Eastern 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 Eastern Massachusetts

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

The Lenox Hotel Boston

Back Bay
£1,234
per person
27 Sept - 1 Oct
found 14 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (1,646 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£3,218
per person
18 Sept - 25 Sept
found 21 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
£2,181
per person
25 Oct - 29 Oct
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery.

Reviewed on 18 Aug 2026

The Newbury Boston

The Newbury Boston

Back Bay
£1,741
per person
25 Oct - 29 Oct
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.4/10 Exceptional! (702 reviews)
The Newbury is fabulously located across the street from the Public Garden and steps away from the amazing shopping area of Newbury St. Our room was clean and comfortable. The staff was very nice and helpful.

Reviewed on 13 Aug 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
£3,807
per person
20 Sept - 26 Sept
found 12 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.4/10 Exceptional! (440 reviews)
Don't see what you're looking for?
See all available trips from London to Eastern Massachusetts
View all trips

5* Luxury holidays in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Newbury Boston

The Newbury Boston

Back Bay
£1,741
per person
25 Oct - 29 Oct
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.4/10 Exceptional! (702 reviews)
The Newbury is fabulously located across the street from the Public Garden and steps away from the amazing shopping area of Newbury St. Our room was clean and comfortable. The staff was very nice and helpful.

Reviewed on 13 Aug 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£3,218
per person
18 Sept - 25 Sept
found 21 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
£2,181
per person
25 Oct - 29 Oct
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery.

Reviewed on 18 Aug 2026

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

3 Night Luxury holidays in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
£1,211
per person
5 Nov - 8 Nov
found 10 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.4/10 Exceptional! (440 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
£1,743
per person
26 Oct - 29 Oct
found 1 day ago
Return flight included
East Midlands (EMA) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
£1,793
per person
27 Oct - 30 Oct
found 1 day ago
Return direct flight included
Liverpool (LPL) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
Overrated

Reviewed on 10 Aug 2026

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

4 Night Luxury holidays in Eastern Massachusetts

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

The Lenox Hotel Boston

Back Bay
£1,234
per person
27 Sept - 1 Oct
found 14 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (1,646 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
£2,181
per person
25 Oct - 29 Oct
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery.

Reviewed on 18 Aug 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
£2,787
per person
18 Oct - 22 Oct
found 1 day ago
Return flight included
London (STN) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Don't see what you're looking for?
See all available trips from London to Eastern Massachusetts
View all trips

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 £1,211. 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

15 Arlington St 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 ...
9.4/10 Exceptional! (708 reviews)
"The Newbury is fabulously located across the street from the Public Garden and steps away from the amazing shopping area of Newbury St. Our room was clean and comfortable. The staff was very nice and helpful."

Reviewed on 13 Aug 2026

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 ...
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! (1,006 reviews)
"Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery."

Reviewed on 18 Aug 2026

The Langham, Boston
See all 16,357 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 Audio Tour Bundle: 10+ Tours

£38
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ 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.