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Maritime Gloucester Vacation Packages

Maritime Gloucester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn

Lakeside Inn

2 out of 5
per person
Apr 17 - Apr 22
found 17 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
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 rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star 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 Faneuil Hall Marketplace are located nearby.
Hyatt Regency Boston

Hyatt Regency Boston

4 out of 5
Save 100% on your flight
per person
Apr 17 - Apr 22
found 17 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station

3 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3-star business-friendly 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.
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The Charles Hotel

The Charles Hotel

4 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star spa hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Harvard Square are located nearby.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star eco-certified hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
per person
Apr 15 - Apr 19
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

3-4 Night Vacations in Maritime Gloucester

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

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station

3 out of 5
West End
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)

5-7 Night Vacations in Maritime Gloucester

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
Save 100% on your flight
per person
Apr 17 - Apr 22
found 17 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Hyatt Regency Boston

Hyatt Regency Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Apr 17 - Apr 22
found 17 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
Apr 17 - Apr 22
found 17 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
Apr 17 - Apr 22
found 17 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)

Maritime Gloucester Last Minute Hotel Deals

Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
Beauport Hotel Gloucester
Rockport Inn And Suites
Rockport Inn And Suites
2.5 out of 5
183 Main Street, Rockport, MA
Stay at this B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Rockport Inn And Suites
Harborview Inn
Harborview Inn
3.5 out of 5
71 Western Avenue, Gloucester, MA
Stay at this 3.5-star B&B in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Harborview Inn
The Hydrangea Inn
The Hydrangea Inn
3 out of 5
4 Kent Cir, Gloucester, MA
Stay at this 3-star B&B in Gloucester. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions ...
The Hydrangea Inn
The Hotel at Cape Ann Marina
The Hotel at Cape Ann Marina
3.5 out of 5
75 Essex Avenue, Gloucester, MA
Stay at this 3.5-star hotel in Gloucester. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our ...
The Hotel at Cape Ann Marina
The Vista
The Vista
2.5 out of 5
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. ...
The Vista
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
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. ...
Castle Manor Inn
Massachusetts Abode w/ Deck & Grill: Near Beaches!
Massachusetts Abode w/ Deck & Grill: Near Beaches!
3 out of 5
Gloucester
Stay at this 3-star cottage in Gloucester. Enjoy free parking, patios, and air conditioning. Popular attractions Good Harbor Beach and Schooner Adventure are ...
Massachusetts Abode w/ Deck & Grill: Near Beaches!
See all 553 properties in Maritime Gloucester
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.