Rye Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Ana Lei

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    Save up to CA $4,200 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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Your Rye Vacation

With every last detail planned before you go, our Rye vacation packages mean you can simply focus on having fun. Whether you're based in the neighborhood of South Eliot, which is good for walking, or somewhere else, this lively city promises a wealth of discoveries. If sightseeing is on the cards during your trip to Rye, visit popular attractions like Fort Constitution Historical Site, Market Square and Water Country. A couple of quick clicks is all it takes to create a tailored Rye vacation on Expedia.

Top Rye Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was CA $904, price is now CA $617 per person
CA $617
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.2/10 Wonderful! (1,170 reviews)
Loved it here! Everything was amazing!!

Reviewed on Jul 16, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,037, price is now CA $1,809 per person
CA $1,809
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Great location and very helpful staff

Reviewed on Jul 16, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,717, price is now CA $1,031 per person
CA $1,031
per person
Oct 1 - Oct 4
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,496, price is now CA $989 per person
CA $989
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,947, price is now CA $2,045 per person
CA $2,045
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Rye Beach Vacation

Get ready to live out those summery daydreams on your Rye vacation. Go on a romantic walk, appreciate the sparkling coastal views and pick up unique seashells during your trip to Rye. Situated just 3 kilometres from downtown, Jenness State Beach is the place to be for many sun-seeking travelers. Have a look through our Rye vacation packages and watch your travel budget stretch further!

Ready to book your vacation to Rye?

 

Choose your dates

Rye Hotel Deals

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is CA $354 per night from Jul 30 to Jul 31
CA $354
CA $422 total
Jul 30 - Jul 31
includes taxes & fees
8.2/10 Very good! (1,342 reviews)
"Everyone is so helpful and friendly. Perfectly located and love the valet parking."

Reviewed on Jul 14, 2026

Ashworth by the Sea
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
The price is CA $208 per night from Jul 23 to Jul 24
CA $208
CA $227 total
Jul 23 - Jul 24
includes taxes & fees
8.8/10 Excellent! (1,388 reviews)
"It was great unfortunately the weather didn’t cooperate. Room was clean"

Reviewed on Jul 16, 2026

Ogunquit - The Milestone
Ocean Surf at York Beach

Ocean Surf at York Beach

3 out of 5
780 York Street (Rte 1A) York Beach ME
The price is CA $441 per night from Jul 30 to Jul 31
CA $441
CA $509 total
Jul 30 - Jul 31
includes taxes & fees
Ocean Surf at York Beach
See all 2,682 properties in Rye
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Rye attractions

A coastal landscape with a clear sky, a tree, and yellow flowers.
Photo by Ana Lei
Open Photo by Ana Lei

Odiorne Point State Park

8.0/10 (1 review)
You can take time to visit Odiorne Point State Park during your travels to Rye. Wander the beautiful beaches and seaside in the area.
See properties

What to do in Rye

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

CA $121
per adult
100% of travellers recommend
Nature Bike Tour: Biking Adventure Along The NH Greenway Rail
Wallis Sands

E-Bike By The Sea: Scenic Tour of Beaches, Harbors & Hidden Gems

CA $319
per adult
E-Bike By The Sea: Scenic Tour of Beaches, Harbors & Hidden Gems
See all activities in Rye

Frequently asked questions

How much does a Rye vacation package cost?
You'll find cheap prices from CA $617 on Expedia for your Rye escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Rye costs.
What are the cheapest months to go to Rye?
February, March and December are the best times to look for cheap Rye vacation packages. Opting to travel in less busy months means you can typically find better prices on flights and accommodations.
How many days is enough for Rye?
Generally, a handful of days is ideal for a Rye vacation. With a well-organized schedule, you can visit all the top sights like Strawbery Banke Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Rye?
Rye offers everything you need for an amazing escape. Get your Rye vacation off to a flying start by exploring top attractions like Jenness State Beach.
How to find the best Rye package deals?
Start your search for a Rye package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Rye package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Rye getaway off to a flying start.
Is it cheaper to book a Rye vacation as a package?
You can enjoy significant savings on your Rye retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Rye?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Rye adventure.
How to plan a trip to Rye?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Rye.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Rye.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Rye. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Rye vacation package.

Explore a world of travel with Expedia

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