Highland Park Holidays from £1,171

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Your Highland Park Holiday

Your next great escape is calling out to you with a holiday package to Highland Park. Relaxation, entertainment and good times — you're sure to find it in this neighbourhood. Can't wait to get out and see the sights during your trip to Highland Park? Pencil in a visit to nearby attractions like Fenway Park, Boston Common and Faneuil Hall Marketplace. No matter your travel goals or budget, booking your dream Highland Park holiday is quick and easy with Expedia.

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
19 Aug - 26 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Beautiful hotel. Perfectly located

Reviewed on 4 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
19 Aug - 26 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
We LOVED this hotel! It's so beautiful, the amenities were amazing, very walkable, so safe, amazing gym and pool. Great Dandelion coffee shop with snack options. Staff were so friendly. Rooms are spacious, very nicely decorated, comfortable, quiet. I could rave about this property for days. I look forward to recommending this place and to stay here again in the future. Thank you for an amazing stay!

Reviewed on 3 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
19 Aug - 26 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful interior design

Reviewed on 3 Jul 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
20 Aug - 27 Aug
found 23 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (347 reviews)
The staff were very helpful. The hotel is exceptionally clean and well appointed.

Reviewed on 6 Jun 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
13 Sept - 19 Sept
found 14 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
8.8/10 Excellent! (224 reviews)
We loved our stay here! Very nice and convenient to cute stores and restaurants

Reviewed on 29 Jun 2025

Where to stay in Highland Park

Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 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 Highland Park

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £227 per night from 19 Jul to 20 Jul
£227
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (3,618 reviews)
"Upscale, clean modern overall great stay"

Reviewed on 4 Jul 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £140 per night from 6 Jul to 7 Jul
£140
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,355 reviews)
Will Stay Here Again
"Fantastic staff and location. We will definitely be back."

Reviewed on 3 Jul 2025

citizenM Boston Back Bay
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is £202 per night from 13 Jul to 14 Jul
£202
13 Jul - 14 Jul
includes taxes & fees
9.6/10 Exceptional! (3,014 reviews)
"Highly recommend"

Reviewed on 3 Jul 2025

Seaport Hotel Boston
See all 3,725 properties in Highland Park
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 a Highland Park travel package cost?
Discover the best of Highland Park from as little as £1,171. We offer a great selection of flights, rental cars and hotels to suit your travel style. Pick up even more discounts when you add some sightseeing tours to your package.
If I'm not able to travel, can I cancel my Highland Park travel package?
Yes, you can. We totally understand that even the best-laid plans can go awry, so we're here to help if you have to make changes to your Highland Park travel package. It may be possible to change or cancel your itinerary at no cost 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. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Highland Park?
Combine your bookings with Expedia to save on your next getaway. With over 550 partner airlines and 1,000,000 hotel options throughout the world, your Highland Park travel package can be customized exactly to suit your travel style. With all those extra dollars, why not add a few interesting tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Highland Park is much closer than you thought!
Does Expedia offer Book Now, Pay Later Highland Park holidays?
Expedia has partnered with online lender Klarna to make your next trip easier on your bank balance. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this plan. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Highland Park?
Urban explorers come from all over the world to see Fenway Park and TD Garden in Highland Park. Book a hotel within walking distance of these must-see attractions and visit them whenever you please.
What are the top hotels in Highland Park?
Boston Park Plaza and Embassy Suites Boston Logan Airport are a couple of the most popular hotels in Highland Park. Why not look up the amenities and rates at each and then make a decision?
How far in advance should I book my Highland Park holiday?
Be rewarded with the biggest variety and the cheapest prices by booking your trip to Highland Park nice and early. Airlines typically release flight tickets anywhere up to 12 months before departure, so start locking things in as soon as you can. Having said that, Expedia is dedicated to giving you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia Highland Park travel package include?
It's up to you! You can pick from a variety of Highland Park bundles, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your perfect Highland Park escape looks like, get ready to save!
What should I know before booking a Highland Park travel package?
Whether it's relaxation or adventure you're chasing, a Highland Park travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Highland Park Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you certainly can. Simply choose the carrier you want and craft your ideal Highland Park escape.

Popular places to visit

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

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

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 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
Boston Common which includes a skyscraper, landscape views and a park

Boston Common

4.5/5(204 reviews)

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 CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£58
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£40
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

£25
per adult
84% 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.