High Street Hill Holidays from £928
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Your High Street Hill Holiday
Planning your next exciting getaway just got simpler with a holiday package to High Street Hill. Enjoy the best this neighbourhood has to offer while making precious memories you won't forget. Your trip to High Street Hill wouldn't be complete without a visit to major attractions nearby such as Boston College, Agganis Arena and Coolidge Corner Theatre. Don't just dream it — turn it into reality! Lock in your ultimate High Street Hill holiday with Expedia and experience travel your way.
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
£1,188
per person
26 Dec - 1 Jan
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Staff was friendly. Had to ask for a microwave but it was brought quickly. Bathroom sliding door wasn’t on the track and didn’t really close, shower tile wasn’t the cleanest… a few times staff just came into our room without announcing themselves. Breakfast buffet was decent but not worth $38 dollars for adults. Hotel food was way overpriced… overall I feel the hotel itself was overpriced for what it is.
Reviewed on 12 Oct 2026
Where to stay in High Street Hill
Find the best High Street Hill areas and neighborhoods for the activities you enjoy most. Learn more about High Street Hill
Downtown Boston
The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.
Back Bay
1 out of top 10 points of interest in this area
Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.
Seaport District
1 out of top 10 points of interest in this area
Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.
Beacon Hill
1 out of top 10 points of interest in this area
Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.
North End
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Old North Church or Paul Revere House while you're visiting, and jump aboard the metro at Aquarium to get around town.
Top hotels in High Street Hill
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£262
11 Nov - 12 Nov
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£113
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (2,971 reviews)
"Loved this hotel so much! I would stay here again!"
Reviewed on 12 Oct 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
£192
25 Oct - 26 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.
Frequently asked questions
How much does a High Street Hill travel package cost?
Customize your High Street Hill travel package from just £928. Choose from any combination of hotels, flights and rental cars to craft the getaway you've been dreaming about for ages. Remember to add on a few experiences or activities!
If I'm not able to travel, can I cancel my High Street Hill travel package?
Don't stress if you're rethinking your High Street Hill travel package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to High Street Hill?
Just imagine all the fabulous things you could do in High Street Hill with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your hotel and flights into a High Street Hill travel package. You have loads of choice with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotel options worldwide. Whether you're enjoying a break with the family or travelling solo, planning a trip to High Street Hill is better with a package.
Does Expedia offer Book Now, Pay Later High Street Hill holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a dream getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:
- Pay monthly holidays: Klarna has convenient monthly payment plans that suit all budgets, so you can jet away on that well-earned holiday now.
- Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
- Low deposit holidays: When you want to grab an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in High Street Hill?
You'll want to stay where the action is. Many travellers favor hotels around popular sights, like Agganis Arena, Paradise Rock Club and Coolidge Corner Theatre.
What are the top hotels in High Street Hill?
Arcadian Hotel Brookline and Courtyard by Marriott Boston Brookline are among the most well-known properties in High Street Hill. Why not look up the facilities and rates at each and then make a decision?
How far in advance should I book my High Street Hill holiday?
It depends on the air carrier, but it's usually possible to look up international airfares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky travellers will occasionally score a cheaper seat only weeks before their intended journey.
What does an Expedia High Street Hill travel package include?
Rental cars, hotels and flights — we've got them all. With Expedia, you can shape your High Street Hill package the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a High Street Hill travel package?
When you book your hotels, flights and car rentals together, you'll enjoy incredible discounts. Whether you're organising a mountain getaway in a cabin or would rather stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a High Street Hill Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
£37
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
£34
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
£53
per adult
80% of travellers recommend
* 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.