from Sep 20 to Sep 21
$347 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (5,001 reviews)
"Great location. Helpful staff. Nice rooms that were welcoming and well organized. Close to good breakfast places."

Reviewed on Sep 15, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$159 nightly
The price is $185 total per night from Sep 20 to Sep 21
$185 total
Sep 20 - Sep 21
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
The Revolution Hotel
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.

Boston Hotels With Airport Transportation

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
$255 nightly
The price is $285 total per night from Sep 20 to Sep 21
$285 total
Sep 20 - Sep 21
Total with taxes and fees
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (2,400 reviews)
"Airport transfer is available"

Reviewed on Sep 15, 2026

Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
$297 nightly
The price is $345 total per night from Sep 20 to Sep 21
$345 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
$257 nightly
The price is $299 total per night from Sep 20 to Sep 21
$299 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9.2/10 Wonderful! (2,278 reviews)
"Very comfortable bed. Wished the restaurant was opened longer. I loved the shuttle bus."

Reviewed on Sep 16, 2026

Hilton Garden Inn Boston Logan Airport
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.

Low Priced Boston Hotels

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
$107 nightly
The price is $119 total per night from Sep 27 to Sep 28
$119 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$230 nightly
The price is $267 total per night from Oct 4 to Oct 5
$267 total
Oct 4 - Oct 5
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
HI Boston - Hostel
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.

Family Friendly Hotels in Boston

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
$119 nightly
The price is $133 total per night from Sep 20 to Sep 21
$133 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, 2 restaurants, and a 24-hour fitness center. Our guests praise the breakfast and ...
Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$133 nightly
The price is $149 total per night from Sep 27 to Sep 28
$149 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$199 nightly
The price is $222 total per night from Sep 20 to Sep 21
$222 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,763 reviews)
"Room was clean and spacious."

Reviewed on Sep 15, 2026

Hyatt Place Boston/Medford
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.

HPN to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
HPN Address & GPS
Address:
240 Airport Road, Suite 202
Westchester County NY, 10604
United States
IATA Code:
HPN
Longitude:
-73.703889
Latitude:
41.068674
Time Zone:
America/New_York
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from White Plains Airport to Logan Intl. Airport?
You'll have to change planes if you're planning to travel from White Plains Airport to BOS. A range of carriers operate on this route with only one stopover, including JetBlue Airways, American Airlines and Delta Air Lines.
What is the shortest flight from White Plains Airport to Logan Intl. Airport?
Order a glass of red and settle into your seat with an absorbing movie or novel. With the flight from White Plains to Boston taking 5 hours and 10 minutes, there's plenty of time to sit back and enjoy the experience.
How many hours flight from White Plains Airport to Logan Intl. Airport (BOS)?
On a normal day, the flight from Westchester County Airport (HPN) to Logan Intl. Airport takes 5 hours and 17 minutes. If you'd like to be as comfortable as possible, contemplate upgrading your seat using air miles or cash.
What airlines have the most flights from White Plains Airport to Logan Intl. Airport (BOS)?
Unfortunately there are no airlines operating direct flights between HPN and BOS. Do your research and reserve a multi-stop or one-stop plane ticket.

Map To Nearby Hotels

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.

More to Explore