Deals on vacations and trips to Oak Bluffs
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Oak Bluffs flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Chapter House
Save 100% on your flight
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hyannis (HYA)
A bar/lounge and a terrace are featured at this inn, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.
Anchor In Distinctive Waterfront Lodging
Save 100% on your flight
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hyannis (HYA)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Top Oak Bluffs hotels deals
Summercamp
70 Lake Avenue, Oak Bluffs, MA
$305 nightly
The price is $341 total per night
$341 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
Free WiFi
Air conditioning
Pequot Hotel
19 Pequot Avenue, Oak Bluffs, MA
$199 nightly
The price is $222 total per night
$222 total
May 29 - May 30
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Breakfast included
Parking included
Morgan Hotel
9 Healy Way, Oak Bluffs, MA
$241 nightly
The price is $269 total per night
$269 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features free WiFi in public areas, luggage storage, and concierge services.
Free WiFi
Air conditioning
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
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.
Popular places to visit
East Chop Light
You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's seaside, or simply savor its wineries.
Inkwell Beach
4.5/5(31 reviews)
If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.
Oak Bluffs Town Beach
4.5/5(10 reviews)
If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
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