Boylston Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Boylston

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
Price was €1,655, price is now €1,108 per person
€1,108
per person
8 Oct - 12 Oct
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!! She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.

Reviewed on 21 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was €2,798, price is now €1,518 per person
€1,518
per person
8 Oct - 12 Oct
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
The staff were amazing, rooms were spotless and with wonderful amenities and special touches.

Reviewed on 22 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was €2,442, price is now €1,475 per person
€1,475
per person
8 Oct - 12 Oct
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was €1,680, price is now €1,138 per person
€1,138
per person
8 Oct - 12 Oct
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,073 reviews)
Location was amazing. Facilities were clean and staff was friendly. My only complaint is that the pool area was a loud party scene, so much so that I couldn’t spend very long there. Since this was the main reason I chose this hotel over others and paid the $30 plus taxes “resort fee” on top of the regular cost this was disappointing.

Reviewed on 21 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was €2,173, price is now €1,494 per person
€1,494
per person
8 Oct - 12 Oct
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug 2025

Top hotels in Boylston

Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury
9.2/10 Wonderful! (172 reviews)
Perfect Spit
"3 generation family a dog. While the pond was a bit muddy (this its nickname) the kids and dog swam from sun up to down. The beach, seating area, dock, fire pits were all perfect.The house fit our needs. The family bedroom was a plus for extra space and bedrooms were huge. We asked for access to ..."

Reviewed on 6 Aug 2025

Get rates
Beautiful Lakefront Home with Private Beach
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is €99 per night from 1 Sept to 2 Sept
€99
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Was a very quiet stay"

Reviewed on 17 Aug 2025

Courtyard by Marriott Boston Natick
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is €122 per night from 28 Aug to 29 Aug
€122
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Had a good stay"

Reviewed on 18 Aug 2025

Courtyard by Marriott Boston Marlborough
See all 374 properties in Boylston
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 Boylston holiday package cost?
Offering excellent value package deals from €1,108 on Expedia, you'll be surprised at how little a holiday to Boylston costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Boylston?
If you're hoping to book a cheap Boylston holiday package, consider visiting in January, February and November. You'll generally find lower prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Boylston?
The ideal duration for your Boylston holiday depends on what you'd like to see and do. Usually, a few days to a week will give you time to go to all the top attractions and discover some hidden spots along the way.
How to find the best Boylston package deals?
Begin your search for a Boylston package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Boylston package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Boylston adventure off to a flying start.
Is it cheaper to book a Boylston holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Boylston trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Boylston?
If you've got your Boylston holiday dates confirmed, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Boylston?

  1. Choose your travel dates: What you want to do in Boylston and your preferred season will help you decide when to go.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Boylston.
  3. Decide your trip length: Think about how long you'd like to spend discovering Boylston. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Boylston holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.