Jamaica Plain Holidays from £681

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Your Jamaica Plain Holiday

Take all the stress out of planning your next escape by booking a Jamaica Plain holiday package. Soak in the sounds and sights of this enticing neighbourhood and experience what it has to offer. Kick off your trip to Jamaica Plain with a visit to nearby attractions such as Fenway Park, Boston Museum of Fine Arts and Copley Place. Expedia will help turn your dream Jamaica Plain holiday into reality, no matter your travel plans or budget.

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was £1,722, price is now £681 per person
£681
per person
11 Nov - 18 Nov
found 18 hours ago
Return direct flight included
London (LON) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was £1,691, price is now £718 per person
£718
per person
26 Oct - 29 Oct
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9/10 Wonderful! (2,140 reviews)
We had a separate bathroom out in the hall and they were impeccable the women were cleaning them day and night made me feel very good

Reviewed on 28 Aug 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was £1,919, price is now £908 per person
£908
per person
26 Oct - 29 Oct
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
8.6/10 Excellent! (1,637 reviews)
Staying at the Battery Wharf Hotel was a pleasant experience! It lies on the North End—a beautiful, peaceful area. Booked our stay for a concert we were seeing at the Garden, which we were able to walk to & from. Thank you Battery Wharf!!! The stay was amazing.

Reviewed on 29 Aug 2025

Kimpton Marlowe Hotel by IHG

Kimpton Marlowe Hotel by IHG

4 out of 5
East Cambridge
Price was £1,748, price is now £860 per person
£860
per person
26 Oct - 29 Oct
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9/10 Wonderful! (1,002 reviews)
Front desk guy was really nice when I talked about my moms recent brain surgery. He helped me through a tough moment by being empathetic. Very much appreciated.

Reviewed on 29 Aug 2025

Residence Inn by Marriott Boston Harbor on Tudor Wharf

Residence Inn by Marriott Boston Harbor on Tudor Wharf

3 out of 5
Charlestown
Price was £1,764, price is now £870 per person
£870
per person
26 Oct - 29 Oct
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9/10 Wonderful! (1,002 reviews)
Liked breakfast. We could hear hallway noise.

Reviewed on 18 Aug 2025

Where to stay in Jamaica Plain

Find the best Jamaica Plain areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica Plain
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 Jamaica Plain

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 £136 per night from 1 Sept to 2 Sept
£136
1 Sept - 2 Sept
includes taxes & fees
Seaport Hotel Boston
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 £215 per night from 1 Sept to 2 Sept
£215
1 Sept - 2 Sept
includes taxes & fees
Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £159 per night from 1 Sept to 2 Sept
£159
1 Sept - 2 Sept
includes taxes & fees
citizenM Boston North Station
See all 3,766 properties in Jamaica Plain
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 Jamaica Plain travel package cost?
Starting from as low as £681, you can build your own Jamaica Plain package the way you want. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Jamaica Plain travel package?
Yes, you can. We realise life happens, so we're happy to help if you need to make changes to your Jamaica Plain travel package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Jamaica Plain?
Imagine all the thrilling things you could do in Jamaica Plain with extra cash in your pocket. Watch your savings stack up when you combine your travel bookings into a Jamaica Plain travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 properties around the globe. Whether you're heading off with the whole family or flying solo, organising a trip to Jamaica Plain is better with a package.
Does Expedia offer Book Now, Pay Later Jamaica Plain holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip in multiple transactions.
  • Low deposit holidays: When you spot an awesome 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 Jamaica Plain?
Travellers come from all corners of the globe to experience Fenway Park and TD Garden in Jamaica Plain. Book yourself a room close to these top attractions to make sightseeing a breeze.
What are the top hotels in Jamaica Plain?
Boston Park Plaza and Embassy Suites Boston Logan Airport are two of the most sought-after properties in Jamaica Plain. Why not check out the rates and amenities at each and then make up your mind?
How far in advance should I book my Jamaica Plain holiday?
While not all airlines release tickets early, you can normally look up international flights on Expedia up to a year in advance. This is the time you can score some incredible deals. If you're booking late, you could still be in luck. Sometimes the cheapest prices become available only weeks before departure.
What does an Expedia Jamaica Plain travel package include?
It comes down to what you're looking for. If you're travelling by yourself, you might decide to combine hotels and flights. Bringing the entire family to Jamaica Plain? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Jamaica Plain travel package?
You'll pick up amazing savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything together will make your trip planning easier. So why waste your money or time? Whether you're organising a luxury romantic escape or a low-cost family road trip, have a look at our package deals today.
Can I choose my airline with a Jamaica Plain Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our travel packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.

Popular places to visit

Arnold Arboretum

Arnold Arboretum

Escape the city bustle and soak up the serenity in this beloved park that doubles as a respected Harvard University research center.

Arnold Arboretum

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

£52
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.