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Wellesley

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Wellesley Flights as Low as $68

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

Frontier Airlines
Sat, Jun 6 - Wed, Jun 10
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$68 Roundtrip, found 11 hours ago
$68
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 10, priced at $68 found 11 hours ago
Frontier Airlines
Wed, Jun 10 - Sat, Jul 4
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$95 Roundtrip, found 22 hours ago
$95
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Jul 4, priced at $95 found 22 hours ago
Frontier Airlines
Wed, Jun 3 - Wed, Jun 10
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$96 Roundtrip, found 3 hours ago
$96
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 10, priced at $96 found 3 hours ago
Frontier Airlines
Wed, Jun 10 - Wed, Jun 17
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$105 Roundtrip, found 12 hours ago
$105
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 17, priced at $105 found 12 hours ago
Frontier Airlines
Wed, May 20 - Wed, Jun 3
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, May 20 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 3, priced at $110 found 2 hours ago
Frontier Airlines
Wed, Jun 10 - Wed, Jul 1
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$120 Roundtrip, found 2 hours ago
$120
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jul 1, priced at $120 found 2 hours ago
Frontier Airlines
Sat, Jul 4 - Sat, Jul 11
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$126 Roundtrip, found 12 hours ago
$126
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Jul 4 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Jul 11, priced at $126 found 12 hours ago
Breeze Airways
Thu, May 28 - Sat, May 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sat, May 30, priced at $140 found 4 days ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $154 found 4 days ago
Bargain Flight
Tue, Jun 2 - Tue, Jun 2
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$198 Roundtrip, found 3 hours ago
$198
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Jun 2 from Raleigh - Durham Intl. to Logan Intl., returning Tue, Jun 2, priced at $198 found 3 hours ago
Delta
Wed, Jun 10 - Wed, Jun 10
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$202 Roundtrip, found 12 hours ago
$202
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 10, priced at $202 found 12 hours ago
JetBlue Airways
Wed, Jun 3 - Wed, Jun 10
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$202 Roundtrip, found 3 hours ago
$202
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, Jun 3 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 10, priced at $202 found 3 hours ago
Frontier Airlines
Sat, Jul 4 - Wed, Jul 8
MCO
Orlando Intl.
BOS
Logan Intl.
$209 Roundtrip, found 23 hours ago
$209
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Sat, Jul 4 from Orlando Intl. to Logan Intl., returning Wed, Jul 8, priced at $209 found 23 hours ago
American Airlines
Sat, May 30 - Wed, Jun 10
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$217 Roundtrip, found 17 hours ago
$217
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, May 30 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 10, priced at $217 found 17 hours ago
Spirit Airlines
Wed, Jun 17 - Sun, Jun 21
MCO
Orlando Intl.
BOS
Logan Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 17 from Orlando Intl. to Logan Intl., returning Sun, Jun 21, priced at $228 found 1 day ago
Alaska Airlines
Thu, Jun 25 - Sun, Jun 28
MCO
Orlando Intl.
BOS
Logan Intl.
$1,269 Roundtrip, found 1 day ago
$1,269
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Jun 25 from Orlando Intl. to Logan Intl., returning Sun, Jun 28, priced at $1,269 found 1 day ago

Cheap Flights to Wellesley

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

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

Frequently Asked Questions About flights to Wellesley

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

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 Wellesley are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wellesley?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Wellesley.

What airport is best to fly into Wellesley?

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

How much are flights to Wellesley?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wellesley on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $68, 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 Wellesley?

The trick to saving a stack of cash on your flight to Wellesley? 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 $68 right now, why wait?

Wellesley Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$67

Last Minute Hotel Deals in Wellesley

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
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! (4,303 reviews)
Patty the manger was very good and professional

Reviewed on May 9, 2026

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Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
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 ...
9/10 Wonderful! (2,605 reviews)
The restaurant connected to this place is really bad. The rooms are basically a cement box, no iron, no nothing, just a bed on a platform (don't fall out), and a shower bag full of your washing supplies. The decor in this hotel is nice, but this is not fit for a business traveler. This is a cheap ...

Reviewed on May 9, 2026

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The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
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! (4,646 reviews)
We were at an event that was for over 900 people, the food came out hot and delicious. The wait staff were extremely friendly and helpful. The entire event was flawless.

Reviewed on May 9, 2026

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Omni Boston Hotel at the Seaport
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (5,058 reviews)
Very friendly front desk and staff.

Reviewed on May 9, 2026

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The Godfrey Hotel Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (6,548 reviews)
Location amongst a waterfront, shopping and short walk to the north end made this hotel. Starbucks and Dunken Donuts both nearby, lively Irish pub a block up with nightly music, close to public transportation options and ride app friendly pickup. Staff was very friendly and helpful, happy to answer ...

Reviewed on May 9, 2026

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Harborside Inn Of Boston
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (3,453 reviews)
The room is teeny and very cramped (“deluxe king”) I barely had a place to put my toiletries bag down in the bathroom, it’s ridiculously small

Reviewed on May 9, 2026

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Omni Parker House
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

2 out of 5
220 Huntington Avenue Boston MA
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
8.2/10 Very Good! (313 reviews)
On-site parking in a garage under the hotel was very convenient. FYI clearance is listed as 6’ high so be mindful of that. I drive an suv and it fit fine. Very friendly, helpful staff. Room was a decent size for in a bigger city. It was a 16 minute walk to Fenway park, which is why we went there. ...

Reviewed on May 9, 2026

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The Midtown Hotel MOD Collection by Sonesta
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,342 reviews)
We had a wonderful stay at Hilton Boston Back Bay. The location is excellent—very close to Newbury Street, Fenway Park, and the Prudential Center, which made it easy to explore the city. The customer service was truly top notch. A special thank-you to Kayan, who went above and beyond to make our ...

Reviewed on May 8, 2026

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Hilton Boston Back Bay
See all 3,961 properties in Wellesley
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.