Kittery Vacation Packages 2025/2026 from $395

Kittery flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$395

per person

Nov 8 - Nov 10

found 8 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

D. Hotel Suites & Spa

Save 100% on your flight

$604

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Boston (BOS)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.

Fairfield Inn & Suites by Marriott Plymouth

Save 100% on your flight

$521

per person

Nov 9 - Nov 15

found 2 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Raffles Boston

Back Bay

Save 100% on your flight

$1,667

per person

Nov 9 - Nov 13

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Sesuit Harbor House

Save 100% on your flight

$722

per person

Oct 11 - Oct 15

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.

Top Kittery hotels deals

Coachman Inn

380 US Route 1, Kittery, ME

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$100 total

Sep 3 - Sep 4

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the seasonal outdoor pool and conveniences like a picnic area and free newspapers.

Pool

Breakfast included

Hampton Inn & Suites Kittery-Portsmouth

275 US Route 1, Kittery, ME

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$185 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Pool

Breakfast included

Ashworth by the Sea

295 Ocean Blvd, Hampton, NH

Free Cancellation

Reserve now, pay when you stay

$218 nightly

$236 total

Sep 8 - Sep 9

Total with taxes and fees

This smoke-free hotel features 3 restaurants, a bar/lounge, and an indoor pool. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.

Pool

Pet friendly

Anchor Inn and Cottages Wells-Ogunquit

424 Post Rd, Wells, ME

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$112 total

Sep 3 - Sep 4

Total with taxes and fees

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A garden and a picnic area are also provided.

Pool

Pet friendly

Ogunquit - The Milestone

687 Main Street, Ogunquit, ME

$109 nightly

$119 total

Sep 3 - Sep 4

Total with taxes and fees

This motel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the area shuttle, free self parking, and terrace.

Pool

Parking included

Sea Latch Inn

277 Long Beach Avenue, Rte. 1A, York Beach, ME

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$93 total

Sep 30 - Oct 1

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.

Pool

Pet friendly

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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.

Popular places to visit

Kittery Premium Outlets

4.5/5(701 reviews)

During your trip to Kittery, you can enjoy retail therapy at Kittery Premium Outlets. Wander the seaside and beautiful beaches in the area.

Kittery Historical and Naval Museum

You can spend an afternoon studying the exhibits at Kittery Historical and Naval Museum in Kittery. Stroll along the seaside or visit the shops in this family-friendly area.

Yummies Candy and Nuts

Enjoy an outing to Yummies Candy and Nuts during your stay in Kittery. Wander the beautiful beaches and seaside in the area.

Frequently asked questions

How much are vacation packages to Kittery?

Travelocity provides package deals to Kittery, including flights and hotels, starting from an impressive $395. With all the extra cash, you could purchase some cool tours or maybe tack on some extra days to your vacation.

How long should my Kittery vacation be?

Many visitors like to stay roughly 2 nights in Kittery. But what works for them mightn't work for you. Whether you're staying for a matter of days or weeks, you'll love exploring all the fantastic things that this place has to offer.

Where can I get the best vacation package deals for Kittery?

There are sensational Kittery package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep this in mind when you're ready to tick another place off your must-see list.

Why should I purchase my Kittery vacation package via Travelocity?

We have destinations and experiences for every type of traveler, first-rate service and support available 24/7. In addition to that, we'll match any lower price you come across with our Price Match Guarantee.

Can I save money on my Kittery car rental if I bundle it with hotels and flights?

Certainly — bundle your hotel, flight and car into a Kittery vacation package and you'll save a tidy sum. With so many places to explore in Kittery, that set of wheels will make exploring a breeze. Once you've settled into the driver's seat, turn up the stereo and cruise toward Fenway Park, a must-see sight roughly 55 mi from Kittery.

Which airport is best for Kittery?

There's a high chance you'll be touching down at Logan Intl. Airport (BOS), situated 50 mi south of downtown Kittery. Portland Intl. Jetport Airport (PWM) (45 mi away from central Kittery) and Manchester-Boston Regional Airport (MHT) (35 mi away from central Kittery) are your other options.

What is there to do in Kittery?

While veering off the tourist trail can be rewarding, you shouldn't ignore the big attractions that make a destination famous. Kittery Premium Outlets and Yummies Candy and Nuts are just two of them in Kittery.

Where should I stay when visiting Kittery?

Many travelers stay at the Coachman Inn. It's sure to be a good base for your Kittery getaway.