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

Use our filter tool to find an upmarket retreat in Chestnut Hill where most of what you need is included. From there, narrow down your results for hotels that have a 5-star rating and are categorized as "All inclusive." The main thing to look forward to at these stays? Pure enjoyment and indulgence.

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

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

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 few other top-rated options worth checking out. Search through our vacation rentals in Chestnut Hill to book the best place for your stay.

5 Stars Hotels in Chestnut Hill: Compare Hotel Prices & Find the Cheapest Chestnut Hill, Boston 5 Stars Hotels

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Chestnut Hill 5 Star Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Chestnut Hill 5-star hotels

Premium bedding, down comforters, pillowtop beds, in-room safe

Omni Boston Hotel at the Seaport

Seaport District

Lisa

NT$6,331 total

includes taxes & fees

Apr 5 - Apr 6

Encore Boston Harbor

Everett

Julia

NT$10,174 total

includes taxes & fees

Apr 12 - Apr 13

Breakfast, lunch, brunch served; Italian cuisine

The Langham, Boston

Downtown Boston

Enza

NT$14,682 total

includes taxes & fees

Mar 27 - Mar 28

InterContinental Boston by IHG

Downtown Boston

Andrew

NT$10,594 total

includes taxes & fees

Apr 5 - Apr 6

The Newbury Boston

Back Bay

amy

NT$18,202 total

includes taxes & fees

Apr 1 - Apr 2

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

Boston Harbor Hotel

North End

Jamie

NT$21,162 total

includes taxes & fees

Mar 29 - Mar 30

The Liberty, a Marriott Luxury Collection Hotel, Boston

West End

Peter

NT$10,565 total

includes taxes & fees

Mar 29 - Mar 30

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

Four Seasons Hotel One Dalton Street, Boston

Fenway–Kenmore

brian

NT$20,443 total

includes taxes & fees

Mar 30 - Mar 31

Breakfast, lunch, dinner served; local and international cuisine

Mandarin Oriental, Boston

Back Bay

Brendon

NT$19,774 total

includes taxes & fees

Mar 29 - Mar 30

Four Seasons Hotel Boston

Bay Village

JUNMEI

NT$27,877 total

includes taxes & fees

Mar 29 - Mar 30

Raffles Boston

Back Bay

Felipe

NT$22,153 total

includes taxes & fees

Mar 29 - Mar 30

The Ritz-Carlton, Boston

Downtown Boston

Veronica

NT$22,265 total

includes taxes & fees

Mar 27 - Mar 28

XV Beacon

Beacon Hill

Emil

Luxury Apartments by Hyatus at Boston Everett

Everett

"Honestly this was one of the best furnished apartments I’ve ever stayed in, and I travel a lot for work. My partner and I came with another couple and we all kept saying how we wished we had booked a few extra nights. The place was super clean, modern, and honestly way bigger than we expected lol. First night we accidentally got the wrong door code but the host fixed it in like two minutes which was amazing. The living room became our hangout spot every evening and we even cooked dinner together...

Yitzy

Luxury Apartments by Hyatus Boston Somerville

Inner Belt

Peter

The Bell Inn

Peabody

Tracy

Save an average of 15% on thousands of hotels when you're signed in

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 Park Plaza

50 Park Plaza Boston MA

NT$4,685

NT$6,756 total

Apr 5 - Apr 6

includes taxes & fees

8.4/10 Very Good! (3,125 reviews)

Still don't see what you're looking for?

See all properties in Chestnut Hill.

You can also use these popular filters to refine your search.

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