Are there any 5-star all-inclusive resorts in Chestnut Hill?

Expedia's filters are the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious resorts in Chestnut Hill where your accommodations, meals, entertainment and activities are included in the price. At these getaways, your vacation is pure indulgence from the moment you step foot in the lobby.

What are the top 5-star spa hotels in Chestnut Hill?

Recharge your batteries with decadent massages and other soothing treatments at Four Seasons Hotel Boston . It's one of Chestnut Hill's best 5-star spa properties. Mandarin Oriental Boston and Four Seasons Hotel One Dalton Street, Boston also blend upscale accommodations with a range of wellness programs.

Are there any 5-star vacation rentals in Chestnut Hill?

You won't find any 5-star vacation rentals in Chestnut Hill on our site, but there are a range of other highly rated properties worth looking into. Search through our vacation rentals in Chestnut Hill to find the best place for your getaway.

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Our top choices for Chestnut Hill 5-star hotels

Omni Boston Hotel at the Seaport

Seaport District

Xavier

SAR 908 total

includes taxes & fees

23 Dec - 24 Dec

Apartment, 2 Bedrooms | Premium bedding, down comforters, pillowtop beds, minibar

Encore Boston Harbor

Everett

Hosni

SAR 850 total

includes taxes & fees

5 Jan - 6 January 2026

The Langham, Boston

Downtown Boston

Amy

SAR 1,813 total

includes taxes & fees

19 Dec - 20 Dec

The Newbury Boston

Back Bay

Anne

SAR 2,069 total

includes taxes & fees

30 Dec - 31 Dec

Four Seasons Hotel Boston

Bay Village

JUNMEI

SAR 3,146 total

includes taxes & fees

6 Jan - 7 January 2026

InterContinental Boston by IHG

Downtown Boston

Heather

SAR 921 total

includes taxes & fees

30 Dec - 31 Dec

Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillowtop beds, minibar

Boston Harbor Hotel

North End

Alisha

SAR 1,915 total

includes taxes & fees

16 Jan - 17 January 2026

Mandarin Oriental, Boston

Back Bay

Narek

SAR 2,080 total

includes taxes & fees

25 Dec - 26 Dec

Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Four Seasons Hotel One Dalton Street, Boston

Back Bay

Sihao

SAR 2,272 total

includes taxes & fees

30 Dec - 31 Dec

The Liberty, a Marriott Luxury Collection Hotel, Boston

West End

Desiree

SAR 961 total

includes taxes & fees

22 Dec - 23 Dec

The Ritz-Carlton, Boston

Downtown Boston

JOHN

SAR 2,180 total

includes taxes & fees

24 Dec - 25 Dec

3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine

Raffles Boston

Back Bay

Don

SAR 2,447 total

includes taxes & fees

16 Jan - 17 January 2026

XV Beacon

Beacon Hill

Jana

SAR 2,340 total

includes taxes & fees

30 Dec - 31 Dec

The Bell Inn

Peabody

Ashleigh

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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.

Hilton Boston Logan Airport

One Hotel Drive Boston MA

SAR 603

SAR 702 total

22 Dec - 23 Dec

includes taxes & fees

8.8/10 Excellent! (3,615 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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

Top Chestnut Hill Hotel Reviews

Boston Harbor Hotel

10/10 Excellent

"The staff and room were excellent."

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 SAR 442

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.

Find 5 Star Hotels in Chestnut Hill, MA from SAR 442

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