Observatory Hill Holidays

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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.
  • Standard Room, 1 Queen Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi
    Jul 20 - Jul 27

    Hotel Ivy Boston Common + Flight

    Bay Village
    7 nights
    2.5 star property
    8.4/10 - Very good (1,470 reviews)
    "Staff were mostly nice, but overall one of the worst hotels I’ve ever stayed in. WiFi didn’t work for 3 days straight, the initial room I was in had blacked out windows, housekeeping doesn’t clean the rooms, the rooms are smaller than a jail cell, there is a 2 inch gap at the bottom of every door. It’s incredibly loud, the lift can be heard throughout the whole hotel every time someone uses it. If you have any other options, do not book this hotel"
    Reviewed May 30, 2026
    Return • London (LHR) - Boston (BOS)
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    Save 100% on your flight
    £1,975
    £1,256
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common
  • Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillow-top beds, minibar
    Jul 20 - Jul 27

    Boston Harbor Hotel + Flight

    North End
    7 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Return • London (LHR) - Boston (BOS)
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    Save 100% on your flight
    £3,671
    £1,971
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Lobby
    Jul 20 - Jul 27

    Fairmont Copley Plaza, Boston + Flight

    Back Bay
    7 nights
    4.5 star property
    9.0/10 - Wonderful (1,244 reviews)
    "I recently stayed at the Fairmont Boston and unfortunately the property felt very outdated and not well maintained compared to what I expected from a Fairmont hotel. While the location is convenient and the staff were generally polite, the overall condition of the hotel needs significant updates. The rooms showed noticeable wear and tear, including older furniture, dated décor, and areas that did not feel particularly clean or refreshed. The hallways and common areas also felt tired and lacked..."
    Reviewed May 29, 2026
    Return • London (LHR) - Boston (BOS)
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    £3,146
    £2,051
    per traveller
    found 1 day ago
    Fairmont Copley Plaza, Boston
  • Front of property
    Jul 20 - Jul 27

    Eurostars The Boxer + Flight

    West End
    7 nights
    4.0 star property
    8.8/10 - Excellent (1,502 reviews)
    "Hotel was clean and kept in excellent condition, with helpful and friendly staff. Perfect place to stay for a city break and couldn't recommend it enough."
    Reviewed May 28, 2026
    Return • London (LHR) - Boston (BOS)
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    £2,327
    £1,633
    per traveller
    found 1 day ago
    Eurostars The Boxer
  • Property entrance
    Jul 20 - Jul 27

    Sea Crest Beach Resort + Flight

    North Falmouth
    7 nights
    3.5 star property
    8.0/10 - Very good (289 reviews)
    "The floors both in the room and down the walkway were dirty staff present but never seemed to clean never got a room cleaned had to ask for clean towels definitely a disappointment"
    Reviewed May 29, 2026
    Return • London (LHR) - Boston (BOS)
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    Save 100% on your flight
    £2,422
    £1,704
    per traveller
    found 1 day ago
    Sea Crest Beach Resort

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

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 £248 per night from 28 Jun to 29 Jun
£248
28 Jun - 29 Jun
includes taxes & fees
9.6/10 Exceptional! (4,391 reviews)
"Clean room and the best hotel staff I have come across friendly and accommodating for little ones. Out little guy played "work" with a worker because she looked lonely by herself hm. From valet to the restaurant, all the employees are too of the line."

Reviewed on 30 May 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £119 per night from 7 Jun to 8 Jun
£119
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (2,636 reviews)
"Loved it so much I came back for a second stay"

Reviewed on 30 May 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is £223 per night from 7 Jun to 8 Jun
£223
7 Jun - 8 Jun
includes taxes & fees
9.2/10 Wonderful! (4,659 reviews)
"The room was a little small and condensed without a separate bathroom area, but it was spectacular and the food amenities staff view were fantastic. Highly recommend and worth the price."

Reviewed on 30 May 2026

Omni Boston Hotel at the Seaport
See all 4,094 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 . 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

4.5/5(62 reviews)

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

Fenway Park
Harvard University

Harvard University

4.5/5(104 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

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

£42
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£58
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£40
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.