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South Dennis Vacation Packages

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A sandy beach with footprints, a wooden fence, and houses in the background.

South Dennis
Massachusetts
United States of America
North America
Hotwire.com

South Dennis Flight + Hotel Packages

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

Good Hotels Boston

2 out of 5

Save 100% on your flight

Price was $974, price is now $636 per person

$636

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Stay at this hotel in Boston. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Copley Square and Fenway Park are located nearby.

This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

5 out of 5

Save 100% on your flight

Price was $2,213, price is now $1,236 per person

$1,236

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.

Great location and very helpful staff

Reviewed on Jul 16, 2026

Boston Lodge and Suites

4 out of 5

Save 100% on your flight

Price was $1,081, price is now $653 per person

$653

per person

Sep 30 - Oct 3

found 15 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Market Square Inn

2 out of 5

Save 100% on your flight

Price was $8,717, price is now $5,579 per person

$5,579

per person

Oct 8 - Oct 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Stay at this inn in Portsmouth. Enjoy free WiFi. Popular attractions Market Square and Kittery Premium Outlets are located nearby.

The Hotel Portsmouth

3 out of 5

Save 100% on your flight

Price was $1,566, price is now $1,020 per person

$1,020

per person

Oct 8 - Oct 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Market Square and Water Country are located nearby.

Nantucket Inn

3.5 out of 5

Save 100% on your flight

Price was $2,368, price is now $1,585 per person

$1,585

per person

Sep 20 - Sep 26

found 23 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this 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.

The Newbury Boston

5 out of 5

Save 100% on your flight

Price was $3,283, price is now $2,201 per person

$2,201

per person

Oct 8 - Oct 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Great location and great staff!

Reviewed on Jul 18, 2026

Iris Hotel Boston

4 out of 5

Save 100% on your flight

Price was $1,871, price is now $1,279 per person

$1,279

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.

Great location in a sweet neighborhood. Hotel was clean, spacious, luxury touches. Would highly recommend.

Reviewed on Jul 18, 2026