Wellesley Holidays from NZ$2,463

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The Latest Wellesley Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Swansea by IHG

Holiday Inn Express Hotel & Suites Swansea by IHG

3.5 out of 5
per person
26 Aug - 29 Aug
found 1 hour ago
Return direct flight included
Manchester (MHT) to Boston (BOS)
7.8/10 Good! (1,006 reviews)
Greta options at breakfast

Reviewed on 15 Jul. 2025

Wellesley Holiday

Our pick of the best Wellesley Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$481 per night from 10 Aug to 11 Aug
NZ$481
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (3,673 reviews)
"beautiful!"

Reviewed on 19 Jul. 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$340 per night from 27 July to 28 July
NZ$340
27 July - 28 July
includes taxes & fees
9.2/10 Wonderful! (1,454 reviews)
"Very small."

Reviewed on 19 Jul. 2025

citizenM Boston Back Bay
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
The price is NZ$526 per night from 3 Aug to 4 Aug
NZ$526
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (5,361 reviews)
"Perfect safe location walking distance to north end and little Italy"

Reviewed on 21 Jul. 2025

Harborside Inn Of Boston
See all 3,518 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.

Discover the most popular places to visit in Wellesley

Fenway Park which includes night scenes and a sporting event as well as a large group of people

Fenway Park

4.5/5(9 reviews)

The iconic home of the Boston Red Sox is on the must-see list of every red-blooded baseball fan.

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

4.5/5(27 reviews)

You don’t have to be a history student to appreciate the unique heritage of this world-renowned academic institution.

Harvard University
Gillette Stadium

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theatre scene.

Gillette Stadium

What to do in Wellesley

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

NZ$132
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

NZ$91
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

NZ$57
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Wellesley

Frequently asked questions

How much does a Wellesley holiday package cost?
You can snap up a holiday package to this top destination from NZ$2,463 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.