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Wellesley Vacation Packages

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Top Hotels in Wellesley

Spacious Private Entrance Master Bedroom/bath
Spacious Private Entrance Master Bedroom/bath
Wellesley, MA
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4.8/5Exceptional! (12 reviews)
Convenient & comfortable

"This property is quiet, well managed and convenient. Tnx for making it available! We appreciated that the hosts were accommodating."…"

Reviewed on Apr. 15, 2021

Spacious Private Entrance Master Bedroom/bath
Wellesley Bed and Breakfast
Wellesley Bed and Breakfast
2.5 out of 5
28 Eaton Court, Wellesley, MA
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3.8/5Good! (24 reviews)
Great place to Watch the Marathon

"It was the perfect place to watch the Boston Marathon. We had to walk only a block to the race course. Elite runners come by around 10:30am. Catch all your running friends at the half way point, near mile 14.8 from the start. Walk across the street to the Wellesley Hills train station and catch the ..."…"

Reviewed on Apr. 17, 2019

Wellesley Bed and Breakfast
Gorgeous Super Clean Newly Renovated Modern Colonial
Gorgeous Super Clean Newly Renovated Modern Colonial
Wellesley, MA
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Gorgeous Super Clean Newly Renovated Modern Colonial
See all 2128 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.

Top things to do in Wellesley

Image for Boston Sightseeing Trolley Tour

Boston Sightseeing Trolley Tour

CA $57
Per adult
88% of travellers recommend
Boston Sightseeing Trolley Tour
Image for Boston History & Highlights Small Group Tour

Boston History & Highlights Small Group Tour

CA $59
Per adult
90% of travellers recommend
Boston History & Highlights Small Group Tour
Image for Boston to Newport, RI including Breakers and Elms Admission

Boston to Newport, RI including Breakers and Elms Admission

CA $137
Per adult
100% of travellers recommend
Boston to Newport, RI including Breakers and Elms Admission
See all activities in Wellesley

Frequently asked questions

How much does a Wellesley vacation package cost?
From just . Yes, you read that right. Our Wellesley vacation packages are a simple way to stretch your budget. Bundle your favorite hotels, flights and rental car and discover this lively destination.
If I'm not able to travel, can I cancel my Wellesley vacation package?
If your vacation plans in Wellesley have changed, it’s good to know that it’s possible to cancel your booking. If you booked less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may impose a fee. To learn more, check our Customer Service Portal.
How do I get a cheap travel package to Wellesley?
Track down flights that suit your busy schedule, add a hotel to your booking and pile up the savings. It’s that simple! With a Wellesley vacation package, you can save as much as C$590 on your next awesome adventure. From hotels and flights to tours and rental cars, Expedia is your gateway to cheap travel. And with more than 400 airlines and 321,000 properties all over the world to select from, you won’t be short of choice.
When is the best time of year to visit Wellesley?
There’s a real advantage to taking your Wellesley vacation in . Typically, you can get the best deals around this time. , on the other hand, is the priciest time to visit. If you like the buzz of peak season, visit Wellesley in . The calmer months of will help you skip the crowds.
How far in advance should I book my Wellesley vacation?
It can be hard to know when is the ideal time to book your vacation to Wellesley. But generally the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels nearly 12 months prior to departure. If you’re thinking of a last-minute getaway, no need to worry! There are incredible bargains announced on Expedia all the time.
What does an Expedia Wellesley travel package include?
That depends on what sort of escape you’re thinking about. Wellesley vacation deals can include hotels, flights and car rentals. You can mix and match to find the bundle that suits your budget and style. You can also add on experiences and activities after you’ve booked to get even bigger discounts.
What should I know before booking a Wellesley travel package?
Whether it’s relaxation or adventure you’re craving, a Wellesley vacation package lets you organize your escape your way. Plus, you’ll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Does Expedia offer Book Now, Pay Later Wellesley vacation packages?
Your bank balance shouldn’t stop you from getting the best out of your trip, so Expedia has devised a plan to help. Thanks to our partnership with online lender Affirm, it’s easier than ever to book an unforgettable getaway that won’t drain your wallet. Simply Book Now, Pay Later and take the hassle out of planning for your journey.
Can I choose my airline with a Wellesley Expedia vacation package?
The choice is all yours! We offer more than 550 partner airlines throughout the world, so you can customize your Wellesley escape according to your budget and style.

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