Wellington-Harrington Vacation Packages

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Top Holiday Package Deals in Wellington-Harrington

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

CA $700
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (203 reviews)
Great beachfront location! Breakfast was excellent as well.

Reviewed on Aug 7, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
CA $4,803
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.

Reviewed on Aug 6, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $2,328
per person
Oct 29 - Nov 3
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

Downtown Boston
CA $1,834
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (5,158 reviews)
Sesuit Harbor House

Sesuit Harbor House

CA $987
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.

Reviewed on Aug 1, 2026

Where to stay in Wellington-Harrington

Find the best Wellington-Harrington areas and neighborhoods for the activities you enjoy most. Learn more about Wellington-Harrington
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

1 out of top 10 points of interest in this area

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Wellington-Harrington Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $264
CA $354 total
Aug 30 - Aug 31
includes taxes & fees
Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $190
CA $221 total
Aug 27 - Aug 28
includes taxes & fees
The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $328
CA $439 total
Aug 20 - Aug 21
includes taxes & fees
Omni Boston Hotel at the Seaport
See all 4,148 properties in Wellington-Harrington
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.

Frequently asked questions

How much does a Wellington-Harrington vacation package cost?
Our Wellington-Harrington packages, which start from just CA $700, are the best way to save loads of cash. Pick your favorite flights, hotels and rental cars to create your perfect itinerary.
How do I get a cheap travel package to Wellington-Harrington?
Bundle your flights and hotels with Expedia to save on your next getaway. With more than 550 air carriers and 1,000,000 properties worldwide, your Wellington-Harrington vacation package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or two awesome tours and experiences? It's an easy way to unlock even more discounts. The vacation you've always dreamed of in Wellington-Harrington is much closer than you thought!
Where should I stay in Wellington-Harrington?
Make sightseeing a breeze by staying in a hotel within walking distance of Wellington-Harrington's iconic attractions. Harvard Square and Massachusetts Institute of Technology are two of the most popular.
How far in advance should I book my Wellington-Harrington vacation?
Travelers are normally able to compare international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to purchase a cheaper ticket only weeks before your flight.
What does an Expedia Wellington-Harrington travel package include?
Rental cars, hotels and flights — we have them well covered. With Expedia, you can create your Wellington-Harrington travel package just how you like it. All you have to do is figure out what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the greater your savings!
What should I know before booking a Wellington-Harrington travel package?
Bundling your bookings into a Wellington-Harrington vacation package is the easiest way to organize your trip. Not only that, you'll save big when you combine your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Wellington-Harrington Expedia vacation package?
With a vacation package, you're in control. Whether you're hoping to fly to Wellington-Harrington in coach or first class, simply select from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Wellington-Harrington vacation package?
We totally get that life can throw you the odd curveball. If you've booked a Wellington-Harrington vacation package and need to change or cancel it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.

Stay near popular Wellington-Harrington attractions

Outpost 186

Enjoy a show at Outpost 186, a theater with a story to tell in Cambridge. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
See properties

Remnant Brewing-Satellite

After visiting Remnant Brewing-Satellite, make a plan to see the other sights and activities in Cambridge.
See properties

Dante Alighieri Italian Cultural Center

Enjoy an outing to Dante Alighieri Italian Cultural Center during your stay in Cambridge.
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Lilypad

You can get tickets for a performance at Lilypad during your trip to Cambridge.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.