Title: Cuttyhunk Vacation Packages & Trips 2026 from CA $890 | Expedia.ca

[Cuttyhunk Travel Guide](https://expedia.ca/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Vacation Rentals in Cuttyhunk](https://expedia.ca/Cuttyhunk-Vacation-Rentals.d3000441000.Travel-Guide-VacationRentals)[Flights to Cuttyhunk](https://expedia.ca/Cheap-Flights-To-Cuttyhunk.d3000441000.Travel-Guide-Flights)[Cuttyhunk Car Rentals](https://expedia.ca/Car-Rentals-In-Cuttyhunk.d3000441000.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Cuttyhunk Vacation Packages

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

- ##  
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- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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## Top Cuttyhunk Vacation Deals

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

![Morgan Hotel](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/df931c4d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Morgan Hotel

CA $890

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vineyard Haven (MVY)

8.6/10 Excellent! (193 reviews)

Room was great No staff on site Left a couple of clothes in the closet and despite calling same day and cleaning staff finding the clothes, they ended up being lost and never recovered. Will not book again.

Reviewed on Dec 7, 2025

![Vineyard Harbor Motel - Private Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Vineyard Harbor Motel - Private Beach

CA $1,006

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vineyard Haven (MVY)

9/10 Wonderful! (605 reviews)

Nice updated rooms but a bit noisy, you hear everything in the adjacent rooms. Also near the ferry with a 6 am wake-up call from the ferry horn every morning ! Also parking is very limited on the property but additional parking is available down the street, a short walk !

Reviewed on Jan 11, 2026

![The Franklin Hotel Martha's Vineyard](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/0e2e74e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Franklin Hotel Martha's Vineyard

CA $1,080

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vineyard Haven (MVY)

9.2/10 Wonderful! (161 reviews)

This is our third time staying at this hotel. We especially like the common area with the small kitchen. However we have noticed far less attention by the staff. There use to be plates, bowls,and cutlery. Now there is barely any of that. There is a broken French door out to the patio area that has not been fixed in over a year! The front door does not allow entry. When told about it, the staff didn't seem to care. I am afraid that the owners are allowing this place to get a bit run down and that is a shame.

Reviewed on Jan 1, 2026

![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Harbor View Hotel

CA $1,243

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

It was pretty quiet while we were there so the breakfast was grab and go and the restaurants were closed but everything else about the hotel and the area were great. We had a lovely room - the location is perfect and there was enough going on in the town. Shame about the rain Late November

Reviewed on Dec 2, 2025

![Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/d9e8dd7b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

CA $995

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vineyard Haven (MVY)

8.4/10 Very Good! (593 reviews)

Room was good, nice bed, tv, easy access. One light did not even have a functional access area to screw in the bulb, it is just sitting on the ring of the lamp shade., torn wall sort of cracked drywall coming through. sort of moldy, dirty caulking in tub area.... Just an older hotel it seems. Quiet. Its MVY so they can charge what they do.

Reviewed on Dec 16, 2025

## Ready to book your vacation to Cuttyhunk?

Choose your dates

## Cuttyhunk Hotel Deals

![Hampton Inn by Hilton New Bedford/Fairhaven](https://images.trvl-media.com/lodging/1000000/60000/55000/54948/647c4f15_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn by Hilton New Bedford/Fairhaven

1 Hampton Way Fairhaven MA

Fully refundableReserve now, pay when you stay

CA $161

CA $180 total

Feb 7 - Feb 8

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Friendly staff Clean rooms

Reviewed on Jan 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&selected=54948&PinnedHotelID=54948&HadPinnedHotel=true&regionId=3000441000)

![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Mansion House Inn And Spa

9 Main Street Vineyard Haven MA

CA $241

CA $290 total

Jan 21 - Jan 22

includes taxes & fees

9.2/10 Wonderful! (998 reviews)

Our second time staying. Friendly staff, perfect location, great views. Highly recommend.

