Chestnut Hill Holiday Packages

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Chestnut Hill Accommodation

Our database lists 90 accommodations in Chestnut Hill. However, none of them are located right in the heart of the neighbourhood. Browse through your options on Wotif — you're sure to find an awesome place not too far away.

If you're after a place with good amenities and services, why not check out the Mandarin Oriental Boston (776 Boylston St) and the Global Luxury Suites at Back Bay (32 Garrison Street)? Both come with excellent reviews and are a hit with many visitors.

Car Hire in Chestnut Hill

A quick taxi drive from Logan International Airport will land you at either Advantage Rent-A-Car (100 Tomahawk Drive) or Enterprise (6 Tomahawk Dr). Whichever you choose, we know you'll find the perfect set of wheels for you.

Easy and convenient — two great words everybody longs to hear while travelling the world. Luckily, Enterprise lives up to them. Only 4 kilometres from the downtown area and featuring a variety of fine vehicles, you'll be dashing off on your next excellent adventure in a flash.

Holidays to Chestnut Hill

Trapped at work dreaming about Chestnut Hill and all the incredible things it has to offer? Take the first step to actually getting there by learning a little bit about it.

Chestnut Hill is around 10 kilometres southwest of the centre of Boston. It's one of the many interesting neighbourhoods you'll find in the Massachusetts state capital.

If you've heard fellow travellers not only go nuts about Chestnut Hill but about Boston in general, then it shouldn't come as a surprise to find out that around 600 000 people call it their home.

Top Chestnut Hill hotels

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Harborside Inn Of Boston: Hotel with free WiFi and a bar/lounge. Located near the airport.
Great location

Reviewed on 27 Dec 2025

Opens in a new windowHarborside Inn Of 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 AU$309 per night from 1 Jan to 2 Jan
AU$309
1 Jan - 2 Jan 2026
includes taxes & fees
Omni Boston Hotel at the Seaport: Luxury hotel with free WiFi and an outdoor pool. Located in the city centre.
The room was beautiful, the staff was nice. We arrived an hour and 15 minutes after check in time and still had to wait another 20-30 minutes for our room that was my only complaint.

Reviewed on 29 Dec 2025

Opens in a new windowOmni Boston Hotel at the Seaport
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$290 per night from 4 Jan to 5 Jan
AU$290
4 Jan - 5 Jan 2026
includes taxes & fees
Hilton Boston Back Bay: Business-friendly hotel with free WiFi and a bar/lounge. Located in the city centre.
Clean room, convenient location.

Reviewed on 22 Dec 2025

Opens in a new windowHilton Boston Back Bay
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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.

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