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Cape Ann Vacation Packages

Cape Ann Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Danvers. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Rebecca Nurse Homestead are located nearby.
The Cove At Salem

The Cove At Salem

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star 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 attractions Salem Witch Museum and Salem Common are located nearby.
The Hotel Salem

The Hotel Salem

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star 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 attractions Salem Witch Museum and Salem Museum are located nearby.
Freepoint Hotel Cambridge, Tapestry Collection by Hilton

Freepoint Hotel Cambridge, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 16
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
Ginkgo House on Harvard

Ginkgo House on Harvard

3 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star inn in Cambridge. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Popular attractions Harvard Square and Fenway Park are located nearby.
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 16
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
An English Garden Bed & Breakfast

An English Garden Bed & Breakfast

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3-star beach B&B in Dennis Port. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Sea Street Beach are located nearby.
Blue Water Resort

Blue Water Resort

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3-star beach resort in South Yarmouth. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.
Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions First Congregational Church and Jethro Coffin House are located nearby.

3-4 Night Vacations in Cape Ann

Price found within the past 48 hours. Click for updated prices.
ESJACPE GUEST HOUSE

ESJACPE GUEST HOUSE

2 out of 5
Jamaica Plain
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Sonesta Simply Suites Boston Braintree

Sonesta Simply Suites Boston Braintree

2 out of 5
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)

5-7 Night Vacations in Cape Ann

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Cove At Salem

The Cove At Salem

3 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 17
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

Cape Ann Last Minute Hotel Deals

The Rockport House
The Rockport House
2 out of 5
17 Pleasant St, Rockport, MA
Stay at this hotel in Rockport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shalin Liu Performance Center and Motif No 1 are located ...
The Rockport House
The Seafarer Inn
The Seafarer Inn
3 out of 5
50 Marmion Way, Rockport, MA
Stay at this 3-star B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Old Garden Beach and Straightsmouth Island Lighthouse ...
The Seafarer Inn
Sally Webster Inn
Sally Webster Inn
3 out of 5
34 Mt Pleasant St, Rockport, MA
Stay at this 3-star B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Motif No 1 and Old Garden Beach are located ...
Sally Webster Inn
Addison Choate Inn
Addison Choate Inn
3.5 out of 5
49 Broadway, Rockport, MA
Stay at this 3.5-star B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Addison Choate Inn
See all 471 properties in Cape Ann
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.