Wellesley Holidays from £1,497

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Your Wellesley Holiday

Lock in a Wellesley holiday package and prepare to experience the best of this city. Consider basing yourself in the neighbourhood of East Cambridge, which is great for shopping, markets and bars and pubs. You'll want to take in some sights during your trip to Wellesley. Don't miss top attractions such as Brandeis University, Wellesley College and Babson College. Whatever your travel plans or budget, putting together a tailored Wellesley holiday is a piece of cake with Expedia.

The Latest Wellesley Holiday Deals

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
13 Jul - 20 Jul
Return direct flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (232 reviews)
The location of this hotel cannot be beat. Love the views of the park and the shopping on Newbury Street. Service is excellent. The restaurant, Contessa, on the roof is also excellent.

Reviewed on 22 Apr 2024

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
13 Jul - 20 Jul
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (3,261 reviews)
I appreciated how thoughtful they were regarding my accommodations. I celebrated my husbands 50th birthday here and when we got to our room, we were greeted with a bottle of champagne and chocolate covered strawberries!! It was such a delightful surprise! We love our room, it was spacious and just soo clean and looked very modern. It was a very close walk to Quincy market. Everything was absolutely wonderful! Would definitely come back and stay again !

Reviewed on 23 Apr 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
13 Jul - 20 Jul
Return direct flight included
London (LON) to Boston (BOS)
8.6/10 Excellent! (1,002 reviews)
Clean and friendly staffs. I love staying in this historic hotel to learn more culture and history of Boston. Very outstanding and unique experience. Safe and convenient to get to subway, shopping, dining.

Reviewed on 22 Apr 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
24 May - 27 May
Return flight included
London (LHR) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
Very good service. Furniture in all areas and the room is low and petite. Not comfortable. Bedding is comfortable. Food on Long Bar was well prepared. However presentation is pedestrian. Ordered Avacado Toast. Tasty, but arrived on a small plate. No garnish, no fruit etc. overall good stay.

Reviewed on 8 Apr 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
13 Jul - 20 Jul
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (274 reviews)
My husband and I spent one night at The Whitney and were extremely pleased with our stay. The room was lovely and the staff were very nice and helpful. We would absolutely return and recommend it without hesitation.

Reviewed on 24 Mar 2024

The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
per person
13 Jul - 20 Jul
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,502 reviews)
We stayed here for one night for a show at MGM Fenway. It was such a convenient location with MGM being a short walk as well as having multiple dining options on the same block. The vibes of the hotel are so much fun. I wish I had packed my bathing suit to enjoy the heated outdoor pool! There was an issue with the temperature of our room (it was very hot). They said this is due to only having access to heat OR A/C for the entire building. At this time they had the heat on. Due to this issue, they happily upgraded us to one of the trailers that did have A/C and removed our amenity fee (which was an extra $42 upon arrival). Overall we are very happy with the stay and the staff.

Reviewed on 22 Apr 2024

Prices and availability subject to change. Additional terms may apply.

Wellesley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
28,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Boston Museum of Fine Arts, Museum of Science and Isabella Stewart Gardner Museum

Our pick of the best Wellesley Hotel Deals

The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast and room service. Our guests praise the breakfast and the restaurant in their reviews. ...
9.2/10 Wonderful! (3,368 reviews)
"I appreciated how thoughtful they were regarding my accommodations. I celebrated my husbands 50th birthday here and when we got to our room, we were greeted with a bottle of champagne and chocolate covered strawberries!! It was such a delightful surprise! We love our room, it was spacious and just ..."

Reviewed on 23 Apr 2024

The Dagny Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 4 restaurants and 2 bars/lounges. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (1,977 reviews)
"Great property, king suite was very spacious, peekaboo water views bc they are building in tween the hotel and the harbor now, lots of restaurants, but lacked variety in food selections I feel, great bars and beverages. Staff was excellent, concierge, front desk, room service, bellman services, and ..."

