Find All Inclusive Resorts and Hotels in Gloucester, MA

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Recommended hotels in Gloucester

The Highliner Hotel

The Highliner Hotel
2.0 star property
Downtown Gloucester
10.0 out of 10, Exceptional, (4 reviews)
The price is CA $250
CA $492 total
includes taxes & fees
May 14 - May 15
The Highliner Hotel

The Vista

The Vista
2.5 star property
East Gloucester
9.4 out of 10, Exceptional, (421 reviews)
The price is CA $234
CA $262 total
includes taxes & fees
May 17 - May 18
The Vista

Long Beach Suites: Steps To Beach, Newly Built

Long Beach Suites: Steps To Beach, Newly Built
East Gloucester
10.0 out of 10, Exceptional, (8 reviews)
The price is CA $196
CA $584 total
includes taxes & fees
May 13 - May 14
Long Beach Suites: Steps To Beach, Newly Built

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $219
CA $276 total
includes taxes & fees
May 10 - May 11
The Essex of Gloucester

Castle Manor Inn

Castle Manor Inn
2.5 star property
Gloucester
8.4 out of 10, Very good, (1,001 reviews)
The price is CA $244
CA $273 total
includes taxes & fees
Jun 3 - Jun 4
Castle Manor Inn

Sea Lion Motel and Cottages

Sea Lion Motel and Cottages
2.5 star property
East Gloucester
9.2 out of 10, Wonderful, (448 reviews)
The price is CA $236
CA $263 total
includes taxes & fees
May 25 - May 26
Sea Lion Motel and Cottages

Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
4.0 star property
East Gloucester
9.0 out of 10, Wonderful, (821 reviews)
The price is CA $204
CA $262 total
includes taxes & fees
May 11 - May 12
Ocean House Hotel at Bass Rocks

Charming Retreat

Charming Retreat
East Gloucester
9.8 out of 10, Exceptional, (15 reviews)
The price is CA $146
CA $377 total
includes taxes & fees
May 10 - May 11
Charming Retreat

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (64 reviews)
The price is CA $166
CA $452 total
includes taxes & fees
May 26 - May 27
Long Beach Suites

Atlantis Oceanfront Inn

Atlantis Oceanfront Inn
3.0 star property
East Gloucester
9.6 out of 10, Exceptional, (469 reviews)
The price is CA $278
CA $311 total
includes taxes & fees
May 10 - May 11
Atlantis Oceanfront Inn
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.

Choose what matters most at all-inclusive hotels in Gloucester

Find out more about Gloucester

Discover top Gloucester attractions

Nestled on Cape Ann, Gloucester, Massachusetts, offers a blend of coastal charm and outdoor adventure that appeals to families seeking all-inclusive hotel experiences. Start your journey by exploring the magnificent Cape Ann Museum, where you can delve into the region's rich maritime history and vibrant art scene. For a taste of the sea, enjoy a whale-watching tour, where you and your children can spot these majestic creatures while taking in stunning ocean views. If you’re looking for a sandy escape, Good Harbour Beach provides a perfect spot for sunbathing and swimming, with shallow waters ideal for younger children. For a touch of adventure, consider a guided kayaking tour of the local coastline, where you can paddle past picturesque lighthouses and serene coves. Finally, don’t miss a visit to the iconic Rocky Neck Art Colony, a vibrant hub of galleries and studios that showcase local talent. Many all-inclusive properties in Gloucester offer gourmet dining options featuring fresh seafood and local produce, alongside activities like family-friendly workshops or evening entertainment that create memorable experiences without the hassle of planning. Staying in the picturesque downtown area allows for easy access to these attractions, with a range of hotels offering upscale amenities tailored to families, ensuring you feel pampered throughout your stay.

Top Gloucester Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Gloucester cost?
Enjoy staying in an all-inclusive hotel in Gloucester, with hotels from CA $262 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Gloucester is best for all-inclusive hotels?
Cape Ann, particularly the area surrounding Gloucester's picturesque waterfront, is the prime choice for travellers seeking all-inclusive hotels. This stunning locale offers breathtaking views of the Atlantic Ocean and easy access to sandy beaches, making it a great retreat for those wanting both relaxation and adventure. Visitors can experience the charm of the historic fishing town while enjoying amenities that cater to a comfortable stay, such as delightful seafood restaurants and local attractions like the Cape Ann Museum.

For couples seeking a romantic escape, the area near Good Harbor Beach is particularly appealing. With its serene atmosphere and scenic sunsets, it sets the stage for intimate strolls along the shore. Many all-inclusive options here provide couples' packages, complete with spa services and gourmet dining, ensuring a memorable getaway.

Families will find the area around Stage Fort Park to be a fantastic choice. This family-friendly spot offers spacious rooms and easy access to playgrounds, picnic areas, and the beach. All-inclusive hotels in this vicinity often feature kid-friendly amenities and activities, allowing parents to relax while children engage in fun adventures.
What is the best time to stay at an all-inclusive hotel in Gloucester?
The most popular time to stay at an all-inclusive hotel in Gloucester, Massachusetts, is during the summer months, particularly in July and August. During this period, temperatures typically range from 20°C to 27°C, making it ideal for beach activities and coastal exploration. The warm weather attracts families and couples alike, keen to enjoy the area's beautiful shores and vibrant community events.

Summer in Gloucester is bustling with tourists, and you'll find plenty of activities available, from whale watching to sailing excursions. The pleasant weather is superb for outdoor dining and enjoying fresh seafood at local restaurants. However, do note that this peak season means higher prices for accommodation and activities. Booking in advance is advisable to secure the best options.

If you're looking for a more budget-friendly alternative, consider visiting in September. The weather remains mild, with temperatures averaging around 18°C to 24°C, and many tourists have returned home, resulting in a quieter experience. This shoulder season offers excellent value for families and solo travellers, as you can still enjoy the beautiful beaches and explore the scenic coastal trails without the summer crowds.
How can I save on an all-inclusive hotel in Gloucester with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Gloucester. Join One Key™—Expedia's free travel rewards program—to access discounted Member Prices and member-only perks. Typically, booking in advance will help you save on your all-inclusive hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book an all-inclusive hotel and flight package in Gloucester?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Gloucester?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Gloucester for you.

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