Wellesley Vacations from $877

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Wellesley Vacation

Reserve a Wellesley vacation package and prepare to experience everything this city has to offer. Consider staying in the neighborhood of East Cambridge, which is good for shopping, markets and bars and pubs. If your trip to Wellesley includes a little sightseeing, take in renowned attractions like Wellesley College, Brandeis University and Babson College. Browse Expedia's wide range of travel options and start organizing your ideal vacation to Wellesley now.

The Latest Wellesley vacation packages

Price found within the past 48 hours. Click for updated prices.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $1,551, price is now $877 per person
$877
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,390, price is now $1,885 per person
$1,885
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
My experience was ruined by a two and a half hr wait beyond the declared 3 pm check in. A free drink at the bar and apologies don’t cut it. 3 pm check in means 3 pm check in especially when one is paying way over one thousand dollars for a room.

Reviewed on Jul 14, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $1,656, price is now $1,019 per person
$1,019
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (177 reviews)
Our stay here was excellent . Hotel room was immaculately cleaned daily .

Reviewed on Jul 14, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,731, price is now $1,067 per person
$1,067
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (5,105 reviews)
Great location, helpful staff, and comfortable room. Will come back!

Reviewed on Jul 14, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $1,687, price is now $1,042 per person
$1,042
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Eurostars has an ideal location for those that want to explore downtown Boston! The hotel was extremely clean and secure. Highly recommend!!

Reviewed on Jul 13, 2026

Don't see what you're looking for?
See all available trips from Columbus to Wellesley
View all trips

Stay near popular Wellesley attractions

Wellesley College

7.0/10 (76 reviews)
Wellesley College enchants visitors with its 500-acre landscape featuring Lake Waban and notable architecture. Explore the Davis Museum's art collection or stroll through the beautiful Botanic Gardens.
See properties

What to do in Wellesley

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$47
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

$50
per adult
100% of travellers recommend
Boston Summer Nights Tour and River Cruise
See all activities in Wellesley

Wellesley Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,589 reviews)
"Amazing stay plan on staying again"

Reviewed on Jul 14, 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$193 nightly
The price is $224 total per night from Aug 2 to Aug 3
$224 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,429 reviews)
"Barely any amenities. No vending machines or ice machines. The store was closed in the evening, all they had was a small cooler of drinks and rack of snacks that were expensive. Also, you had to pay for parking on their property."

Reviewed on Jul 14, 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $227 total per night from Aug 2 to Aug 3
$227 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,749 reviews)
"The room i selected was comfortable and clean (bathrooms down the hall were also kept clean regularly). Staff would vacuum late around 8pm, which I thought was odd. The walls are paper-thin, so people in hallway is very very loud. The listing said bathrobe in room and one free drink per stay, neither ..."

Reviewed on Jul 14, 2026

The Revolution Hotel
See all 3,920 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.

Find the Best Wellesley Vacation Packages

Wellesley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
28,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Boston Museum of Fine Arts, Museum of Science and Isabella Stewart Gardner Museum

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wellesley vacation package cost?
You can snap up a vacation package to this top destination from $877 on Expedia. But how much your vacation to Wellesley costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Wellesley?
You can usually find reduced prices and better availability in November, December and January. Take a look at our cheap Wellesley vacation packages and you could score some great off-season discounts.
How many days is enough for Wellesley?
The ideal length of your Wellesley vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to hit all the major sights and explore some hidden spots along the way.
How to find the best Wellesley package deals?
Bagging a cheap Wellesley package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Wellesley package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Wellesley vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can tailor your Wellesley escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Wellesley?
If you're planning an impromptu Wellesley getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Wellesley vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Wellesley vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.