Title: Kittery Vacation Packages & Trips 2026 from CA $783 | Expedia.ca

[Kittery Travel Guide](https://expedia.ca/Kittery.dx8473)[Hotels in Kittery](https://expedia.ca/Kittery-Hotels.d8473.Travel-Guide-Hotels)[Vacation Rentals in Kittery](https://expedia.ca/Kittery-Vacation-Rentals.d8473.Travel-Guide-VacationRentals)[Flights to Kittery](https://expedia.ca/Cheap-Flights-To-Kittery.d8473.Travel-Guide-Flights)[Things to do in Kittery](https://expedia.ca/Things-To-Do-In-Kittery.d8473.Travel-Guide-Activities)[Kittery Car Rentals](https://expedia.ca/Car-Rentals-In-Kittery.d8473.Car-Rental-Guide)

![](https://images.trvl-media.com/place/8473/abc1eecf-a37b-469a-9250-a25043e153bb.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Kittery Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Kittery Vacation

With one of our vacation packages to Kittery, you'll find limitless opportunities for adventure and relaxation. There's tons to enjoy, including its coastal scenery and rich history. Love to start exploring your surroundings? [Kittery Premium Outlets](https://www.expedia.ca/Kittery-Premium-Outlets-Kittery.d6171986.Vacation-Attraction), [York Harbor Beach](https://www.expedia.ca/York-Harbor-Beach-York-Harbor.d553248633900187237.Vacation-Attraction) and [The Kittery Outlets](https://www.expedia.ca/The-Kittery-Outlets-South-Eliot.d553248621557931571.Vacation-Attraction) are three of the top places to visit during your trip to Kittery. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Kittery now.

## Top Kittery Vacation Deals

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

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $783

per person

Mar 14 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (1,003 reviews)

Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,490

per person

Apr 3 - Apr 6

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,194

per person

Apr 3 - Apr 6

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

![Fairmont Copley Plaza, Boston](https://images.trvl-media.com/lodging/1000000/30000/26000/25981/ea541272_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont Copley Plaza, Boston

Back Bay

CA $902

per person

Mar 14 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (1,094 reviews)

Staff was great! Still playing Christmas Music in the ballrooms where meetings are held. Food at the meeting was great! Great bar! Great location to Back Bay.

Reviewed on Jan 30, 2026

![YOTEL Boston](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### YOTEL Boston

Seaport District

CA $944

per person

Mar 14 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.6/10 Excellent! (2,315 reviews)

All around excellent experience.

Reviewed on Feb 6, 2026

## Ready to book your vacation to Kittery?

Choose your dates

## Kittery Hotel Deals

![Kittery Inn and Suites](https://images.trvl-media.com/lodging/11000000/10350000/10342700/10342696/58e99d49_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kittery Inn and Suites

70 US Route 1 Bypass Kittery ME

Fully refundableReserve now, pay when you stay

CA $88

CA $96 total

Feb 16 - Feb 17

includes taxes & fees

9/10 Wonderful! (1,003 reviews)

Clean room, just as described. Very friendly and attentive staff!

Reviewed on Jan 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=10342696&PinnedHotelID=10342696&HadPinnedHotel=true&regionId=8473)

![Home2 Suites By Hilton Kittery](https://images.trvl-media.com/lodging/119000000/118250000/118243000/118242928/w3840h2556x0y3-bb4935fe_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Home2 Suites By Hilton Kittery

139 Old Post Road Kittery ME

Fully refundableReserve now, pay when you stay

CA $151

CA $164 total

Feb 15 - Feb 16

includes taxes & fees

9.4/10 Exceptional! (61 reviews)

Very nice rooms, entire staff was very pleasant and courteous.

Reviewed on Feb 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=118242928&PinnedHotelID=118242928&HadPinnedHotel=true&regionId=8473)

![Coachman Inn](https://images.trvl-media.com/lodging/2000000/1100000/1094500/1094420/5c0302c2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Coachman Inn

380 US Route 1 Kittery ME

Fully refundableReserve now, pay when you stay

CA $82

CA $93 total

Feb 9 - Feb 10

includes taxes & fees

7.6/10 Good! (1,000 reviews)

Older facility, shower drained extremely slow

Reviewed on Jan 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=1094420&PinnedHotelID=1094420&HadPinnedHotel=true&regionId=8473)

[See all 2,764 properties in Kittery](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&regionId=8473)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Kittery

![Kittery Outlets featuring signage](https://images.trvl-media.com/place/6171986/b6490d40-8a1d-43a7-9649-34a67d4a97a4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kittery Premium Outlets

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

[](https://expedia.ca/Kittery-Premium-Outlets-Kittery.d6171986.Vacation-Attraction)

## Explore a world of travel with Expedia

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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