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Kennebunkport Vacations

Pack those stellar shades. We have Kennebunkport vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Kennebunkport – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Kennebunkport vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Kennebunkport

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Kennebunkport vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Kennebunkport well.

Top Hotel Deals

See all 413 Hotels in Kennebunkport
The Breakwater Inn and Spa

The Breakwater Inn and Spa

127 Ocean Avenue, Kennebunkport
5.0 out of 5.0

Situated by the ocean, this luxury hotel is within a 15-minute walk of St. Ann’s Episcopal Church, Kennebunkport Village Green, and W. Robert Paine Gallery. ...

$149

$149
Nonantum Resort

Nonantum Resort

95 Ocean Ave, Kennebunkport
3.5 out of 5.0

This family-friendly Kennebunkport hotel is located on the waterfront, within a 10-minute walk of Kennebunkport Village Green and W. Robert Paine Gallery. Mast ...

Maine Stay Inn & Cottages

Maine Stay Inn & Cottages

34 Maine Street, Kennebunkport
4.0 out of 5.0

Situated near the beach, this romantic bed & breakfast is within a 5-minute walk of Kennebunkport Village Green, Mast Cove Galleries, and W. Robert Paine Gallery. ...

The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

21 Ocean Ave, Kennebunkport
3.5 out of 5.0

Situated on the waterfront, this hotel is steps from W. Robert Paine Gallery, Dock Square, and Kennebunkport Harbor. Mast Cove Galleries and First Families Kennebunkport ...

The Rhumb Line Resort

The Rhumb Line Resort

41 Turbat's Creek off Ocean Avenue, Kennebunkport
3.0 out of 5.0

Situated near the beach, this motel is within 2 mi (3 km) of Vaughn's Island Preserve, Bush Compound, and Walker's Point. Kennebunkport Village Green and Mast ...

Harbor Inn

Harbor Inn

90 Ocean Avenue, Kennebunkport
3.5 out of 5.0

Situated by the ocean, this bed & breakfast is within a 10-minute walk of Kennebunkport Village Green and W. Robert Paine Gallery. Dock Square and Mast Cove ...

Cape Arundel Inn & Resort

Cape Arundel Inn & Resort

208 Ocean Avenue, Kennebunkport
4.0 out of 5.0

Situated in Kennebunkport, this hotel is within a 15-minute walk of St. Ann’s Episcopal Church, Bush Compound, and Walker's Point. Kennebunkport Village Green ...

The Colony Hotel

The Colony Hotel

140 Ocean Ave, Kennebunkport
3.5 out of 5.0

Situated in Kennebunkport, this historic hotel is within 1 mi (2 km) of St. Ann’s Episcopal Church, Kennebunkport Village Green, and W. Robert Paine Gallery. ...

Captain Lord Mansion

Captain Lord Mansion

6 Pleasant Street, P.O. Box 80, Kennebunkport
5.0 out of 5.0

Situated by the ocean, this bed & breakfast is steps from Kennebunkport Village Green and W. Robert Paine Gallery. Mast Cove Galleries and First Families Kennebunkport ...

Captain Fairfield Inn

Captain Fairfield Inn

8 Pleasant St, Kennebunkport
3.5 out of 5.0

Situated in Kennebunkport, this bed & breakfast is within a 10-minute walk of Kennebunkport Village Green, Dock Square, and Kennebunkport Harbor. Bush Compound ...

Top Flight Deals

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