An aerial view of a river flanked by dense forests with autumn foliage.

Find 5 Star Hotels in Chestnut Hill, MA from $132

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Check availability on Chestnut Hill 5 Star Hotels

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chestnut Hill 5-star hotels

A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.

1. Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,875 reviews)
"Perfect stay!"
United States
Kelly
$298 nightly
The price is $347
Nov 1 - Nov 2
Total with taxes and fees
Omni Boston Hotel at the Seaport
A modern bedroom with a large bed, a nightstand, a lamp, a potted plant, and a view of a cityscape at night.

2. Encore Boston Harbor

Encore Boston Harbor
5.0 star property
Everett
9.6 out of 10, Exceptional, (4,237 reviews)
"Beautiful property and very friendly staff!"
United States
Nimet
$286 nightly
The price is $320
Oct 28 - Oct 29
Total with taxes and fees
Encore Boston Harbor
A spacious, elegantly designed dining area with high ceilings, chandeliers, and classic decor.

3. The Langham, Boston

The Langham, Boston
5.0 star property
Downtown Boston
9.8 out of 10, Exceptional, (1,004 reviews)
"Great stay. Perfect location."
United States
Mark
$518 nightly
The price is $603
Oct 31 - Nov 1
Total with taxes and fees
The Langham, Boston
A courtyard with brick walls, outdoor seating, and potted plants.

4. Four Seasons Hotel Boston

Four Seasons Hotel Boston
5.0 star property
Bay Village
9.4 out of 10, Exceptional, (490 reviews)
"Perfect stay with our kids!"
United States
Roxane
$825 nightly
The price is $961
Nov 1 - Nov 2
Total with taxes and fees
Four Seasons Hotel Boston
The Charles Hotel with outdoor seating and a garden area.

5. The Charles Hotel

The Charles Hotel
5.0 star property
West Cambridge
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location, an icon hotel"
Switzerland
Andre
$359 nightly
The price is $417
Nov 1 - Nov 2
Total with taxes and fees
The Charles Hotel
A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.

6. Boston Harbor Hotel

Boston Harbor Hotel
5.0 star property
North End
9.8 out of 10, Exceptional, (1,005 reviews)
"Great stay"
United States
Dorothy
$629 nightly
The price is $732
Oct 30 - Oct 31
Total with taxes and fees
Boston Harbor Hotel
A rooftop dining area with a round table set for two, surrounded by plush seating and potted plants.

7. The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (737 reviews)
"Great spot and amazing hotel"
United States
Farah
$656 nightly
The price is $764
Nov 1 - Nov 2
Total with taxes and fees
The Newbury Boston
A modern building with a glass facade, a waterfront view, and a dock area with boats.

8. InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,173 reviews)
"Great stay!"
United States
John
$378 nightly
The price is $440
Nov 1 - Nov 2
Total with taxes and fees
InterContinental Boston by IHG
A modern indoor pool area with a large window, a woman in a swimsuit, and two lounge chairs.

9. Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
5.0 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (449 reviews)
"Lovely place to stay and great staff and very friendly"
United States
Masooda
$655 nightly
The price is $763
Nov 6 - Nov 7
Total with taxes and fees
Four Seasons Hotel One Dalton Street, Boston
A modern bar area with multiple seating options, a well-stocked bar counter, and a distinctive ceiling design.

10. Mandarin Oriental, Boston

Mandarin Oriental, Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (461 reviews)
"Over the top nice hotel and room was amazing!"
United States
Matthew
$676 nightly
The price is $787
Nov 5 - Nov 6
Total with taxes and fees
Mandarin Oriental, Boston
Pool

11. Raffles Boston

Raffles Boston
5.0 star property
Back Bay
9.6 out of 10, Exceptional, (334 reviews)
"Best hotel ever!!"
United States
Robinette
$596 nightly
The price is $694
Nov 1 - Nov 2
Total with taxes and fees
Raffles Boston
A multi-level atrium with a central bar, seating areas, and a staircase.

12. The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston
5.0 star property
West End
9.0 out of 10, Wonderful, (1,000 reviews)
"it was a lovely stay. Very dog friendly!"
United States
Gabrielle
$345 nightly
The price is $401
Nov 1 - Nov 2
Total with taxes and fees
The Liberty, a Marriott Luxury Collection Hotel, Boston
A hotel with a classic facade, large windows, and a prominent entrance.

13. XV Beacon

XV Beacon
5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (400 reviews)
"We went for the 4th of July 2026 and had a wonderful time. The staff was amazing and made sure our experience was magical!"
United States
Renee
$548 nightly
The price is $639
Nov 1 - Nov 2
Total with taxes and fees
XV Beacon
A spacious lobby with a central seating area, a large chandelier, and a fireplace.

14. The Ritz-Carlton, Boston

The Ritz-Carlton, Boston
5.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (501 reviews)
"Fabulous hotel in a great location. Will stay again!"
United States
Michael
$789 nightly
The price is $919
Oct 11 - Oct 12
Total with taxes and fees
The Ritz-Carlton, Boston
A spacious room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

15. The Bell Inn

The Bell Inn
5.0 star property
Peabody
9.2 out of 10, Wonderful, (302 reviews)
"Awesome stay!!"
United States
Paul
$118 nightly
The price is $132
Nov 2 - Nov 3
Total with taxes and fees
The Bell Inn
A modern interior with a pool table, green seating, and large windows offering a view of the outside.

16. Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett
5.0 star property
Everett
9.4 out of 10, Exceptional, (10 reviews)
"This place was excellent for us. My wife and I stayed with another couple. Felt like home away from home. Will 100% consider staying here again."
United States
Robert
Luxury Apartments by Hyatus at Boston Everett
A modern kitchen with a large island, pendant lighting, and a view of the outdoors.

17. Luxury Apartments by Hyatus Boston Somerville

Luxury Apartments by Hyatus Boston Somerville
5.0 star property
Inner Belt
9.2 out of 10, Wonderful, (7 reviews)
"Perfect stay had everything we needed. Very nice place, definitely recommend."
United States
Yona
Luxury Apartments by Hyatus Boston Somerville
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chestnut Hill.
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Nov 1 to Nov 2
$254 total
Nov 1 - Nov 2
Total with taxes and fees
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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.

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.

See all hotels in Chestnut Hill
An aerial view of a river flanked by dense forests with autumn foliage.

Top Chestnut Hill Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Resort was very clean and well maintained. Parking was close and easily accessible.Room was spacious and well decorated with modern amenities and the large window gave a great view of the city. Power curtains, Alexa operated lights and TV, a tablet to conveniently control the room. Staff was attentive and helpful. The Casino had numerous table games, sports betting and slot machines. We are from out of state but would not hesitate to return if in the area."
David 2-night trip
Posted 8 hours ago
Encore Boston Harbor

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 $254

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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