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The Wayside Vacation Packages

The Wayside Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was $813, price is now $593 per person
$593
per person
May 22 - May 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dane Street Beach and Salem Willows Beach are located nearby.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was $1,007, price is now $699 per person
$699
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hyannis Harbor and Mayflower Beach are located nearby.
Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was $2,264, price is now $1,514 per person
$1,514
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach hotel in Nantucket. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Willfield and Siasconet Beach are located nearby.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Save 100% on your flight
Price was $888, price is now $595 per person
$595
per person
May 22 - May 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,578, price is now $1,796 per person
$1,796
per person
May 22 - May 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this 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 Common are located nearby.
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
Price was $963, price is now $688 per person
$688
per person
May 7 - May 11
found 2 hours ago
Roundtrip flight included
Orlando (MCO) 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 Copley Square are located nearby.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
Save 100% on your flight
Price was $838, price is now $601 per person
$601
per person
May 22 - May 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,487, price is now $1,071 per person
$1,071
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Save 100% on your flight
Price was $2,290, price is now $1,652 per person
$1,652
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Jethro Coffin House and White Heron Theatre are located nearby.
Omni Parker House

Omni Parker House

4.5 out of 5
Save 100% on your flight
Price was $1,178, price is now $851 per person
$851
per person
May 22 - May 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury 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 Boston Common and New England Aquarium are located nearby.
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
Save 100% on your flight
Price was $1,028, price is now $748 per person
$748
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
Save 100% on your flight
Price was $1,050, price is now $766 per person
$766
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.

3-4 Night Vacations in The Wayside

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common

3 out of 5
Save 100% on your flight
Price was $784, price is now $533 per person
$533
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was $875, price is now $647 per person
$647
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,322, price is now $1,457 per person
$1,457
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,090, price is now $1,414 per person
$1,414
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)

5-7 Night Vacations in The Wayside

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was $1,007, price is now $699 per person
$699
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was $2,264, price is now $1,514 per person
$1,514
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $1,162, price is now $807 per person
$807
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $5,139, price is now $3,663 per person
$3,663
per person
May 20 - May 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Book a stay at this 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
Book a stay at this business-friendly B&B in Concord. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sleepy Hollow Cemetery and Bullet ...
North Bridge Inn
Residence Inn by Marriott Boston Concord

Residence Inn by Marriott Boston Concord

3 out of 5
320 Baker Avenue Concord MA
Book a stay at this 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
Inn at Historic Concord

Inn at Historic Concord

3 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 Discovery Museums and Minute Man National Historic Park ...
Inn at Historic Concord
Element Lexington

Element Lexington

3 out of 5
727 Marrett Road - B Lexington MA
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Element Lexington
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 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 Hancock-Clarke House are located ...
Bedford Plaza Hotel - Boston
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
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 650 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.