Find 5 Star Hotels in Chestnut Hill, MA from $125

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Our top choices for Chestnut Hill 5-star hotels

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4300)
"Awesome stay. "
United States
Xavier
$196 nightly
The price is $229
Dec 23 - Dec 24
Total with taxes and fees
Omni Boston Hotel at the Seaport

Encore Boston Harbor

Encore Boston Harbor
5.0 star property
Everett
9.6 out of 10, Exceptional, (3452)
"Wonderful stay "
United States
Hosni
$211 nightly
The price is $236
Jan 11 - Jan 12, 2026
Total with taxes and fees
Encore Boston Harbor

The Langham, Boston

The Langham, Boston
5.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (1002)
"Great hotel"
United Kingdom
Caren Christina
$390 nightly
The price is $454
Dec 21 - Dec 22
Total with taxes and fees
The Langham, Boston

The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.2 out of 10, Wonderful, (548)
"Excellent hotel. "
United Kingdom
Anne
$494 nightly
The price is $575
Dec 22 - Dec 23
Total with taxes and fees
The Newbury Boston

Four Seasons Hotel Boston

Four Seasons Hotel Boston
5.0 star property
Bay Village
9.4 out of 10, Exceptional, (453)
"Very classic hotel and nice food in the restaurant "
Canada
JUNMEI
$720 nightly
The price is $838
Jan 5 - Jan 6, 2026
Total with taxes and fees
Four Seasons Hotel Boston

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1011)
"Room was clean, loved the pool, and the food was delicious! "
United States
Heather
$211 nightly
The price is $245
Dec 30 - Dec 31
Total with taxes and fees
InterContinental Boston by IHG

Boston Harbor Hotel

Boston Harbor Hotel
5.0 star property
North End
9.8 out of 10, Exceptional, (1006)
"Love this hotel. "
United States
Alisha
$487 nightly
The price is $566
Jan 16 - Jan 17, 2026
Total with taxes and fees
Boston Harbor Hotel

Mandarin Oriental, Boston

Mandarin Oriental, Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (385)
"Excellent service"
United States
Narek
$476 nightly
The price is $554
Dec 25 - Dec 26
Total with taxes and fees
Mandarin Oriental, Boston

Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
5.0 star property
Back Bay
9.6 out of 10, Exceptional, (372)
"The staff were consistently warm and attentive, and the property offered high-end, well-maintained amenities throughout my stay. "
United States
Sihao
$555 nightly
The price is $646
Jan 14 - Jan 15, 2026
Total with taxes and fees
Four Seasons Hotel One Dalton Street, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston
5.0 star property
West End
8.8 out of 10, Excellent, (1007)
"Great location, wonderful entertainment, food was delicious, staff was great. A fantastic luxury hotel!!"
United States
Desiree
$220 nightly
The price is $256
Dec 22 - Dec 23
Total with taxes and fees
The Liberty, a Marriott Luxury Collection Hotel, Boston

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston
5.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (414)
"Exceptional staff, clean and well appointed room"
United States
JOHN
$499 nightly
The price is $581
Dec 21 - Dec 22
Total with taxes and fees
The Ritz-Carlton, Boston

Raffles Boston

Raffles Boston
5.0 star property
Back Bay
9.6 out of 10, Exceptional, (202)
"Loved everything about our stay, food, pool and ambiance all incredible. Will stay again!"
United States
Don
$565 nightly
The price is $658
Dec 20 - Dec 21
Total with taxes and fees
Raffles Boston

XV Beacon

XV Beacon
5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (384)
"I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean."
United States
Jana
$536 nightly
The price is $624
Dec 17 - Dec 18
Total with taxes and fees
XV Beacon

The Bell Inn

The Bell Inn
5.0 star property
Peabody
9.4 out of 10, Exceptional, (228)
"Terrific food in the Tavern! "
United States
Ashleigh
$187 nightly
The price is $209
Dec 17 - Dec 18
Total with taxes and fees
The Bell Inn
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Learn more about Chestnut Hill

Stroll along the charming streets lined with historic homes and boutique shops in this affluent Boston suburb. Catch a game at Boston College's Alumni Stadium or explore the lush trails of the nearby Hammond Pond Reservation.

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Top Chestnut Hill Hotel Reviews

Find out more about Chestnut Hill

Ready for an incredible adventure? Add an extra layer of enjoyment on your next trip to Chestnut Hill by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chestnut Hill so popular in the last year. There's no reason to delay a getaway to Chestnut Hill any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Chestnut Hill are the perfect places to relax in when you really need to escape. What are you waiting for?

Book the Best Chestnut Hill 5-Star Hotels

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, granite-tiled bathrooms, and fabulous spa offerings are all on offer. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A concierge to help you pick out your next adventure? A deep-tissue massage to help your cares fall away? Beautiful furniture, piping hot coffees, and even space for your family pet in some cases...these hotels are one-of-a-kind. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chestnut Hill are the perfect place to rest up after an exciting day.

Make Your Escape

The results are in, and Chestnut Hill 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Choose one of the 5-star hotels in Chestnut Hill today and soothe yourself in the lap of luxury tomorrow.

Frequently asked questions

What are the best 5-star hotels in Chestnut Hill?
According to Expedia traveler reviews, Four Seasons Hotel One Dalton Street, Boston, Mandarin Oriental Boston and The Newbury Boston are some of the most popular 5-star hotels in Chestnut Hill. Providing top-quality amenities and exemplary service, you can expect an opulent and comfortable stay.
How much does it cost to stay in a 5-star hotel in Chestnut Hill?
You'll find various pricing options for 5-star hotels in Chestnut Hill on Expedia. The amount you pay will depend on when you plan to travel, length of your trip and other factors. Compare available properties for your desired dates and make use of our pricing and other filters to score the ideal high-end stay.

  • Search for the lowest price per night from $125

What makes a hotel 5 stars in Chestnut Hill?
In Chestnut Hill, a hotel needs to offer a certain amount of high-end conveniences to be rated 5 stars. These may include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their extraordinary standard of service. You can look forward to things like in-room massages, nightly turn-down services and concierge services. Some may also offer additional touches like a welcome gift.

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