
Wellesley Vacations from $641
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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.

Battery Wharf Hotel, Boston Waterfront
North End
$641
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (1,984 reviews)
Nice big rooms, large bathroom, good location, comfortable bed, reasonable price for a hotel in Boston.
Reviewed on Sep 5, 2026



Furnished Apartment Near Longwood
North Brookline
$1,176
per person
Nov 10 - Nov 17
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
7/10 Good! (6 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on Jul 6, 2026

Lamie's Inn and The Old Salt Restaurant
$695
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (1,026 reviews)
Lamie's Inn had rustic charm beyond my expectations, even down to actual keys to access your room. The decor and feel of the property matched its historic description. Side note: there were only stairs to reach the second floor. Rooms were clean, and the housekeeping staff was very attentive. The front desk staff was probably my favorite part of Lamie's. They always had warm, friendly smiles and welcomed a conversation. The continental breakfast buffet was very appreciated each day.
I enjoyed two meals at The Old Salt Restaurant and would recommend the fresh haddock or sea scallops!
Reviewed on Sep 5, 2026
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.
Massachusetts Horticultural Society's Gardens at Elm Bank
Explore thirteen distinct gardens at this 36-acre horticultural haven, from the historic Italianate Garden to the Trial Garden. Stroll through vibrant seasonal blooms and find inspiration in landscape designs.
Keohane Sports Center
The Keohane Sports Center serves as Wellesley College's athletic hub for 13 varsity teams. Visitors can enjoy state-of-the-art fitness equipment, indoor track, and Olympic-sized pool when guest access is available.
Wellesley College Botanic Gardens
Explore the great outdoors at Wellesley College Botanic Gardens, a lovely green space in Wellesley. While you're in the area, wander around the gardens.
Hunnewell Tennis Center
Eight well-maintained hard courts await tennis enthusiasts at this local Wellesley facility. Reserve through PlayLocal if you're a resident or enjoy evening play with a seasonal night tag.
What to do in Wellesley

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

City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend

Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
Wellesley Hotel Deals

Seaport Hotel Boston
1 Seaport Lane Boston MA
$219 nightly
$254 total
Sep 20 - Sep 21
Total with taxes and fees

The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$151 nightly
$176 total
Sep 7 - Sep 8
Total with taxes and fees

Harborside Inn Of Boston
185 State St Boston MA
$209 nightly
$243 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (6,981 reviews)
"Poor communication from staff about walking directions, parking, restaurants. They did not care about your expe Experience. Floors in the rooms were titled and uneven. Elevators took 10minutes or more to come. Over priced. My family and I would never stay heir again"
Reviewed on Sep 5, 2026
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 |
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Frequently asked questions
How much does a Wellesley vacation package cost?
You can snap up a vacation package to this top destination from $641 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
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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.



















