Book Exclusive Wellesley Vacation Packages

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Wellesley flight + hotel packages

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Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 14 - Feb. 17
found 16 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Feb. 14 - Feb. 17
found 16 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 15 - Feb. 18
found 16 hours ago
Roundtrip flight included
Buffalo (BUF) 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.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 6 - Feb. 9
found 12 hours ago
Roundtrip 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.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Feb. 14 - Feb. 17
found 16 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.

Top Wellesley hotels deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $212 per night
CA $212
CA $297 total
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this 4-star spa 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 Boston Common are located nearby.
Pool
Spa
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $219 total
includes taxes & fees
12 Jan - 13 Jan 2025
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.
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $218 per night
CA $218
CA $296 total
includes taxes & fees
30 Jan - 31 Jan 2025
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 New England Aquarium and Boston Common are located nearby.
Omni Parker House

Omni Parker House

4 out of 5
60 School St, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $237 per night
CA $237
CA $326 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
The price is CA $171 per night
CA $171
CA $199 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.
Free WiFi
Restaurant
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street, Boston, MA
Get rates
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 New England Aquarium are located nearby.
Pet-friendly
Restaurant
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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

Boston Common which includes flowers, a garden and landscape views

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 fascinating museums and notable monuments in this vibrant area.

Boston Common
Harvard University which includes a city and heritage architecture

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 acclaimed theater scene.

Harvard University
Fenway Park featuring a sporting event and night scenes as well as a large group of people

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.

Fenway Park

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 $873. 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.

Photos of local treasures

Browse Wellesley vacation photos for more inspiration

Photo by Fun Travelog
Photo by Fun Travelog
Photo by Lisa Frackiewicz
Photo by Lisa Frackiewicz