A coastal landscape with a lighthouse, rocky shoreline, and a beach.

Annisquam Hotels, Gloucester

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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Our top choices for Annisquam hotels

A modern house with a large patio area featuring outdoor furniture and a fire pit.

1. Rockport Inn And Suites

Rockport Inn And Suites
2.5 star property
4.5 km from Annisquam
8.6 out of 10, Excellent, (1,516 reviews)
"Very comfortable beds!"
United States
Andrea
The price is AU$196
includes taxes & fees
30 Nov - 1 Dec
Rockport Inn And Suites
A covered outdoor deck with wicker furniture, a view of the sea, and houses in the background.

2. The Cove at Rockport Hotel

The Cove at Rockport Hotel
2.5 star property
4.7 km from Annisquam
9.0 out of 10, Wonderful, (211 reviews)
"Beautiful, scenic, quaint hotel. Spacious and immaculate rooms"
United States
Wendy
The price is AU$223
includes taxes & fees
26 Nov - 27 Nov
The Cove at Rockport Hotel
A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.

3. The Rockport House

The Rockport House
2.0 star property
5.3 km from Annisquam
9.4 out of 10, Exceptional, (338 reviews)
"Favorite place to stay on Cape Ann."
United States
Ann
The price is AU$272
includes taxes & fees
1 Nov - 2 Nov
The Rockport House
A large, white, two-story building with a balcony and a staircase leading to a lower level.

4. Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
4.0 star property
East Gloucester, 6.7 km from Annisquam
9.0 out of 10, Wonderful, (884 reviews)
"It was a lovely hotel perfectly situated by the sea."
United States
Christie T
The price is AU$277
includes taxes & fees
2 Nov - 3 Nov
Ocean House Hotel at Bass Rocks
A two-story house with a central entrance, multiple windows, and a well-maintained front yard.

5. Sally Webster Inn

Sally Webster Inn
3.0 star property
5.5 km from Annisquam
9.4 out of 10, Exceptional, (176 reviews)
"3rd time staying here!"
United States
Frank
The price is AU$250
includes taxes & fees
5 Nov - 6 Nov
Sally Webster Inn
A covered porch with white columns, a row of black rocking chairs, and a view of the ocean.

6. Emerson Inn

Emerson Inn
3.5 star property
5.1 km from Annisquam
9.0 out of 10, Wonderful, (315 reviews)
"Beautiful location."
United States
Christopher
The price is AU$272
includes taxes & fees
4 Nov - 5 Nov
Emerson Inn
A covered porch with stone walls, wicker furniture, and a view of a house in the background.

7. Castle Manor Inn

Castle Manor Inn
2.5 star property
4.8 km from Annisquam
8.4 out of 10, Very good, (1,002 reviews)
"This was a great location for us to stay during our travels."
United States
Rose
The price is AU$315
includes taxes & fees
1 Dec - 2 Dec
Castle Manor Inn
A coastal building with a garden and a rocky shoreline.

8. The Yankee Clipper Inn

The Yankee Clipper Inn
3.5 star property
5 km from Annisquam
9.2 out of 10, Wonderful, (422 reviews)
"Lovely Inn. Staff was friendly and breakfast was delicious every morning. It was a great location, rooms were clean and quiet."
United States
Lisa
The price is AU$301
includes taxes & fees
1 Dec - 2 Dec
The Yankee Clipper Inn
A cozy living room with a sofa, armchair, and a coffee maker on a table.

9. Addison Choate Inn

Addison Choate Inn
3.5 star property
4.8 km from Annisquam
9.8 out of 10, Exceptional, (430 reviews)
"We had a fantastic stay. The room was clean and well furnished, and the location can’t be beat."
United States
Nicholas
The price is AU$295
includes taxes & fees
3 Nov - 4 Nov
Addison Choate Inn
Two individuals in white robes by a window overlooking a body of water with a distant shoreline.

10. Beauport Hotel Gloucester

Beauport Hotel Gloucester
3.5 star property
Downtown Gloucester, 5.4 km from Annisquam
9.6 out of 10, Exceptional, (1,001 reviews)
"Great location, cool vibe, comfortable facilities."
Canada
Stas
The price is AU$335
includes taxes & fees
1 Dec - 2 Dec
Beauport Hotel Gloucester
A modern hotel room with a large bed, a flat-screen TV, a fireplace, and a chandelier.

11. The Highliner Hotel

The Highliner Hotel
3.5 star property
Downtown Gloucester, 5.1 km from Annisquam
9.0 out of 10, Wonderful, (24 reviews)
"Great stay"
United States
Matthew
The price is AU$366
includes taxes & fees
8 Nov - 9 Nov
The Highliner Hotel
A building with a brick facade, large windows, and a staircase leading to the entrance.

12. The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
3.5 star property
5 km from Annisquam
8.4 out of 10, Very good, (827 reviews)
"I had a great stay!"
United States
Myles
The price is AU$342
includes taxes & fees
2 Nov - 3 Nov
The Hotel at Cape Ann Marina
A hotel room with two beds, a balcony with a view, and a desk with a chair.

13. The Vista

The Vista
2.5 star property
East Gloucester, 5.2 km from Annisquam
9.4 out of 10, Exceptional, (458 reviews)
"Very friendly staff Rooms were very clean Beautiful area to visit"
United States
Lisa
The price is AU$287
includes taxes & fees
10 Nov - 11 Nov
The Vista
A two-story building with a sign reading 'Harborview Inn.' There are two umbrellas in front of the building, and a rope barrier with flowers.

