Kittery Vacation Packages 2026 from $433

Kittery flight + hotel vacation packages

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

Sunbird ANNEX Resort

Save 100% on your flight

$433

per person

Jun 29 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel features an indoor pool and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Briar Barn Inn

Save 100% on your flight

$1,559

per person

Jun 4 - Jun 8

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This smoke-free hotel features a full-service spa and a restaurant. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.

The Langham, Boston

Downtown Boston

Save 100% on your flight

$919

per person

May 29 - Jun 1

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,406

per person

May 22 - May 25

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

The Mansion at Ocean Edge

Save 100% on your flight

$1,403

per person

Jun 29 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and get free self parking.

Top Kittery hotels deals

Coachman Inn

380 US Route 1 Kittery ME

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Apr 26 - Apr 27

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

Home2 Suites By Hilton Kittery

139 Old Post Road Kittery ME

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$120 total

Apr 27 - Apr 28

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. There's a 24-hour gym on site, and laundry facilities and barbecue grills are also offered.

Breakfast included

Pet friendly

Kittery Inn and Suites

70 US Route 1 Bypass Kittery ME

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$74 total

Apr 20 - Apr 21

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.

Pool

Breakfast included

Anchorage Inn and Resort

265 Long Beach Avenue York Beach ME

$99 nightly

$108 total

Apr 20 - Apr 21

Total with taxes and fees

This hotel features 2 indoor pools, an outdoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and unwind at the bar/lounge and poolside bar.

Pool

Hot Tub

Hampton Inn Portsmouth Central

131 DOW AVENUE Portsmouth NH

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$115 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Ashworth by the Sea

295 Ocean Blvd Hampton NH

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$178 total

Apr 28 - Apr 29

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

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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(709 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 $433. 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.