Wellesley Holidays

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Top Flight + Hotel Deals in Wellesley

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (2,053 reviews)
Check in was easy, staff was friendly, room was clean and quiet and had everything we needed. Beds were comfortable, too!

Reviewed on 30 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
A high-quality property with customer service to match. However, be aware that there is no airport shuttle nor is there plentiful access to taxis - you’ll have to use ride-share apps to get where you want to go.

Reviewed on 30 Jun 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
Liked central location. Room was extrmely small for $800 a night and needed upgrading. Water hammer when using cold water tap.

Reviewed on 21 Jun 2025

Omni Parker House

Omni Parker House

4 out of 5
Downtown Boston
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (2,823 reviews)
What a wonderful day we had at the Omni Parker. The staff was so friendly and helpful when we had questions and we’re always happy to see us, from the front door to the restaurant to the check-in desk. We love the history and warmth of the hotel! Thank you and we will be back!

Reviewed on 30 Jun 2025

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,845 reviews)
Great location - easy walk to restaurants, parks, or the subway. The room was clean and provided both a microwave and fridge upon request. The front desk was very helpful and made sure that I allocated enough time to get to the airport. It took longer than I thought it would, but I was prepared.

Reviewed on 29 Jun 2025

Top hotels in Wellesley

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 €265 per night from 19 Jul to 20 Jul
€265
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (3,602 reviews)
One Hotel for all your needs
"Stayed for three nights. Took advantage of the pool and the breakfast restaurant, as well as the coffee bar. All were excellent. Each floor has an ice/water machine and a coffee machine for complementary coffee. The hot tub at the rooftop pool was a great temp - not too hot. The pool was wonderful ..."

Reviewed on 27 Jun 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 €138 per night from 6 Jul to 7 Jul
€138
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,328 reviews)
"Great hotel, modern, cool and very nice. The staff was great - the rooms were highly functional and the location was 2nd to none in the heart of the Back Bay. I definitely recommend this hotel!"

Reviewed on 29 Jun 2025

citizenM Boston Back Bay
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is €240 per night from 1 Jul to 2 Jul
€240
1 Jul - 2 Jul
includes taxes & fees
9.6/10 Exceptional! (2,991 reviews)
"Very good hotel, and a good location and if you get a room with a nice view, you’ll be very happy. Water pressure in the shower could have been better otherwise overall we are very happy with our choice and we would stay there again."

Reviewed on 29 Jun 2025

Seaport Hotel Boston
See all 3,498 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.

Frequently asked questions

How much does a Wellesley holiday package cost?
You can snap up a holiday package to this top destination from €868 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.

Popular places to visit

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

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
Harvard University which includes heritage architecture and a city

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
Copley Square

Copley Square

4/5(16 reviews)

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Copley Square

What to do in Wellesley

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€69
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

€61
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

€30
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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.