Observatory Hill Holidays from £973
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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.
Boston Lodge and Suites
Dorchester
£1,064
per person
4 Jan - 8 Jan
found 10 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
8.4/10 Very good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on 17 Oct 2026
Raffles Boston
Back Bay
£1,367
per person
4 Jan - 8 Jan
found 10 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
A stunning hotel with super helpful staff. Would highly recommend the Raffles, from start to finish it was excellent and we’ll definitely be back.
Reviewed on 14 Oct 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
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 Observatory Hill
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£264
31 Oct - 1 Nov
includes taxes & fees
9.2/10 Wonderful! (4,903 reviews)
"Great location, clean rooms great staff"
Reviewed on 17 Oct 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£138
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (2,980 reviews)
"Bon emplacement, chambre propre et confortable."
Reviewed on 18 Oct 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
£191
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (5,116 reviews)
"The room was clean & nice and the staff was super nice. There was not a hot tub and we did not eat breakfast there"
Reviewed on 17 Oct 2026
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 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 £973. 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.
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
History and Hauntings of Salem Guided Walking Tour
£30
per adult
98% 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.