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Gloucester Vacation Packages
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Top Gloucester vacation deals
- Global Luxury Suites East Boston
May 2 - May 5Global Luxury Suites East Boston
East Boston4.0 star property7.0 Good (129)"This was the perfect stay for what we needed. It was what we expected. The pictures are very accurate. Highly recommend the garage parking. Easy access to room from garage. The T is super close which makes travel around the city super convenient. Would stay at the same location again but would try to request a room with a view of the harbor/city. "
Roundtrip • Calgary (YYC) - Boston (BOS)YYC - BOS • 1 stop BOS - YYC • 1 stop - Boston Harbor Hotel
Apr 30 - May 4Boston Harbor Hotel
North End5.0 star property9.6 Exceptional (1,005)"Very kid friendly for an upscale hotel."
Roundtrip • Toronto (YTZ) - Boston (BOS)YTZ - BOS • Nonstop BOS - YTZ • Nonstop - The Langham, Boston
Apr 25 - Apr 28The Langham, Boston
Downtown Boston5.0 star property9.6 Exceptional (1,001)"The room I viewed when I booked, looked nothing like the room I received. The window was beautiful but only had a view of the next building (could not see a thing else). Like because of the shape you couldn’t even see the motion of downtown Boston. We had to request new face towels as soon as we got to the room, the ones already in the bathroom looked a little dirty. Other than that the hotel is beautiful. Staff are very welcoming! Valet was amazing even in the cold! "
Roundtrip • Halifax (YHZ) - Boston (BOS)YHZ - BOS • Nonstop BOS - YHZ • Nonstop - Boston Marriott Burlington
May 1 - May 7Boston Marriott Burlington
Burlington4.0 star property8.4 Very good (1,001)"Was good "
Roundtrip • Toronto (YTZ) - Boston (BOS)YTZ - BOS • Nonstop BOS - YTZ • Nonstop - The Charles Hotel
May 2 - May 5The Charles Hotel
West Cambridge4.0 star property9.2 Wonderful (1,001)"Great location. "
Roundtrip • Toronto (YYZ) - Boston (BOS)YYZ - BOS • Nonstop BOS - YYZ • Nonstop
Where to stay in Gloucester
While Annisquam might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wingaersheek Beach and Plum Cove Beach.
Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park.
Frequently Asked Questions
How much does a Gloucester vacation package cost?
Offering great value package deals from CA $864 on Expedia, you'll be thrilled with how little a vacation to Gloucester costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Gloucester?
You're likely to find lower rates and greater availability in January, February and March. Explore our cheap Gloucester vacation packages and you could score some excellent off-season deals.
How many days is enough for Gloucester?
Typically, a few days is great for a Gloucester vacation. With a well-organized schedule, you can check out all the best sights such as Cressy Beach, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Gloucester?
Gloucester has everything you need for an amazing trip. Begin your Gloucester vacation on a high note by exploring major attractions like Capt Bill & Sons Whale Watch.
How to find the best Gloucester package deals?
Use Expedia's filters to find some great Gloucester package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Gloucester package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Gloucester vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Gloucester vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Gloucester?
If you're considering a spontaneous Gloucester getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Gloucester?
- Choose your dates: What you'd like to do in Gloucester and your favorite season will help you decide when to get away.
- Budget wisely: As well as the cost of your hotel, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that may come up during your trip to Gloucester.
- Decide how long to go away for: Now that you're up to speed on Gloucester, you can figure out the perfect length of your break. Create a rough itinerary and allocate enough time to cover everything you want to see.
- Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the right Gloucester vacation package for you.