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The Wayside Vacation Packages

The Wayside Flight + Hotel Packages

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

YOTEL Boston

4 out of 5
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, 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.
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4-star business-friendly aparthotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 3-star boutique hotel in Boston. Enjoy free bicycles on site, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Copley House

Copley House

3 out of 5
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 3-star guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located nearby.
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
The Boxer

The Boxer

4 out of 5
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, 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.
Ginkgo House on Harvard

Ginkgo House on Harvard

3 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 17
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.
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Nashville (BNA) 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 Faneuil Hall Marketplace are located nearby.

3-4 Night Vacations in The Wayside

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
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Walpole Motel

The Walpole Motel

2 out of 5
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Sonesta Simply Suites Boston Braintree

Sonesta Simply Suites Boston Braintree

2 out of 5
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)

5-7 Night Vacations in The Wayside

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

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
Jun 10 - Jun 17
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 10 - Jun 17
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 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Ginkgo House on Harvard

Ginkgo House on Harvard

3 out of 5
Mid-Cambridge
Save 100% on your flight
per person
Jun 10 - Jun 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

The Wayside Last Minute Hotel Deals

Concord's Colonial Inn
Concord's Colonial Inn
3 out of 5
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 ...
Concord's Colonial Inn
North Bridge Inn
North Bridge Inn
3.5 out of 5
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 Monument Square and Sleepy Hollow ...
North Bridge Inn
Residence Inn by Marriott Boston Concord
Residence Inn by Marriott Boston Concord
3 out of 5
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 ...
Residence Inn by Marriott Boston Concord
Bedford Motel
Bedford Motel
2.5 out of 5
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 ...
Bedford Motel
Bedford Plaza Hotel - Boston
Bedford Plaza Hotel - Boston
2.5 out of 5
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 ...
Bedford Plaza Hotel - Boston
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
3 out of 5
Bedford
Stay at this 3-star apartment in Bedford. Enjoy free parking and air conditioning. Popular attractions Minute Man National Historical Park and Lexington Battle ...
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
Element Lexington
Element Lexington
3 out of 5
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 ...
Element Lexington
Aloft Lexington
Aloft Lexington
3 out of 5
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 ...
Aloft Lexington
See all 590 properties in The Wayside
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.