Jamaica Plain Holidays from AU$3,273

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Your Jamaica Plain Holiday

Book a Jamaica Plain holiday package and immerse yourself in the rhythm and vibe of this captivating neighbourhood. With all your travel plans worked out, the only thing you need to focus on here is having an absolute ball. Kick off your trip to Jamaica Plain with a visit to nearby attractions such as Fenway Park, Copley Place and Boston Museum of Fine Arts. Whatever your travel goals or the size of your budget, booking your perfect Jamaica Plain holiday is simple with Expedia.

Top Holiday Package Deals in Jamaica Plain

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations The Breakers, an Ascend Resort

Bluegreen Vacations The Breakers, an Ascend Resort

3.5 out of 5
per person
8 Feb - 15 Feb
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (252 reviews)
The Breakers is lacking maintenence: entrance door slams on you; bathroom faucet is broken. Also the TV selections are all second-rate -- only reruns, no broadcast channels, all ads for feeble-minded persons.

Reviewed on 2 Jan. 2025

Nantucket Inn

Nantucket Inn

3.5 out of 5
per person
8 Feb - 15 Feb
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.8/10 Excellent! (421 reviews)
Overall we had a good experience. Facilities were updated.

Reviewed on 20 Dec. 2024

The Club at New Seabury

The Club at New Seabury

3.5 out of 5
per person
8 Feb - 15 Feb
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (307 reviews)
accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday.

Reviewed on 17 Dec. 2024

Bluegreen Vacations The Soundings, Ascend Resort Collection

Bluegreen Vacations The Soundings, Ascend Resort Collection

3 out of 5
per person
8 Feb - 15 Feb
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (312 reviews)
Advertise one kind of room and gave us snother

Reviewed on 15 Dec. 2024

Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

3.5 out of 5
per person
8 Feb - 15 Feb
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.8/10 Excellent! (255 reviews)
This is a basic property, however the room was very clean, bed was quite comfortable. Rooms are set up as small efficiencies, I was in for business for 4 days, so I didn't need to use the kitchen set up. But it was a nice place if you call for those amenities. For my travel needs it was perfect.

Reviewed on 14 Nov. 2024

Our guide on 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(17 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Our pick of the best Jamaica Plain Hotel Deals

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 AU$310 per night from 1 Feb to 2 Feb
AU$310
includes taxes & fees
1 Feb - 2 Feb
9/10 Wonderful! (3,086 reviews)
"Lovely for one night."

Reviewed on 3 Jan. 2025

Omni Boston Hotel at the Seaport
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 AU$259 per night from 23 Jan to 24 Jan
AU$259
includes taxes & fees
23 Jan - 24 Jan
8.2/10 Very Good! (3,295 reviews)
"Great!"

Reviewed on 6 Jan. 2025

Hilton Boston Park Plaza
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$343 per night from 17 Jan to 18 Jan
AU$343
includes taxes & fees
17 Jan - 18 Jan
9.2/10 Wonderful! (5,214 reviews)
"very good hotel and good location."

Reviewed on 7 Jan. 2025

The Dagny Boston
See all 2,765 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Jamaica Plain holiday package cost?
Live it up in Jamaica Plain from as little as AU$3,273. We offer a great selection of hotels, flights and rental cars to suit every budget and style. You can pick up even better deals when you add some experiences or tours to your holiday package.
How do I get a cheap travel package to Jamaica Plain?
Our Jamaica Plain holiday packages promise plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and tours into a budget-friendly package. But low prices are only the start of your next unforgettable adventure. Book with Expedia and and you’ll have over 550 air carriers and 1 000 000 properties throughout the world to pick from. Whatever your style or budget, there’s a package here just for you.
Where should I stay in Jamaica Plain?
A trip to Jamaica Plain isn’t complete without stopping by Fenway Park and TD Garden. Reserve a room as close as possible for easy access to these terrific attractions.
What are the top hotels in Jamaica Plain?
Get your trip off to a great start by reserving a room at Wyman Bed And Breakfast. It’s one of most popular hotels in Jamaica Plain. Another cosy option is Luxury Apartment Boston Ma.
How far in advance should I book my Jamaica Plain holiday?
It’s difficult to pick the perfect time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t stress. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Jamaica Plain travel package include?
Choose from any combination of rental cars, flights and hotels. Once you’ve made your booking, you can add tours and activities. Want to pick your fare class? That’s also possible. The choice is all yours when it comes to organising your perfect Jamaica Plain getaway.
Can I choose my airline with a Jamaica Plain Expedia holiday package?
You can. Expedia has access to more than 550 airline partners worldwide, so pick the carrier that fits your needs.
If I'm not able to travel, can I cancel my Jamaica Plain holiday package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can cancel or change your Jamaica Plain holiday package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Jamaica Plain

Axiom

You can study the exhibits at Axiom, a museum with a story of its own, during your travels to Boston. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Axiom

Activities

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

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

AU$119
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
North End Boston: 'The Mafia Mission' City Game

North End Boston Mafia Exploration Game and Tour

AU$20
per adult
90% of travellers recommend
North End Boston Mafia Exploration Game and Tour
Spirit of Boston cruise ship at night

Spirit of Boston Signature Dinner Cruise

AU$249
per adult
Spirit of Boston Signature Dinner 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.