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Main Street Vacation Packages

Main Street Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Inkwell Beach and Woods Hole Ferry Terminal are located nearby.
Morgan Hotel

Morgan Hotel

2.5 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Inkwell Beach and Circuit Avenue are located nearby.
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this resort in Oak Bluffs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Farm Neck Golf Club are located nearby.
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

3 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Inkwell Beach and Edgartown Public Library are located nearby.
The Coco, The Edgartown Collection

The Coco, The Edgartown Collection

3 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this 3-star inn in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Old Whaling Church are located nearby.
The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection

3 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this 3-star B&B in Edgartown. Enjoy free breakfast, free WiFi, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Old Whaling Church are located nearby.
The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection

3.5 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this 3.5-star hotel in Edgartown. Enjoy free breakfast, free WiFi, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
Harbor View Hotel

Harbor View Hotel

5 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this 5-star luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Edgartown Lighthouse are located nearby.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Vineyard Haven (MVY)
Stay at this 3.5-star business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Old Whaling Church are located nearby.

3-4 Night Vacations in Main Street

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

Waterford Inn Provincetown

3.5 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Provincetown (PVC)
Ellery Hotel Provincetown

Ellery Hotel Provincetown

4 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Provincetown (PVC)
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Provincetown (PVC)
The Provincetown Inn

The Provincetown Inn

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Provincetown (PVC)

Main Street Last Minute Hotel Deals

Craigville Beach Inn
Craigville Beach Inn
2 out of 5
1338 Craigville Beach Rd, Centerville, MA
Stay at this motel in Centerville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Cod Melody Tent and Cape Codder Water Park are ...
Craigville Beach Inn
The Ocean View
The Ocean View
2.5 out of 5
966 Craigville Beach Road, Centerville, MA
Stay at this motel in Centerville. Enjoy free parking, daily housekeeping, and climate control. Popular attractions Cape Cod Melody Tent and Cape Codder Water ...
The Ocean View
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
2.5 out of 5
867 Iyannough Road, Hyannis, MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. ...
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Hyannis Harbor Hotel
Hyannis Harbor Hotel
3.5 out of 5
213 Ocean St, Hyannis, MA
Stay at this 3.5-star business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Hyannis Harbor Hotel
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
4 out of 5
1225 Iyannough Rd, Hyannis, MA
Stay at this 4-star family-friendly resort in Hyannis. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the clean rooms in our reviews. Popular ...
Margaritaville Resort Cape Cod
Hyannis Inn
Hyannis Inn
2 out of 5
473 MAIN ST, Hyannis, MA
Stay at this motel in Hyannis. Enjoy free WiFi, free parking, and a garden. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Hyannis Inn
Hyannis Travel Inn
Hyannis Travel Inn
2.5 out of 5
18 North St, Hyannis, MA
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Hyannis Travel Inn
Cape Cod Inn
Cape Cod Inn
2 out of 5
447 Main St, Hyannis, MA
Stay at this motel in Hyannis. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Cape Cod Inn
See all 5,887 properties in Main Street
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.