Search Gloucester Flights

Change your flight without a fee on select flights

Money Saving Bundle when you purchase Hotel + Flight! 

Get mobile alerts about flight delays, gate changes and more with the FREE Wotif app

How Much Does it Cost To Fly To Gloucester?

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
United
Delta
Delta
Delta
Alaska Airlines

Flight Info
Destination airport
Logan Intl.
Destination city name
Boston
Return price
NZ$444

Need a Car For After Your Flight?

Hotels in Gloucester

Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd Gloucester MA
Stay at this golf hotel in Gloucester. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (803 reviews)
Wonderful view and rooms.

Reviewed on 14 Dec 2025

Ocean House Hotel at Bass Rocks
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue Gloucester MA
Stay at this hotel in Gloucester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
8.2/10 Very Good! (1,000 reviews)
Beautiful rooms at affordable rates! Highly recommended.

Reviewed on 29 Nov 2025

Castle Manor Inn
The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina

3.5 out of 5
75 Essex Avenue Gloucester MA
The price is NZ$415 per night from 14 Jan to 15 Jan
NZ$415
per night
14 Jan - 15 Jan
Stay at this hotel in Gloucester. Enjoy free parking, a marina and a 24-hour front desk. Our guests praise the breakfast and the restaurant in their reviews. ...
8.4/10 Very Good! (777 reviews)
Convenient for hockey tournament we attended. Rooms nice Beds comfy Restaurant /bar nicely appointed, food good. Staff really nice

Reviewed on 9 Nov 2025

The Hotel at Cape Ann Marina
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.

^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.