Massachusetts Luxury Holidays

Book a Luxury Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top flight + Luxury hotel deals in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,170
per person
1 Dec - 5 Dec
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
£1,400
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (456 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
£1,298
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on 25 Sept 2026

XV Beacon

XV Beacon

Beacon Hill
£1,741
per person
11 Nov - 17 Nov
found 1 day ago
Return direct flight included
Leeds (LBA) to Boston (BOS)
9.4/10 Exceptional! (398 reviews)
Spent a sister’s weekend at XV Beacon. The staff, the service, the amenities were all impeccable! Everyone was quick to offer locale cuisine, walking directions and adventure recommendations. Even more impressive was when we were pressed for time, the staff graciously boxed our incredible Mooo meal from the flagship restaurant and delivered it to our room. What a wonderful spread to come “home” to. Our room was spectacular and intimate. Great space to enjoy with any loved one; including a myriad of special bath tub experiences and sleep hygienes (eye masks, cervical pillows, silk pillowcases, Absolutely worth the price and am forwarding to friends & family!!l

Reviewed on 21 Sept 2026

The Newbury Boston

The Newbury Boston

Back Bay
£1,333
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (732 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Massachusetts
View all trips

5* Luxury holidays in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,170
per person
1 Dec - 5 Dec
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
£1,400
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (456 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
£1,298
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on 25 Sept 2026

Don't see what you're looking for?
See all available trips from Manchester to Massachusetts
View all trips

3 Night Luxury holidays in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
£1,298
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on 25 Sept 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
£1,400
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (456 reviews)
The Newbury Boston

The Newbury Boston

Back Bay
£1,333
per person
5 Nov - 8 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (732 reviews)
Don't see what you're looking for?
See all available trips from London to Massachusetts
View all trips

4 Night Luxury holidays in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,170
per person
1 Dec - 5 Dec
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
£1,656
per person
1 Dec - 5 Dec
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on 25 Sept 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
£1,945
per person
17 Nov - 21 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.4/10 Exceptional! (456 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Massachusetts
View all trips

All you need to know about luxury holidays in Massachusetts

What can I expect from a luxury Massachusetts holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Massachusetts?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Massachusetts holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Massachusetts?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Massachusetts starting at £1,170. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Massachusetts?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Massachusetts spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Massachusetts?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Massachusetts?

You can wangle a top-notch luxury holiday in Massachusetts for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Massachusetts with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Massachusetts with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Massachusetts to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Massachusetts Hotels

The Newbury Boston

The Newbury Boston

15 Arlington St Boston MA
  • 9 min walk from Fenway Park
£637
31 Oct - 1 Nov
includes taxes & fees
Stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service and a 24-hour fitness centre. Our guests praise the helpful staff and ...
The Newbury Boston
The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston

215 Charles St Boston MA
  • 21 min walk from Fenway Park
£327
4 Oct - 5 Oct
includes taxes & fees
Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, 2 restaurants and 4 bars/lounges. Our guests praise the helpful staff in their reviews. Popular attractions ...
The Liberty, a Marriott Luxury Collection Hotel, Boston
The Langham, Boston

The Langham, Boston

250 Franklin St Boston MA
  • 14 min walk from Fenway Park
£431
30 Oct - 31 Oct
includes taxes & fees
Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ...
The Langham, Boston
See all 17,937 properties in Massachusetts
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.

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£37
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

£27
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£53
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Massachusetts

More holidays you might like

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holiday packages
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Where to go when
Where to go when

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.