Chestnut Hill Trips (flight + hotel)

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Top hotels in Chestnut Hill

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 P9,454 per night from 20 Dec to 21 Dec
P9,454
P11,303 total
includes taxes & fees
Dec 20 - Dec 21
9.6/10 Exceptional! (2,591 reviews)
"Easy to get to from the airport - free bus takes you directly across the street. If you are looking to explore the historic side of Boston this will be a bit out of the way but still accessible by public transit."

Reviewed on Nov 26, 2024

Seaport Hotel Boston
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 P7,033 per night from 27 Dec to 28 Dec
P7,033
P10,595 total
includes taxes & fees
Dec 27 - Dec 28
8.2/10 Very Good! (3,287 reviews)
"Concierge was incredibly friendly and helpful"

Reviewed on Nov 26, 2024

Hilton Boston Park Plaza
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is P9,184 per night from 30 Nov to 1 Dec
P9,184
P12,746 total
includes taxes & fees
Nov 30 - Dec 1
8.6/10 Excellent! (2,870 reviews)
"Easy check in and check out."

Reviewed on Nov 27, 2024

Omni Parker House
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 a Chestnut Hill vacation package cost?
From as low as . Yes, you read that correctly. Our Chestnut Hill vacation packages are an easy way to make your budget go further. Combine your preferred flights, hotels and rental car and get out and see this lively destination.
How do I get a cheap travel package to Chestnut Hill?
Browse and book everything all in one place with our Chestnut Hill vacation packages. You’ll discover deals on hotels, flights and more that’ll keep your pocketbook happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 properties globally to choose from, you’ll have the flexibility to mix and match as you want.
Where should I stay in Chestnut Hill?
A vacation in Chestnut Hill isn’t complete without stopping by Coolidge Corner Theatre, John Fitzgerald Kennedy National Historic Site and Larz Anderson Auto Museum. Stay near these attractions and make sightseeing a breeze.
What are the top hotels in Chestnut Hill?
If you intend to stay in the South Brookline neighborhood, some top options are One Mile From Us Open Country Club and Avoid The Parking Hassle With 0. 8 Mile Away From Us Open. Woodland Heath is also a favorite Chestnut Hill area. We recommend Cozy Chestnut Hill 1br, Residential Area or Charming Chestnut Hill 2bedroom Nr Boston College T if you prefer this part of town.
How far in advance should I book my Chestnut Hill vacation?
While prices change from time to time, we generally advise booking your flight as early as possible. Most international fares can be compared on Expedia up to a year in advance. If you’re booking late, you may still get lucky. Low prices to Chestnut Hill sometimes emerge just weeks before departure.
What does an Expedia Chestnut Hill travel package include?
Choose from a combination of hotels, rental cars and flights. Once you’ve made your booking, you can add the fun stuff like activities and tours. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to crafting your ideal Chestnut Hill escape.
What should I know before booking a Chestnut Hill travel package?
When you book your flights, hotels and car rentals together, you’ll enjoy fantastic discounts. Whether you’re organizing a beach escape in a villa or prefer to stay in a cozy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Chestnut Hill Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Chestnut Hill vacation package?
We totally get that life can throw you the odd curveball. If you’ve booked a Chestnut Hill vacation package and need to cancel or amend it, we’re here to help. We suggest browsing our Customer Service Portal first for information. But in general, if you’ve booked your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it’s been more than 24 hours, your hotel, airline or car rental company may charge a fee.

Popular places to visit

What to do in Chestnut Hill

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.