Wellesley Holidays from NZ$1,103
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The Latest Wellesley Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
NZ$1,103
per person
24 Dec - 27 Dec
found 15 hours ago
Return direct flight included
Charlottesville (CHO) to Boston (BOS)
9/10 Wonderful! (2,940 reviews)
Enjoy hotel - nice location - a vibe - mostly shared bathroom down the hall but individual shower rooms and not that bad to deal with
Reviewed on 14 Oct 2026
Fairmont Copley Plaza, Boston
Back Bay
NZ$1,211
per person
24 Dec - 27 Dec
found 15 hours ago
Return direct flight included
Charlottesville (CHO) to Boston (BOS)
9/10 Wonderful! (1,354 reviews)
We always stay at the Fairmont Copley hotel. It is luxurious. Service is top tier. Really IMs are classic old money luxury. The lobbies are stunning. And perhaps one of the most spectacular bars in America. It was our anniversary and they sent up a free bottle of champagne. Classy!
Reviewed on 14 Oct 2026
Wellesley Holiday
Our pick of the best Wellesley Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$619
11 Nov - 12 Nov
includes taxes & fees
9.2/10 Wonderful! (4,903 reviews)
"Omni was a great place to stay, within walking distance from both the Silver Line from the airport and to the Black Falcon cruise port. Every staff member was wonderful, helpful and generous. The place is huge, and gorgeous. On our return after our cruise, they let us pay a small fee to hold our ..."
Reviewed on 14 Oct 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$267
8 Nov - 9 Nov
includes taxes & fees
9/10 Wonderful! (2,977 reviews)
"Enjoy hotel - nice location - a vibe - mostly shared bathroom down the hall but individual shower rooms and not that bad to deal with"
Reviewed on 14 Oct 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
NZ$453
30 Oct - 31 Oct
includes taxes & fees
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.
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.
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.
Keohane Sports Center
The Keohane Sports Centre 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.
What to do in Wellesley
Boston Old Town Trolley Hop-on Hop-Off City Tour
NZ$86
per adult
90% of travellers recommend
Boston Harbor Narrated Sunset Cruise
NZ$51
per adult
88% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
NZ$63
per adult
98% of travellers recommend
Frequently asked questions
How much does a Wellesley holiday package cost?
You can snap up a holiday package to this top destination from NZ$1,103 on Expedia. But how much your holiday to Wellesley costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Wellesley?
The off-season is the best time to head to Wellesley if you're trying to save. Another tip for getting cheap Wellesley holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Wellesley?
Usually, a handful of days is enough to explore the main attractions during your Wellesley holiday. However, if you prefer to have some time to relax or take day tours, consider extending your itinerary.
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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Wellesley holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation 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 holiday 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.
How to plan a trip to Wellesley?
- Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Wellesley.
- Budget wisely: On top of the cost of your hotel, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may crop up during your trip to Wellesley.
- Work out your trip length: Consider how much time you want to spend exploring Wellesley. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your airfare and accommodation: After you've nailed down your dates and duration, book the right Wellesley holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
