Search Deals onThe Wayside Vacation Packages
The Wayside Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Boston North Shore
Save 100% on your flight
per person
Aug 28 - Sep 1
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.

Raffles Boston
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Holly Tree Resort
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

Encore Boston Harbor
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Falmouth Tides
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

Josiah Keith House
Save 100% on your flight
per person
Aug 6 - Aug 10
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Stay at this B&B in Easton. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Xfinity Center and The Fellowship Church are located nearby.

Riverview Resort
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Stay at this 3-star aparthotel in South Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

Boston Harbor Hotel
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 5-star 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.

The Club at New Seabury
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Stay at this 3.5-star beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset Beach are located nearby.

Fairmont Copley Plaza, Boston
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

AutoCamp Cape Cod
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Stay at this 4-star holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Woods Hole Ferry Terminal and Shining Sea Bikeway are located nearby.

The Boston Hotel
Save 100% on your flight
per person
Aug 6 - Aug 10
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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.
3-4 Night Vacations in The Wayside
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in The Wayside
Price found within the past 48 hours. Click for updated prices.



The Wayside Last Minute Hotel Deals

Concord's Colonial Inn
48 Monument Square, Concord, MA
Stay at this 3-star historic hotel in Concord. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

North Bridge Inn
21 Monument Street, Concord, MA
Stay at this 3.5-star business-friendly B&B in Concord. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sleepy Hollow Cemetery and Bullet ...

Bedford Plaza Hotel - Boston
340 Great Road, Bedford, MA
Stay at this hotel in Bedford. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Burlington Mall and Lexington Battle Green are located ...

Residence Inn by Marriott Boston Concord
320 Baker Avenue, Concord, MA
Stay at this 3-star business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Bedford Motel
30 North Road, Rte 4 & 225, Bedford, MA
Book a stay at this business-friendly motel in Bedford. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Minute Man National Historical ...

Aloft Lexington
727 Marrett Road - A, Lexington, MA
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Element Lexington
727 Marrett Road - B, Lexington, MA
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
Bedford
Stay at this 3.5-star business-friendly apartment in Bedford. Enjoy free parking and air conditioning. Popular attractions Minute Man National Historical Park ...
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.
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Hotels Near Points of Interest in The Wayside
- Hotels near Harvard University
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- Hotels near University of Massachusetts Lowell
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- Hotels near Framingham State University
- Hotels near Cochituate State Park
- Hotels near Nashoba Valley Ski Area
- Hotels near St. Elizabeth's Medical Center
Car Rentals in The Wayside
- Car rentals in Cambridge
- Car rentals in Waltham
- Car rentals in Quincy
- Car rentals in Brookline
- Car rentals in Danvers
- Car rentals in Revere
- Car rentals in Woburn
- Car rentals in Nashua
- Car rentals in Somerville
- Car rentals in Marlborough
- Car rentals in Newton
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- Car rentals in Peabody
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- Car rentals in Burlington
- Car rentals in Westborough