Exclusive Oak Bluffs Harbor Vacation Deals

Oak Bluffs Harbor vacation package deals

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 CA $1,000, price is now CA $747 per person
CA $747
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
Stay at this 3-star 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 Cape Cod Maritime Museum are located nearby.
Chapter House

Chapter House

3.5 out of 5
Price was CA $1,399, price is now CA $962 per person
CA $962
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
Stay at this 3.5-star 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 Hyannis Harbor are located nearby.
Summercamp

Summercamp

3.5 out of 5
Price was CA $1,459, price is now CA $1,118 per person
CA $1,118
per person
Oct 7 - Oct 11
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
Stay at this 3.5-star beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Inkwell Beach and Cottage Museum are located nearby.
Inn on Main

Inn on Main

3.5 out of 5
Price was CA $1,306, price is now CA $1,010 per person
CA $1,010
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
Stay at this 3.5-star B&B in Yarmouth Port. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mayflower Beach and Hyannis Harbor are located nearby.
Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was CA $2,187, price is now CA $1,746 per person
CA $1,746
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
The Coco, The Edgartown Collection

The Coco, The Edgartown Collection

3 out of 5
Price was CA $1,923, price is now CA $1,545 per person
CA $1,545
per person
Oct 7 - Oct 11
found 1 hour ago
Roundtrip flight included
Toronto (YTO) 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.

Frequently asked questions

How much are vacation packages to Oak Bluffs Harbor?
Grab an express ticket to an impressive deal with Travelocity's CA $747 Oak Bluffs Harbor vacation package. Not only can you save a ton of cash on your hotel and return flights, you can also add on some exciting local tours or even a rental vehicle.
Where can I get the best vacation package deals for Oak Bluffs Harbor?
Your dream escape is waiting for you at Travelocity. With access to 400 air carriers and an incredible 665,000 properties around the world, finding the best Oak Bluffs Harbor package deal couldn't be easier.
Why should I book my Oak Bluffs Harbor vacation package with Travelocity?
Because life is one big journey, and we've got everything you need to help you on your way. With our first-rate service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can rest easy while you're on the road knowing we're always available to chat via our 24/7 support.
Can I go on vacation to Oak Bluffs Harbor at this time?
Discover all the info that's important relating to travel restrictions and quarantine policies ahead of your flight to Oak Bluffs Harbor. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation relaxed and hassle-free.

Top Oak Bluffs Harbor hotel deals

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is CA $392 per night
CA $392
CA $437 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this 3.5-star beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Inkwell Beach and Cottage Museum are located nearby.
Free WiFi
Air conditioning
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is CA $472 per night
CA $472
CA $542 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Flying Horses Carousel are located nearby.
Pet-friendly
Air conditioning
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue, Oak Bluffs, MA
The price is CA $273 per night
CA $273
CA $305 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 3-star hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Ocean Park are located nearby.
Breakfast included
Parking included
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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.

Best Lodging Options Near Oak Bluffs Harbor