14. Harborview Inn

Harborview Inn
3.5 star property
Downtown Gloucester, 5.3 km from Annisquam
9.6 out of 10, Exceptional, (343 reviews)
"Had a great visit to Gloucester while staying at Harbor View. John made our stay delightful by providing local restaurants options as well as areas of interest to visit. Our morning coffee chat was another boon to the visit. Thank you John."
United States
Billy
The price is AU$300
includes taxes & fees
12 Nov - 13 Nov
Harborview Inn
A modern apartment with a dining area, kitchen, living room, and a large window.

15. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester, 5.9 km from Annisquam
9.0 out of 10, Wonderful, (96 reviews)
"This is our 3rd time and we will be back next year. Love the location, the place is perfect we truly enjoy our time. The response time for any questions is great."
United States
Kim
The price is AU$460
includes taxes & fees
17 Nov - 18 Nov
Long Beach Suites
A wooden deck with outdoor seating, overlooking a body of water and a rocky shoreline.

16. Bearskin Neck Motor Lodge

Bearskin Neck Motor Lodge
2.5 star property
5.3 km from Annisquam
9.8 out of 10, Exceptional, (203 reviews)
"Best location! Everything outside the doorstep! Beautiful sleep with ocean outside room."
United States
Mary Beth
The price is AU$381
includes taxes & fees
3 Nov - 4 Nov
Bearskin Neck Motor Lodge
An aerial view of a town with a prominent church, residential houses, and a large green arrow pointing downwards.

17. Eagle House Motel

Eagle House Motel
2.5 star property
4.9 km from Annisquam
9.0 out of 10, Wonderful, (137 reviews)
"Great place, great location, just much smaller than we expected. It made us hangout side more which is a plus!"
United States
Glen
The price is AU$326
includes taxes & fees
3 Nov - 4 Nov
Eagle House Motel
A hotel lobby with a sofa, armchairs, a coffee table, a TV, and a dining area with chairs and tables.

18. The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College
3.5 star property
18 km from Annisquam
9.2 out of 10, Wonderful, (1,254 reviews)
"Great place to stay!!"
United States
Berna
The price is AU$161
includes taxes & fees
16 Nov - 17 Nov
The Wylie Inn and Conference Center at Endicott College
A large brick building with multiple windows and a flag on top.

19. Hawthorne Hotel

Hawthorne Hotel
3.5 star property
22.8 km from Annisquam
9.4 out of 10, Exceptional, (1,613 reviews)
"Amazing place to stay, such a charming feel to the entire place"
United States
Karrie
The price is AU$176
includes taxes & fees
29 Nov - 30 Nov
Hawthorne Hotel
An indoor swimming pool with a skylight ceiling, large windows, and lounge chairs.

20. DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore
4.0 star property
24.6 km from Annisquam
8.2 out of 10, Very good, (2,599 reviews)
"Really great stay."
United States
Matthew
The price is AU$147
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Boston North Shore
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.
View all properties

Compare popular hotels in Annisquam

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern house with a large patio area featuring outdoor furniture and a fire pit.
Rockport Inn And Suites
2.5 star property
8.6
Excellent
1,516 reviews
View
A covered outdoor deck with wicker furniture, a view of the sea, and houses in the background.
The Cove at Rockport Hotel
2.5 star property
9.0
Wonderful
211 reviews
View
A covered porch with white columns, a row of black rocking chairs, and a view of the ocean.
Emerson Inn
3.5 star property
9.0
Wonderful
315 reviews
View
A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.
The Rockport House
2.0 star property
9.4
Exceptional
338 reviews
View
Two individuals in white robes by a window overlooking a body of water with a distant shoreline.
Beauport Hotel Gloucester
3.5 star property
9.6
Exceptional
1,001 reviews
View

Our guide on where to stay in Annisquam

Find the best Annisquam areas for the activities you enjoy most.
A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

East Gloucester

If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.

A statue of a man with a wheel, surrounded by a stone base with an inscription, in a public square with houses and cars in the background.

Downtown Gloucester

While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Maritime Gloucester.

A lighthouse on a rocky shore with a wooden walkway leading to it.

Rocky Neck

While Rocky Neck isn't home to many top sights, Rocky Neck Art Colony and Maritime Gloucester are some notable places to visit nearby.

A garden with purple flowers and a foggy coastline.
Photo by Katia Bers
Open Photo by Katia Bers

Magnolia

You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Gray Beach or Massachusetts Bay.

Top Annisquam Hotel Reviews

Recent Reviews in Annisquam

The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers

10/10 Excellent
"The staff was very nice and the rooms was clean. Would recommend"
Brandi 3-night trip
Posted 1 hour ago
The Northshore Hotel - Boston/Danvers

Frequently asked questions

When is the best time to go to Annisquam?
The best time to visit Annisquam is during the summer months, from June to August, when the weather is warm and all local attractions and amenities are fully operational.

During this period, you'll experience pleasant temperatures ideal for enjoying the beaches, boating, and exploring the village on foot. The Annisquam Yacht Club is in full swing, offering sailing lessons and regattas, and the Annisquam Village Church often hosts community events. It's a wonderful time for families to enjoy the outdoors and the relaxed pace of village life.

For those seeking a quieter experience with beautiful scenery and fewer crowds, the shoulder seasons of late May or early September are also excellent choices. The weather is still generally pleasant, and you can enjoy the natural beauty of the area, like kayaking in Lobster Cove or walking along the coastline, with a more tranquil atmosphere.
Can I cancel my 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 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Annisquam hotel for you.
How can I save on a hotel booking in Annisquam with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Annisquam hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Annisquam?
Hotel prices in Annisquam often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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