Eastern Massachusetts Luxury Holidays

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Top flight + Luxury hotel deals in Eastern Massachusetts

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

Boston Harbor Hotel

North End
£1,098
per person
8 Dec - 11 Dec
found 15 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on 4 Oct 2026

The Royal Sonesta Boston

The Royal Sonesta Boston

East Cambridge
£1,769
per person
10 Nov - 13 Nov
found 23 hours ago
Return flight included
London (LON) to Boston (BOS)
8.8/10 Excellent! (2,029 reviews)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
£1,287
per person
11 Dec - 14 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (458 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
£1,175
per person
8 Dec - 11 Dec
found 15 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on 4 Oct 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
£4,760
per person
9 Nov - 12 Nov
found 23 hours ago
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (1,354 reviews)
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5* Luxury holidays in Eastern Massachusetts

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

Boston Harbor Hotel

North End
£1,098
per person
8 Dec - 11 Dec
found 15 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on 4 Oct 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
£1,287
per person
11 Dec - 14 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (458 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
£1,175
per person
8 Dec - 11 Dec
found 15 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on 4 Oct 2026

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

3 Night Luxury holidays in Eastern Massachusetts

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

Boston Harbor Hotel

North End
£1,098
per person
8 Dec - 11 Dec
found 15 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on 4 Oct 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
£2,403
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Beautiful hotel Wonderful rooms and kids absolutely loved the vault ! Looking forward to staying again :)

Reviewed on 3 Oct 2026

The Bostonian Hotel Boston

The Bostonian Hotel Boston

Government Center
£1,723
per person
10 Nov - 13 Nov
found 23 hours ago
Return flight included
London (LON) to Boston (BOS)
8.2/10 Very good! (1,968 reviews)
Everything was clean. The rooms were amazing. The food was outstanding.

Reviewed on 5 Oct 2026

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

4 Night Luxury holidays in Eastern Massachusetts

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

Revere Hotel Boston Common

Bay Village
£871
per person
7 Nov - 11 Nov
found 14 hours ago
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (2,284 reviews)
I would come here again. Location is great.

Reviewed on 5 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,080
per person
10 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on 4 Oct 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
£1,039
per person
10 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on 4 Oct 2026

Don't see what you're looking for?
See all available trips from London to Eastern Massachusetts
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All you need to know about luxury holidays in Eastern Massachusetts

What can I expect from a luxury Eastern 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 Eastern Massachusetts?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Eastern 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 Eastern 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 Eastern Massachusetts starting at £871. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Eastern Massachusetts?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Eastern 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 Eastern 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 Eastern Massachusetts?

You can wangle a top-notch luxury holiday in Eastern 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 Eastern 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 Eastern Massachusetts with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Eastern 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 Eastern Massachusetts Hotels

The Newbury Boston

The Newbury Boston

One Newbury Street Boston MA
  • 9 min walk from Fenway Park
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
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 ...
9/10 Wonderful! (1,005 reviews)
"I was absolutely thrilled with my stay at this hotel! From the moment we walked through the doors, we were greeted with such warmth and kindness from the staff. The hotel’s beautiful décor created a stylish and welcoming atmosphere, and there were so many amazing dining options to enjoy. Our room ..."

Reviewed on 5 Oct 2026

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
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 ...
9.8/10 Exceptional! (1,004 reviews)
"The staff were incredibly helpful & nice. The hotel was beautiful & great location"

Reviewed on 4 Oct 2026

The Langham, Boston
See all 16,075 properties in Eastern 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

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

£13
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

£37
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

£13
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
See all activities in Eastern Massachusetts

More holidays you might like

* 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.