Roll on America Flight + Hotel Packages

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

Holiday Inn Boston Logan Airport - Chelsea by IHG

Save 100% on your flight

per person

Jul 19 - Jul 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Stay at this 3-star business-friendly hotel in Chelsea. 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 Encore Boston Harbor and Boston Harbor are located nearby.

The Row Hotel at Assembly Row, Autograph Collection

per person

Jun 28 - Jul 4

found 1 hour ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

Stay at this 4-star business-friendly hotel in Somerville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Holly Tree Resort

Save 100% on your flight

per person

Jul 5 - Jul 10

found 6 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Sunbird ANNEX Resort

Save 100% on your flight

per person

Jul 20 - Jul 26

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. 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.

Sunbird Cape Cod Resort

Save 100% on your flight

per person

Jul 5 - Jul 10

found 6 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

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. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Pier 7 Condominiums

Save 100% on your flight

per person

Jul 5 - Jul 10

found 6 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

Stay at this 3-star hotel in South Yarmouth. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions West Dennis Beach and Hyannis Harbor are located nearby.

Battery Wharf Hotel, Boston Waterfront

Save 100% on your flight

per person

Jul 12 - Jul 16

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Stay at this 4.5-star 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 New England Aquarium are located nearby.

XV Beacon

Save 100% on your flight

per person

Jul 12 - Jul 17

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 24-hour room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and TD Garden are located nearby.

Lighthouse Inn

Save 100% on your flight

per person

Jun 30 - Jul 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Stay at this 3-star beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions West Dennis Beach and Hyannis Harbor are located nearby.

Beacon Hill Hotel

Save 100% on your flight

per person

Jul 3 - Jul 8

found 18 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

Stay at this 4-star boutique hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

Life House, Nantucket

Save 100% on your flight

per person

Jun 30 - Jul 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Maverick Suites at 245 Newbury St

Save 100% on your flight

per person

Jul 12 - Jul 17

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Copley Square and Fenway Park are located nearby.