Gloucester Vacations
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Gloucester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
$971
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
I booked this hotel based on the photos and description that showed a standard private room setup, but when I arrived, the reality was completely different. Instead of a regular room, it was a dorm style space with four bunk beds and shared bathrooms for the entire floor. The shared restrooms were dirty and smelled bad. I spoke with management, but they said nothing else was available and offered no solution. This felt really misleading and made for an uncomfortable stay. If you're expecting a private room, just be aware of what you're actually going to get.
Reviewed on Aug 10, 2026
Boston Harbor Hotel
North End
$2,089
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Hotel was very nice, but when we went it was not the best time...SO MANY PEOPLE!!!! In the lobby it felt as if we where in Grand Central Station. The lobby was soooo busy that it was not pleasant. For breakfast we were expected to make reservation! We had to go out and find a dinner to eat...expeted waiting time was 45 minutes! I was not impress with my choise.
Reviewed on Aug 10, 2026
Hotel AKA Boston Common
Downtown Boston
$1,307
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Sounds good
Reviewed on Aug 10, 2026
Hotel Commonwealth
Fenway–Kenmore
$1,267
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Eurostars The Boxer
West End
$1,354
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Omni Parker House
Downtown Boston
$1,360
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Gloucester Vacation Packages
Hoping to save both time and money on your upcoming trip to Gloucester? Well, AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your Gloucester trip one to remember. In just a few clicks, you can select the best Gloucester vacation package for you and your family. AARP Travel Center has a fabulous list of flights and hotels, and local things to do to pick from.
Hotels in Gloucester
With 1811 hotels and resorts in Gloucester to choose from, you are bound to find one that meets your needs.
We have competitive rates on everything from luxury hotels that meet all the vacation must-haves to affordable accommodations perfect for those on wanting to save a little money. You can search all the possibilities and choose the hotel that is ideal for you and your family. With AARP Travel Center's Gloucester hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Gloucester
Gloucester has around 29,781 people that call this city their home. If you wanted to take a break from the hustle of a big city, then you chose the perfect place. With this area's growing artistic community and a rich past that is a beacon for history buffs you may have a hard time fitting everything into one trip.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Book Together and Save
With so much happening in Gloucester, you'll be wanting to focus on your itinerary, not devoting time to searching for the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to quickly book all you wish for, and save money doing it. You can coordinate your whole vacation, including things to do in Gloucester from only one place. So what are you waiting for? Book now and save!
Top Hotel Deals
Castle Manor Inn
141 Essex Avenue Gloucester MA
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
Book a stay at this beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property condition ...
Ocean House Hotel at Bass Rocks
107 Atlantic Rd Gloucester MA
Book a stay at this golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Sea Lion Motel and Cottages
138 Eastern Avenue Gloucester MA
Book a stay at this business-friendly motel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Atlantis Oceanfront Inn
125 Atlantic Road Gloucester MA
Stay at this motel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Vista
22 Thatcher Rd. Gloucester MA
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Long Beach Suites
28 Rockport Rd Gloucester MA
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Good Harbor Beach and Cape Ann are located nearby.
The Highliner Hotel
108 Main St Gloucester MA
Stay at this hotel in Gloucester. Enjoy free WiFi, concierge services, and housekeeping. Popular attractions Good Harbor Beach and Wingaersheek Beach are located ...
Holiday Inn Hotel & Suites Boston - Peabody by IHG
1 Newbury St Peabody MA
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Salem Witch Museum and ...
DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd Danvers MA
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Ashworth by the Sea
295 Ocean Blvd Hampton NH
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Lakeside Inn
595 North Ave Wakefield MA
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Boston - Saugus by IHG
999 Broadway Saugus MA
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Northshore Hotel - Boston/Danvers
219 Newbury St. Danvers MA
Stay at this motel in Danvers. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hawthorne Hotel
18 Washington Square W Salem MA
Book a stay at this historic hotel in Salem. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 22 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$256
Roundtrip
found 1 hour ago
Fri, Sep 25 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$269
Roundtrip
found 6 hours ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287
Roundtrip
found 13 hours ago
Fri, Sep 25 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287
Roundtrip
found 6 hours ago
Fri, Sep 25 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287
Roundtrip
found 6 hours ago
Best neighborhoods in Gloucester
Best points of interest in Gloucester
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All accommodation types in Gloucester
More Types of Hotels
- Hotels with Air Conditioning in Gloucester
- Beach Hotels in Gloucester
- Hotels with WiFi in Gloucester
- Hotel with wifi in Gloucester
- Family Hotels in Gloucester
- Hotels with Balconies in Gloucester
- Lakefront Hotels in Gloucester
- Hotels with a Pool in Gloucester
- Oceanfront Hotels in Gloucester
- Hotel with a Concierge in Gloucester
- Hotels with Complimentary Breakfast in Gloucester
- Smoke Free Hotels in Gloucester
- Hotels with smoking rooms in Gloucester
- Hotels with Bars in Gloucester
- Luxury Hotels in Gloucester
- Hotels with Hot Tubs in Gloucester
- Resorts & Hotels with Spas in Gloucester
- Adults Only Resorts & Hotels in Gloucester
- Hotels with an Indoor Pool in Gloucester