East Gloucester Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
East Gloucester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Save 100% on your flight
Price was $652, price is now $448 per person
$448
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Hotel Ivy Boston Common
Bay Village
Save 100% on your flight
Price was $2,080, price is now $1,224 per person
$1,224
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,860, price is now $1,774 per person
$1,774
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Boston Harbor are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $5,703, price is now $3,946 per person
$3,946
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was $1,936, price is now $1,357 per person
$1,357
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this business-friendly 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 Boston Common and New England Aquarium are located nearby.
Cambridge Common House
West Cambridge
Save 100% on your flight
Price was $2,313, price is now $1,630 per person
$1,630
per person
Jul 12 - Jul 19
found 24 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this guesthouse in Cambridge. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Harvard Square and Fenway Park are located nearby.
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See all available trips from Columbus to East Gloucester
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Ocean House Hotel at Bass Rocks
107 Atlantic Rd Gloucester MA
0.94 km from East Gloucester
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 ...
The Vista
22 Thatcher Rd. Gloucester MA
1.43 km from East Gloucester
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
2.59 km from East Gloucester
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Long Beach and Good Harbor Beach are located nearby.
Sea Lion Motel and Cottages
138 Eastern Avenue Gloucester MA
1.74 km from East Gloucester
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 ...
DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd Danvers MA
26.6 km from East Gloucester
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Hawthorne Hotel
18 Washington Square W Salem MA
22.33 km from East Gloucester
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 ...
Holiday Inn Hotel & Suites Boston - Peabody by IHG
1 Newbury St Peabody MA
30.65 km from East Gloucester
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions MarketStreet Lynnfield ...
Best Western Plus North Shore Hotel
50 Dayton St Danvers MA
27.44 km from East Gloucester
Book a stay at this business-friendly hotel in Danvers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
SpringHill Suites by Marriott Boston Peabody
43 Newbury St./Route 1 North Peabody MA
30.18 km from East Gloucester
Book a stay at this business-friendly hotel in Peabody. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
The Hotel Salem
209 Essex Street Salem MA
22.68 km from East Gloucester
Stay at this hotel in Salem. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular ...
Rockport Inn And Suites
183 Main Street Rockport MA
4.74 km from East Gloucester
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 ...
The Cove At Salem
40 Bridge St Salem MA
21.72 km from East Gloucester
Stay at this hotel in Salem. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Hampton Inn Salem Boston
11 DODGE STREET Salem MA
22.83 km from East Gloucester
Book a stay at this business-friendly hotel in Salem. Enjoy free breakfast, a fitness center, and valet parking (surcharge). Our guests praise the breakfast ...
Don't see what you're looking for?
See all available properties in East Gloucester
View all propertiesLowest 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.
Fri, May 29 - Tue, Jun 2
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 3 hours ago
$227
Roundtrip
found 3 hours ago
Thu, Jul 9 - Tue, Jul 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$240 Roundtrip, found 21 hours ago
$240
Roundtrip
found 21 hours ago
Fri, May 29 - Tue, Jun 2
PDX
Portland Intl.
BOS
Logan Intl.
$247 Roundtrip, found 2 hours ago
$247
Roundtrip
found 2 hours ago
Tue, Jul 14 - Thu, Jul 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$257 Roundtrip, found 2 hours ago
$257
Roundtrip
found 2 hours ago