Jamaica Hills - Pond Vacation Packages

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Top Holiday Package Deals in Jamaica Hills - Pond

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,765, price is now CA $1,147 per person
CA $1,147
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Price was CA $2,544, price is now CA $1,522 per person
CA $1,522
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Everything was great except for the shower, which is too small.

Reviewed on Apr 29, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,579, price is now CA $1,584 per person
CA $1,584
per person
Jul 19 - Jul 24
found 11 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
South End
Price was CA $2,001, price is now CA $1,303 per person
CA $1,303
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (1,003 reviews)
I had a great experience staying at Staypineapple in the South End. The hotel has a really fun, unique vibe while still feeling clean and well put together. The rooms were cozy but thoughtfully designed, and the bed was honestly one of the most comfortable I’ve slept in. The staff was friendly and welcoming, and the location made it easy to get around Boston and explore nearby restaurants and shops. Small touches like the complimentary coffee and overall atmosphere made the stay feel a little more special. Would definitely stay here again and recommend it to anyone looking for something a bit different from a typical hotel.

Reviewed on Apr 30, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $2,902, price is now CA $1,982 per person
CA $1,982
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (682 reviews)
Excellent Such a great surprise Amazing view. Great staff, very helpful with restaurant recommendations We loved it

Reviewed on Apr 23, 2026

Where to stay in Jamaica Hills - Pond

Find the best Jamaica Hills - Pond areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica Hills - Pond
Downtown Boston

Downtown Boston

4.5/5(197 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Jamaica Hills - Pond Hotel Deals

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 CA $230 per night from May 3 to May 4
CA $230
per night
May 3 - May 4
9.6/10 Exceptional! (4,254 reviews)
Shower has low pressure and phone was not working in the room. Prime location and facilities to fail at these basic amenities.

Reviewed on Apr 29, 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from May 10 to May 11
CA $325
per night
May 10 - May 11
9.2/10 Wonderful! (4,608 reviews)
Smallest room I’ve ever seen, the bathroom is less than private.

Reviewed on Apr 30, 2026

Omni Boston Hotel at the Seaport
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from May 10 to May 11
CA $243
per night
May 10 - May 11
9.4/10 Exceptional! (5,030 reviews)
We didn’t eat breakfast at the property and did not have a vehicle.

Reviewed on Apr 29, 2026

The Godfrey Hotel Boston
See all 4,255 properties in Jamaica Hills - Pond
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 Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Jamaica Hills - Pond vacation package cost?
Get set to book, because a getaway to Jamaica Hills - Pond starts from just CA $1,147. When you bundle your hotels, flights and car rentals into a package, you'll pick up the best prices.
How do I get a cheap travel package to Jamaica Hills - Pond?
Bundling your hotel and flight with Expedia won't just save precious time — it'll save you a nice amount too. A Jamaica Hills - Pond vacation package makes it a breeze to put together your dream adventure. With more than 550 airlines all over the world to select from, finding convenient flights that fit your busy schedule won't be a challenge. In addition to that, we've got over 1,000,000 properties globally to choose from. Now that's what you call choice. Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Jamaica Hills - Pond?
Urban explorers come from all over to experience Fenway Park and TD Garden in Jamaica Hills - Pond. Stay close to these fantastic attractions to make sightseeing easy.
What are the top hotels in Jamaica Hills - Pond?
Amazing View 2bedroom Apt In Boston and Luxury Apartment Boston Ma are a couple of the most well-known hotels in Jamaica Hills - Pond. Why not take a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Jamaica Hills - Pond vacation?
It can be tricky to know when is the perfect time to book your trip to Jamaica Hills - Pond. But typically the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to a year before departure. If you're considering a last-minute getaway, no need to worry! There are terrific deals announced on Expedia all the time.
What does an Expedia Jamaica Hills - Pond travel package include?
Hotels, flights and rental cars — you'll find them all here. With Expedia, you can shape your Jamaica Hills - Pond package just the way you want. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the more you save!
What should I know before booking a Jamaica Hills - Pond travel package?
Bundling your bookings into a Jamaica Hills - Pond vacation package is the most convenient way to organize your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Jamaica Hills - Pond Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to select from across the world. With all that choice, finding the perfect carrier to whisk you away to Jamaica Hills - Pond will be a breeze.
If I'm not able to travel, can I cancel my Jamaica Hills - Pond vacation package?
You can. We realize things don't always go to plan, so we're happy to help if you need to make changes to your Jamaica Hills - Pond vacation package. It may be possible to cancel or change your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Jamaica Hills - Pond

Fenway Park

Fenway Park

4.5/5(310 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(284 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
Gillette Stadium

Gillette Stadium

4.5/5(28 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% 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.