Wellesley Vacations 2024/2025 from CA $905

Wellesley flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Studio Allston Hotel

Brighton

per person

Feb. 13 - Feb. 17

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Raffles Boston

Back Bay

Save 100% on your flight

per person

Feb. 13 - Feb. 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Boston Harbor Hotel

North End

per person

Dec. 27 - Dec. 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.

Pennyweight Hotel Boston, Curio Collection by Hilton

West End

Save 100% on your flight

per person

Feb. 12 - Feb. 17

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

Feb. 13 - Feb. 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Top Wellesley hotels deals

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $225

CA $269 total

includes taxes & fees

20 Dec - 21 Dec

Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.

Pool

Pet-friendly

Hilton Boston Park Plaza

50 Park Plaza, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $177

CA $263 total

includes taxes & fees

12 Dec - 13 Dec

Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Omni Parker House

60 School St, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $218

CA $303 total

includes taxes & fees

25 Nov - 26 Nov

Book a stay at this eco-certified hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.

The Dagny Boston

89 Broad Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $151

CA $257 total

includes taxes & fees

19 Dec - 20 Dec

Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.

The Godfrey Hotel Boston

505 Washington Street, Boston, MA

CA $162

CA $254 total

includes taxes & fees

25 Nov - 26 Nov

Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $217

CA $301 total

includes taxes & fees

8 Dec - 9 Dec

Stay at this 4.5-star 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. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Pool

Spa

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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.

Popular places to visit

Fenway Park

4.5/5(305 reviews)

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Boston Common

4.5/5(518 reviews)

Explore the great outdoors with a trip to Boston Common, a popular green space in Boston. Discover the acclaimed theater scene and notable monuments in this vibrant area.

Harvard University

4.5/5(279 reviews)

Walk around the campus of Harvard University, a top college in Boston. Amble around this vibrant area's riverfront or experience its fascinating museums.

Wellesley Vacations

Experiencing the true essence of Wellesley starts with knowing the basic details. Ready to find out just where this unique destination is and what you can do there?

This town is located 3 miles (5 kilometers) northwest of Needham. It's also 4 miles (6 kilometers) east of Natick.

Traveling is all about meeting people, so why not make pals with some of the 28,000 locals who reside in this part of Massachusetts?

Places to visit in Wellesley

Whether you like to think of yourself as a scholarly type or you just want to find out a little more about the region's long history of academics, Wellesley College is sure to enlighten and educate. Want some more ideas? Over the years, countless great thinkers and trailblazers have studied within the classrooms of Brandeis University. Learn about its rich history and accomplishments, and wander the campus during a tour. But there's more. If you and your travel pals are looking for somewhere to regroup, Shoppers World is a good option. Chat over a coffee and peruse the stores for that perfect keepsake.

Where do you fly into for Wellesley?

Get ready for some unforgettable new experiences! The center of Wellesley is approximately 14 miles (23 kilometers) west of Logan International Airport (BOS).

Frequently asked questions

How much are vacation packages to Wellesley?

Your vacation fantasies can become a reality in Wellesley from as little as CA $905. Packages include flights and hotels, so organizing everything should be a piece of cake. The only thing you’ll need to worry about is having a good time.

How long should my Wellesley vacation be?

Generally, 2 nights is what most tourists book for their Wellesley vacation. That’s a good starting point, but there’s loads more to uncover if you allow yourself a little more time.

Where can I get the best vacation package deals for Wellesley?

Travelocity will be able to help you get a terrific Wellesley package deal. With 400 air carriers and 1,000,000 properties worldwide, you’re sure to be able to craft the perfect itinerary.

Why should I book my Wellesley vacation package with Travelocity?

We offer round-the-clock support, top-notch service and a Price Match Guarantee. Life’s a great big journey — and we have enticing destinations for you to journey to all across the globe. Travel with us and make your hip pocket happy.

Can I save on my Wellesley car rental if I combine it with my hotel or flight?

You sure can — bundle your flight, car and hotel into a Wellesley vacation package and you can save a tidy sum. With so much to discover in Wellesley, having your own wheels will come in handy. Once you’re in the driver’s seat, turn up the tunes and head toward Plymouth Rock, a must-see attraction roughly 64 kilometers from Wellesley.

Which airport is best for Wellesley?

Logan Intl. Airport (BOS) is one of the most popular airports in Wellesley. It’s located 24 kilometers east of the downtown area. Other options open to you are T.F. Green Airport (PVD) (64 kilometers away from central Wellesley) and Manchester-Boston Regional Airport (MHT) (72 kilometers away from central Wellesley).

What is there to do in Wellesley?

Enjoy some great photo-ops at Wellesley College, one of the most well-known attractions in Wellesley. There’s plenty more to discover in this exciting city, so make sure you have enough time to explore some off-the-beaten-path gems.

Where should I stay when visiting Wellesley?

Many travelers stay at the Wellesley Bed And Breakfast. It’s a terrific base for your Wellesley escape.