
Southeast Massachusetts Holidays
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Top Flight + Hotel Deals in Southeast Massachusetts
Price found within the past 48 hours. Click for updated prices.

Hotel AKA Back Bay
Back Bay
Save 100% on your flight
Price was €1,655, price is now €1,108 per person
€1,108
per person
8 Oct - 12 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!!
She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.
Reviewed on 21 Aug 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was €2,798, price is now €1,518 per person
€1,518
per person
8 Oct - 12 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
One of the nicest overall properties in the country
Reviewed on 20 Aug 2025

Raffles Boston
Back Bay
Save 100% on your flight
Price was €2,442, price is now €1,475 per person
€1,475
per person
8 Oct - 12 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.
Reviewed on 20 Aug 2025

The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was €1,680, price is now €1,138 per person
€1,138
per person
8 Oct - 12 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,073 reviews)
Location was amazing. Facilities were clean and staff was friendly. My only complaint is that the pool area was a loud party scene, so much so that I couldn’t spend very long there. Since this was the main reason I chose this hotel over others and paid the $30 plus taxes “resort fee” on top of the regular cost this was disappointing.
Reviewed on 21 Aug 2025

The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was €2,173, price is now €1,494 per person
€1,494
per person
8 Oct - 12 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Beautiful building, friendly staff, great atmosphere
Reviewed on 16 Aug 2025
Where to stay in Southeast Massachusetts
Find the best Southeast Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Southeast Massachusetts

Nantucket Town
While visiting Nantucket Town, you might make a stop by sights like Nantucket Atheneum and Nantucket Historical Association.
Top hotels in Southeast Massachusetts

Margaritaville Resort Cape Cod
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is €198 per night from 14 Sept to 15 Sept
€198
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (278 reviews)
"Overall clean and convenient"
Reviewed on 18 Aug 2025

Hotel 1620 Plymouth Harbor
180 Water St, Plymouth, MA
Fully refundableReserve now, pay when you stay
The price is €169 per night from 3 Sept to 4 Sept
€169
3 Sept - 4 Sept
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"Restaurant wasnt open yet. Beds were excellent"
Reviewed on 17 Aug 2025

Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is €159 per night from 2 Sept to 3 Sept
€159
2 Sept - 3 Sept
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Conviently located and affordable"
Reviewed on 17 Aug 2025
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.
Popular places to visit

Cape Cod National Seashore
Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.

Nauset Beach
Vast expanses of white sand, light blue water and gentle waves mingle with the sounds of seabirds and seals at this secret gem in Cape Cod.

Plymouth Rock
No American historical tour is complete without a personal encounter with this symbol of national identity and origins.
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