Reviewed on 21 Apr 2024

Omni Boston Hotel at the Seaport
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants and breakfast. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (2,128 reviews)
"Very clean, amazing staff"

Reviewed on 21 Apr 2024

Seaport Hotel Boston
See all 3,159 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Wellesley holiday with Expedia?
With great-value flights, car hire and accommodation options all in one place, Expedia makes arranging your Wellesley holiday a cinch. Moreover, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Select from fabulous stays, add flights and/or a hire car (and maybe even some fun activities!) and get unbeatable prices. Had a change of plans? Expedia offers a flexible cancellation policy for many bookings. To find out more, check out our Customer Service Portal link.
When is the best time of year to holiday in Wellesley?
If you love the excitement that comes with peak season, visit Wellesley in June, July and August. If you’re looking for a calmer vibe, November, December and January will suit you better. Arrange your getaway to Wellesley according to what kind of holiday you’re looking for. January is the coolest month, when daytime temperatures average -2ºC. In July, the warmest period, you can expect averages of 23ºC during the day.
What are the top hotels for my holiday in Wellesley?
If you’re planning to stay in the Wellesley Hills neighbourhood, Wellesley Bed and Breakfast and US Open HSE are terrific options. Babson Park is another well-known Wellesley area. We recommend Lovely Studio Walk to Wellesley and Babson College or Spacious Private Entrance Master Bedroom/Bath if you choose this part of town.
How do I get a cheap holiday to Wellesley?
Lock in flights that suit your schedule, add a hotel to your booking and watch the savings grow with a Wellesley holiday. It’s that easy! From hotels and flights to hire cars and tours, Expedia is your gateway to cheap travel. And with over 400 partner airlines and 321,000 properties worldwide to choose from, you won’t be short of choice. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Wellesley holiday?
There are so many things to keep you busy while enjoying a holiday in Wellesley. Boston College, Bentley College, Wellesley College and Brandeis University are just a few of this city’s top attractions.
What is the best area to stay in when on holiday in Wellesley?
Wellesley has lots of wonderful places to explore, such as Wellesley College. Stay somewhere close by and make sightseeing hassle-free.
Do I need a visa for my Wellesley holiday?
Look up the most up-to-date information on official government websites. Your nationality and whether you’re visiting for business, study or leisure will determine if you’ll require a visa for Wellesley. Familiarise yourself with the application process, including the required documentation, fees and turnaround times. Submit your application well in advance to allow sufficient processing time. Some visas can take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Wellesley holiday?
Do some research into the types of things people in Wellesley wear, and maybe even look up style blogs for some fashion inspiration. Try to create a versatile wardrobe with pieces that suit your destination and showcase your unique style. Check the weather forecast so you can pack accordingly. The warmest month in Wellesley is July, with average daytime temperatures of 23ºC. If you’re holidaying in the coolest month of January, the mercury averages -2ºC during the day.
What does an Expedia Wellesley holiday include?
With Expedia, you can select a combination of flights, car hires and hotels to create your ideal Wellesley travel package. Once you’ve made your booking, simply add on the fun things like sightseeing tours and activities. Don’t forget — the more you bundle, the more cash you’ll save! Private holiday homes and apartments are a couple of popular property types in Wellesley. No matter your holiday style or size of your group, you can rely on Expedia for the flexibility to personalise your dream escape.
Does Expedia offer Book Now, Pay Later Wellesley holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to spend while you’re away. Klarna has several payment plans to choose from, so you’re sure to find one that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna’s easy instalment plans. If paying in multiple transactions works for you, choose this option at checkout.
  • No-deposit holidays: When you come across an unbeatable deal but your budget doesn’t quite go that far, Klarna’s no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Wellesley Expedia holiday?
The choice is all yours! Expedia has access to more than 400 partner airlines all over the world, so you can tailor your Wellesley escape according to your style and budget.

Discover the most popular places to visit in Wellesley

Image for Fenway Park

Fenway Park

4.5/5(61 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Image for Harvard University

Harvard University

4.5/5(102 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Image for New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Unmissable things to do in Wellesley

Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

£24
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

£140
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
Image for Boston Freedom Trail Daily Walking Tour

Boston Freedom Trail Daily Walking Tour

£21
Per adult
90% of travellers recommend
Boston Freedom Trail Daily Walking Tour
See all activities in Wellesley

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.