Reviewed on Dec 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F01%2F2026&endDate=22%2F01%2F2026&selected=2182094&PinnedHotelID=2182094&HadPinnedHotel=true&regionId=3000441000)

![New Bedford Harbor Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251279/76e173eb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

New Bedford Harbor Hotel, an Ascend Collection Hotel

222 Union St New Bedford MA

Fully refundable

CA $152

CA $170 total

Feb 5 - Feb 6

includes taxes & fees

8.2/10 Very Good! (1,000 reviews)

Great, comfortable hotel right in the heart of the historic district. Staff was very helpful.

Reviewed on Jan 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&selected=23251279&PinnedHotelID=23251279&HadPinnedHotel=true&regionId=3000441000)

[See all 1,196 properties in Cuttyhunk](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000441000)

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)

## Frequently asked questions

### Can I cancel my flight booking to Cuttyhunk due to COVID-19?

### What's the best way to find cheap flights to Cuttyhunk that have flexible change policies?

### What are some of the general tips for travelers to Cuttyhunk during the COVID-19 outbreak?

> - Investigate if any travel restrictions apply to your destination and origin before locking in your flight. Also check if there are any requirements you'll have to follow on arrival, such as health testing.
> - Keep your face mask on during airport screening. A TSA officer will ask you to adjust your mask to verify your identity.
> - To reduce the likelihood of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA officer.
> - One liquid hand sanitizer container is now allowed in your carry-on bag. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag for scanning.
> - To minimize handling during screening, put items such as your keys, wallet, phone and belt into your carry-on rather than into the bins.
> - Transport all food items in a clear plastic bag and also put them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA agent will need to open and touch your bag for inspection.

### Which airlines fly to Cuttyhunk?

### How can I find cheap tickets to Cuttyhunk?

### How much is a flight to Cuttyhunk?

### What are the most popular airports to fly into in Cuttyhunk?

### When is the cheapest time to fly to Cuttyhunk?

### How much is a plane ticket to Cuttyhunk?

### Which airlines with flights to Cuttyhunk employ COVID-19 cleanliness policies?

> - Cape Air - this airline is known for providing passenger masks and cleaning with disinfectant.
> - JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
> - Tradewind Aviation - this airline is known for providing passenger masks and cleaning with disinfectant.

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- [Raynham Flea Market ](https://www.expedia.ca/Raynham-Flea-Market-Raynham.d553248621561930071.Vacation-Attraction)
- [Sandwich Glass Museum ](https://www.expedia.ca/Sandwich-Glass-Museum-Sandwich.d6287244.Vacation-Attraction)
- [Sandwich Town Hall ](https://www.expedia.ca/Sandwich-Town-Hall-Sandwich.d6286962.Vacation-Attraction)
- [Scusset Beach State Reservation ](https://www.expedia.ca/Scusset-Beach-State-Reservation-Sagamore-Beach.d553248635998124535.Vacation-Attraction)
- [South Cape Beach State Park ](https://www.expedia.ca/South-Cape-Beach-State-Park-Mashpee.d6182801.Vacation-Attraction)
- [Visit South Dartmouth ](https://www.expedia.ca/South-Dartmouth.dx159867)
- [Surf Drive Beach ](https://www.expedia.ca/Surf-Drive-Beach-Falmouth.d6070217.Vacation-Attraction)
- [Tony's Bakery ](https://www.expedia.ca/Tonys-Bakery-Fall-River.d553248621532666213.Vacation-Attraction)

- [Car rental Chilmark ](https://www.expedia.ca/Car-Rentals-In-Chilmark.d6135676.Car-Rental-Guide)
- [Car rental Westport ](https://www.expedia.ca/Car-Rentals-In-Westport.d9742.Car-Rental-Guide)

- [South Dartmouth Vacation Rentals ](https://www.expedia.ca/South-Dartmouth-Vacation-Rentals.d159867.Travel-Guide-VacationRentals)

- [Things to do in Chilmark ](https://www.expedia.ca/Things-To-Do-In-Chilmark.d6135676.Travel-Guide-Activities)
- [Things to do in Menemsha ](https://www.expedia.ca/Things-To-Do-In-Menemsha.d6060685.Travel-Guide-Activities)

\* 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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