South Dennis Vacations
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South Dennis Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Arcadian Hotel
Coolidge Corner
$617
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
The space is pretty tired looking. It was clean.
Reviewed on Sep 20, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$709
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Eurostars The Boxer
West End
$671
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Revere Hotel Boston Common
Bay Village
$622
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Fairmont Copley Plaza, Boston
Back Bay
$789
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Revolution Hotel
South End
$668
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Great place and convenient location. We had a room with a bathroom in the room, which was nice. Everything was very clean! My only complaint was that the shower was so close to the toilet (your toilet paper gets wet while you shower) and the shower leaked into the bedroom because the shower has no barrier except the curtain. Otherwise it was great!! Staff is very friendly and it’s a great location. The taco place connected is also delicious!
Reviewed on Sep 20, 2026
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View all tripsSouth Dennis Vacation Packages
Hoping to save money and time on your next vacation to South Dennis? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your South Dennis trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. AARP Travel Center has a huge choice of flights and hotels, and South Dennis endeavors to pull from.
South Dennis Hotels
Our listings include lodgings that are close to all the South Dennis points of interest, and others that are just outside the city center for a peaceful retreat.
From South Dennis hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll find a hotel here that will make your trip one to remember. With AARP Travel Center's South Dennis hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in South Dennis
South Dennis is the perfect place when you wish to a break from it all. With only around 3,599 people in the city, this hidden-gem is great for a quite vacation. Many guests come to enjoy South Dennis's pleasant summers and the nearby coastline.
If you need more suggestions, then make sure to click on AARP's "Things to Do" tab.
Book Together and Save
With so much going on in South Dennis, you'll be wanting to focus on your outings, not spending time to searching for the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to quickly get everything you want, and save a little money. You can plan your whole holiday, including activities in South Dennis from just one place. The hardest packing you'll have to do is for your suitcase. Book today and save!
Top Hotel Deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
The Villages at Ocean Edge
One Villages Drive Brewster MA
Book a stay at this beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
Hyannis Harbor Hotel
213 Ocean St Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Lighthouse Inn
1 Lighthouse Inn Rd West Dennis MA
Book a stay at this beach hotel in West Dennis. Enjoy free WiFi, free parking, and private plunge pools. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express Hyannis Cape Cod by IHG
1470 Iyannough Road Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Chatham Bars Inn
297 Shore Rd Chatham MA
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Hyannis Travel Inn
18 North St Hyannis MA
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Cape Sands Inn
149 Main St - RT 28 West Yarmouth MA
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
Sunbird Cape Cod Resort
216 Main St West Yarmouth MA
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Freebird Motor Lodge by Reverie Boutique Collection
553 Main Street West Yarmouth MA
Book a stay at this business-friendly motel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful ...
The Mariner Resort Cape Cod by The Red Collection
573 Main Street (Route 28) West Yarmouth MA
Book a stay at this family-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Riviera Beach Resort
327 South Shore Drive South Yarmouth MA
Book a stay at this beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the helpful staff and the clean rooms ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Nov 3 - Tue, Nov 10
LAX
Los Angeles Intl.
BOS
Logan Intl.
$258
Roundtrip
found 4 days ago
Sun, Nov 1 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$288
Roundtrip
found 1 day ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$333
Roundtrip
found 8 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$343
Roundtrip
found 8 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$353
Roundtrip
found 8 hours ago
Best points of interest in South Dennis
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