Search Deals on
Oak Bluffs Vacation Packages

Build your package with 2 more options

Oak Bluffs Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was $766, price is now $587 per person
$587
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Save 100% on your flight
Price was $1,817, price is now $1,291 per person
$1,291
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Inkwell Beach and Edgartown Public Library are located nearby.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $928, price is now $674 per person
$674
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Price was $1,694, price is now $1,247 per person
$1,247
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Inn on Main

Inn on Main

3.5 out of 5
Price was $928, price is now $698 per person
$698
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
Stay at this B&B in Yarmouth Port. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mayflower Beach and Main Street Hyannis are located nearby.
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3 out of 5
Price was $1,086, price is now $843 per person
$843
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and room service. Popular attractions Inkwell Beach and Edgartown Public Library are located nearby.
Chapter House

Chapter House

3.5 out of 5
Price was $761, price is now $591 per person
$591
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
Book a stay at this historic inn in Yarmouth Port. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Mayflower Beach and Main Street Hyannis are located nearby.
Harbor View Hotel

Harbor View Hotel

5 out of 5
Save 100% on your flight
Price was $2,410, price is now $1,888 per person
$1,888
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Vineyard Haven (MVY)
Book a stay at this 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.

Oak Bluffs Vacation Packages 3-4 Night Stays

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
Price was $928, price is now $674 per person
$674
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Vineyard Haven (MVY)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Save 100% on your flight
Price was $1,817, price is now $1,291 per person
$1,291
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Vineyard Haven (MVY)
Morgan Hotel

Morgan Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,694, price is now $1,247 per person
$1,247
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Vineyard Haven (MVY)
Inn on Main

Inn on Main

3.5 out of 5
Price was $928, price is now $698 per person
$698
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)

Oak Bluffs Vacation Packages 5-7 Night Stays

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

Courtyard Resort

2 out of 5
Price was $1,331, price is now $1,201 per person
$1,201
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Hyannis (HYA)
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,803, price is now $1,481 per person
$1,481
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3 out of 5
Price was $2,750, price is now $2,360 per person
$2,360
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Vineyard Haven (MVY)
Heritage House Inn on Cape Cod, an Ascend Collection Hotel

Heritage House Inn on Cape Cod, an Ascend Collection Hotel

2.5 out of 5
Price was $1,393, price is now $1,257 per person
$1,257
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hyannis (HYA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Sat, Jun 20 - Tue, Jun 23
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$157 Roundtrip, found 19 hours ago
$157
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Sat, Jun 20 from Ronald Reagan Washington National to Nantucket Memorial, returning Tue, Jun 23, priced at $157 found 19 hours ago
Delta
Tue, Aug 11 - Wed, Aug 12
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Wed, Aug 12, priced at $167 found 1 day ago
JetBlue Airways
Sun, Aug 16 - Tue, Aug 18
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Aug 16 from John F. Kennedy Intl. to Nantucket Memorial, returning Tue, Aug 18, priced at $197 found 1 day ago
JetBlue Airways
Sun, Jul 26 - Thu, Aug 13
BOS
Logan Intl.
MVY
Martha's Vineyard
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jul 26 from Logan Intl. to Martha's Vineyard, returning Thu, Aug 13, priced at $227 found 3 days ago