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The Wayside Vacation Packages

The Wayside Flight + Hotel Packages

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

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and a full-service spa. Popular attractions Copley Square and Boston Common are located nearby. Discover genuine guest reviews for Raffles Boston, in Back Bay neighborhood, along with the latest prices and availability – book now.
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) 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 breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for YOTEL Boston, in Seaport District neighborhood, along with the latest prices and availability – book now.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast, and WiFi. Our guests praise the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby. Discover genuine guest reviews for Mandarin Oriental, Boston, in Back Bay neighborhood, along with the latest prices and availability – book now.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and TD Garden are located nearby. Discover genuine guest reviews for The Whitney Hotel, in Beacon Hill neighborhood, along with the latest prices and availability – book now.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this business-friendly hotel in Boston. Enjoy a rooftop terrace, breakfast, and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby. Discover genuine guest reviews for Fairmont Copley Plaza, Boston, in Back Bay neighborhood, along with the latest prices and availability – book now.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for Battery Wharf Hotel, Boston Waterfront, in North End neighborhood, along with the latest prices and availability – book now.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and 15 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby. Discover genuine guest reviews for Encore Boston Harbor along with the latest prices and availability – book now.
The Boston Hotel

The Boston Hotel

2 out of 5
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and onsite parking. Popular attractions Fenway Park and Harvard Square are located nearby. Discover genuine guest reviews for The Boston Hotel, in Brighton neighborhood, along with the latest prices and availability – book now.
The Boxer

The Boxer

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast, WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for The Boxer, in West End neighborhood, along with the latest prices and availability – book now.
The Bostonian Boston

The Bostonian Boston

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby. Discover genuine guest reviews for The Bostonian Boston, in Government Center neighborhood, along with the latest prices and availability – book now.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast. Popular attractions Boston Common and Copley Square are located nearby. Discover genuine guest reviews for Beacon Hill Hotel, in Beacon Hill neighborhood, along with the latest prices and availability – book now.
Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station

3 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for Courtyard by Marriott Boston Downtown/North Station, in West End neighborhood, along with the latest prices and availability – book now.

3-4 Night Vacations in The Wayside

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

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 5 - Jun 8
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jun 5 - Jun 8
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 5 - Jun 8
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)

5-7 Night Vacations in The Wayside

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

Bayside Resort Hotel

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Cape Cod Holiday Estates, a VRI resort

Cape Cod Holiday Estates, a VRI resort

3 out of 5
per person
Jun 9 - Jun 14
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Holly Tree Resort by VRI Americas

Holly Tree Resort by VRI Americas

3 out of 5
per person
Jun 9 - Jun 14
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Hyannis Inn

Hyannis Inn

2 out of 5
per person
Jun 9 - Jun 14
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)

The Wayside Last Minute Hotel Deals

Embassy Suites by Hilton Boston Waltham
Embassy Suites by Hilton Boston Waltham
3.5 out of 5
550 Winter Street, Waltham, MA
Stay at this business-friendly hotel in Waltham. Enjoy free breakfast, WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff ...
Embassy Suites by Hilton Boston Waltham
Concord's Colonial Inn
Concord's Colonial Inn
3 out of 5
48 Monument Square, Concord, MA
Stay at this historic hotel in Concord. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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 Concord Visitors ...
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
Best Western At Historic Concord
Best Western At Historic Concord
2.5 out of 5
740 Elm St, Concord, MA
Stay at this hotel in Concord. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Minute Man National Historic Park and Concord Visitors ...
Best Western At Historic Concord
Aloft Lexington
Aloft Lexington
3 out of 5
727 Marrett Road - A, Lexington, MA
Stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Aloft Lexington
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
HYATT house Boston/Waltham
HYATT house Boston/Waltham
3 out of 5
54 4th Ave, Waltham, MA
Stay at this 3-star business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
HYATT house Boston/Waltham
See all 596 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.

Book the perfect getaway to The Wayside

With Hotwire, booking your next trip to Boston is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to The Wayside while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar The Wayside flight and hotel package for as low as $487.

Living it up in Boston means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s The Wayside, Boston vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in The Wayside for some of the best accommodations and flight deals.

FAQs about cheap The Wayside packages:

How to get cheap vacation deals to The Wayside?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $117.

How much are The Wayside packages?

Vacation packages to The Wayside vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $487.

How to find cheap car rentals near The Wayside?

Hotwire partners with some of the most reliable car rental companies in Boston to bring you the best car rental deals in The Wayside for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to The Wayside now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to The Wayside right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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