A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Find All Inclusive Resorts and Hotels in Gloucester, MA

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Check availability on Gloucester All Inclusive Resorts and Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Gloucester all-inclusive hotels

King Suite-Room 4
Lofted Queen Suite-Room 10 | Interior
Interior
Interior

1. The Highliner Hotel

The Highliner Hotel
Downtown Gloucester
CA $224
CA $470 total
includes taxes & fees
Aug 12 - Aug 13
The Highliner Hotel
Porch
Deluxe Room, 1 King Bed, Main Inn
Interior
Standard Room, 1 Queen Bed

2. Castle Manor Inn

Castle Manor Inn
Gloucester
CA $244
CA $319 total
includes taxes & fees
Aug 27 - Aug 28
Castle Manor Inn
View from room
Double Room, Balcony
Room, 1 King Bed, Balcony
Aerial view

3. The Vista

The Vista
East Gloucester
CA $423
CA $473 total
includes taxes & fees
Aug 24 - Aug 25
The Vista
Exterior detail
Premium bedding, pillowtop beds, desk, blackout drapes
Terrace/patio
View from property

4. Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
East Gloucester
CA $398
CA $479 total
includes taxes & fees
Sep 1 - Sep 2
Ocean House Hotel at Bass Rocks
Terrace/patio
Premium bedding, in-room safe, desk, iron/ironing board
Bar (on property)
Bar (on property)

5. Beauport Hotel Gloucester

Beauport Hotel Gloucester
Downtown Gloucester
CA $591
CA $661 total
includes taxes & fees
Aug 16 - Aug 17
Beauport Hotel Gloucester
Dining
Junior Suite
Restaurant
Front of property

6. The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
Gloucester
CA $339
CA $379 total
includes taxes & fees
Aug 9 - Aug 10
The Hotel at Cape Ann Marina
Exterior
Standard Room, 1 King Bed
Porch
BBQ/picnic area

7. Sea Lion Motel and Cottages

Sea Lion Motel and Cottages
East Gloucester
CA $291
CA $326 total
includes taxes & fees
Aug 10 - Aug 11
Sea Lion Motel and Cottages
Superior Room, 1 King Bed, Non Smoking, Microwave
Terrace/patio
Deluxe Room, 1 Queen Bed, Non Smoking, Microwave
Exterior

8. The Rockport House

The Rockport House
Rockport
CA $222
CA $287 total
includes taxes & fees
Sep 2 - Sep 3
The Rockport House
Exterior
32-inch TV with cable channels, Netflix, printers
32-inch TV with cable channels, Netflix, printers
Exterior

9. Harborview Inn

Harborview Inn
Downtown Gloucester
CA $349
CA $390 total
includes taxes & fees
Sep 1 - Sep 2
Harborview Inn
Basic Apartment | Dining room
Full-size fridge, microwave, oven, stovetop
Exterior
Dining room

10. Long Beach Suites

Long Beach Suites
East Gloucester
CA $259
CA $564 total
includes taxes & fees
Sep 1 - Sep 2
Long Beach Suites
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Choose what matters most at all-inclusive hotels in Gloucester

5 stars
4 stars
Adult-only
Pool
Family-friendly

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 $287 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.
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.
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™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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