Best boutique and luxury hotels in Massachusetts

Berkshires, United States

Life House, Berkshires

Style

Modish mountain retreat

Setting

Arty Appalachians

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A bottle of wine on arrival

includes taxes and feesPrice per night from $120.97
View hotel
Nantucket, United States

Faraway Nantucket

Style

Stylishly swashbuckling

Setting

Heart of the Grey Lady

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
Bottle of wine on arrival and a snack jar

includes taxes and feesPrice per night from $174.76
View hotel
Martha’s Vineyard, United States

Summercamp

Style

Regress to impress

Setting

Halcyon harborside

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
Homemade cookies and a box of local chocolates

includes taxes and feesPrice per night from $213.35
View hotel
Nantucket, United States

Life House, Nantucket

Style

Inn Vogue

Setting

The Grey Lady

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A bottle of wine on arrival

includes taxes and feesPrice per night from $254.52
View hotel
Provincetown, United States

Awol Provincetown

Style

Inn clover

Setting

More, more Moors

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A bottle of prosecco and selection of non-alcoholic drinks

includes taxes and feesPrice per night from $282.41
View hotel
Berkshires, United States

Tourists

Style

Mountain lodge motel

Setting

Berkshires basecamp

Sleeps up to 3 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A welcome drink each on arrival

includes taxes and feesPrice per night from $290.42
View hotel
Martha's Vineyard, United States

The Christopher

Style

Grandly gabled homestead

Setting

Leafy Edgartown side street

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
Locally made chocolates

includes taxes and feesPrice per night from $296.19
View hotel
Martha's Vineyard, United States

The Edgartown Inn

Style

Whaling to smooth sailing

Setting

A hop from the Harbor

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
Locally made chocolates

includes taxes and feesPrice per night from $321.42
View hotel
Martha's Vineyard, United States

The Sydney

Style

Whale of a time

Setting

Elegant Edgartown

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
Locally made chocolates

includes taxes and feesPrice per night from $332.39
View hotel
Nantucket, United States

Blue Iris by Life House

Style

Cedar-shingled summer house

Setting

The Grey Lady

Sleeps up to 2 guests

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A bottle of wine on arrival

includes taxes and feesPrice per night from $358.91
View hotel