Observatory Hill Holidays from £1,257

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Your Observatory Hill Holiday

Your next great escape is calling your name with a holiday package to Observatory Hill. Relaxation, entertainment and great times — you're sure to find it in this neighbourhood. Some popular nearby attractions to check out during your trip to Observatory Hill include Harvard Square, Harvard University and Massachusetts Institute of Technology. Expedia will help put your plans into action. Book your ultimate Observatory Hill holiday now.

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was £1,879, price is now £1,257 per person
£1,257
per person
23 May - 29 May
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Value for money. Short work into downtown Boston with the business district and tourist attractions.

Reviewed on 14 Apr 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £3,854, price is now £2,603 per person
£2,603
per person
16 Jun - 21 Jun
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The staff were so kind and let us check in early. They constantly asked how we were enjoying the stay and if there was anything that we needed. The property was clean and super cute!

Reviewed on 13 Apr 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £4,505, price is now £3,051 per person
£3,051
per person
16 Jun - 21 Jun
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on 24 Mar 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was £2,593, price is now £1,837 per person
£1,837
per person
23 May - 29 May
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (535 reviews)
Hotel staff was friendly and breakfast was DELICIOUS.

Reviewed on 14 Apr 2026

Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Fenway–Kenmore
Price was £1,805, price is now £1,316 per person
£1,316
per person
23 May - 29 May
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (2,029 reviews)
Fenway view is cool by day, but flashing neons at night is less so. Valet is crazy expensive.

Reviewed on 13 Apr 2026

Where to stay in Observatory Hill

Find the best Observatory Hill areas and neighborhoods for the activities you enjoy most. Learn more about Observatory Hill
Downtown Boston

Downtown Boston

4.5/5(95 area reviews)

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.

Find hotels in Downtown Boston

Top hotels in Observatory Hill

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £190 per night from 10 May to 11 May
£190
10 May - 11 May
includes taxes & fees
9.2/10 Wonderful! (4,601 reviews)
My room was not cleaned properly the soap bar from previous people that stayed was very much in the bath tub still . I did reclean and sanatized my whole room .

Reviewed on 14 Apr 2026

Omni Boston Hotel at the Seaport
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 £163 per night from 10 May to 11 May
£163
10 May - 11 May
includes taxes & fees
9.6/10 Exceptional! (4,199 reviews)
Only stayed for one night didn’t use any of the amenities. Room was clean

Reviewed on 14 Apr 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is £195 per night from 10 May to 11 May
£195
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (3,162 reviews)
Clean room great location

Reviewed on 14 Apr 2026

Hilton Boston Park Plaza
See all 4,126 properties in Observatory Hill
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

How much does an Observatory Hill travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Observatory Hill from just £1,257. And the more you bundle, the more you save. Your dream escape has never been so affordable.
If I'm not able to travel, can I cancel my Observatory Hill travel package?
You can. We totally understand that life happens, so we're happy to help if you have to make changes to your Observatory Hill travel package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Observatory Hill?
Creating your own Observatory Hill travel package with Expedia is an easy way to save. We have access to more than 550 air carriers and 1,000,000 hotel options across the globe. With such a wonderful range to select from, you'll have no difficulty creating your ideal getaway.
Does Expedia offer Book Now, Pay Later Observatory Hill holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply pick the payment plan that suits best during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all types of budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Observatory Hill?
A journey to Observatory Hill isn't complete without seeing Harvard Square and Massachusetts Institute of Technology. Book somewhere nearby so you can easily access these terrific attractions.
What are the top hotels in Observatory Hill?
Hyatt Regency Boston/Cambridge and Royal Sonesta Boston are a couple of the most popular hotels in Observatory Hill. Why not have a look at the amenities and rates at each and then make up your mind?
How far in advance should I book my Observatory Hill holiday?
It depends on the airline, but you can generally look up international flights on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally nab a cheaper seat only weeks before departure dates.
What does an Expedia Observatory Hill travel package include?
Much of that is up to you. You can pick from a range of Observatory Hill bundles, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Observatory Hill holiday looks like, you're sure to save!
What should I know before booking an Observatory Hill travel package?
Locking in all the parts of your trip together is a terrific way to save. Combine car rentals, airfares and hotels into a tidy little package. But you're not limited to hotels. Expedia offers all types of properties, including holiday rentals like beachside villas and short-term homes. Your choices are almost endless!
Can I choose my airline with an Observatory Hill Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You get to decide. We have more than 550 airline partners all over the world, so you have options galore when putting together your Observatory Hill adventure.

Popular places to visit

Fenway Park

Fenway Park

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

Fenway Park
Harvard University

Harvard University

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

Harvard University
Boston Common

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£63
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

£25
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Boston

* 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.