Rye Vacation Packages

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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.
Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
CA $756
per person
Oct 21 - Oct 23
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) 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

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

North Brookline
CA $1,837
per person
Oct 14 - Oct 19
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
7/10 Good! (6 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on Jul 6, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
CA $1,596
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (1,325 reviews)
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,645
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.6/10 Exceptional! (264 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
CA $2,048
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)

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!

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Rye Hotel Deals

 Ocean Sands at York Beach

Ocean Sands at York Beach

277 Long Beach Avenue York Beach ME
Fully refundableReserve now, pay when you stay
CA $277
CA $329 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very good! (141 reviews)
"New owner are nickel-and-diming everything. Been staying here for years are now it’s over $100 more per night for basically the same experience. Once lenient on early/late parking surrounding a paid stay, now charging exorbitantly for it."

Reviewed on Aug 30, 2026

Ocean Sands at York Beach
Ogunquit - The Milestone

Ogunquit - The Milestone

687 Main Street Ogunquit ME
CA $140
CA $153 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,512 reviews)
"Clean room but bathroom could use some paint touch ups and a few repairs….otherwise nice room and well maintained grounds - would stay here again….."

Reviewed on Aug 30, 2026

Ogunquit - The Milestone
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

17 Post Road Ogunquit ME
CA $193
CA $240 total
Sep 30 - Oct 1
includes taxes & fees
Ogunquit River Inn & Suites
See all 2,725 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.

Stay near popular Rye attractions

A calm harbor with boats, a wooden pier, and houses in the background.

Rye Harbor State Park

You can take time to visit Rye Harbor State Park during your travels to Rye. Wander the beautiful beaches and seaside in the area.
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A coastal landscape with a clear sky, a tree, and yellow flowers.
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.
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St. Andrew's-by-the-Sea

Learn about the local history of Rye with a stop at St. Andrew's-by-the-Sea. Wander the beautiful beaches and seaside in the area.
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Seacoast Science Center

You can study the exhibits at Seacoast Science Center, a museum with a story of its own, during your trip to Rye. Wander the beautiful beaches and seaside in the area.
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Philbricks Beach

Why not spend a lazy afternoon at Philbricks Beach during your trip to Rye Beach? Stroll along the seaside or visit the cathedral while you're in the area.
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Odiorne Point State Park

9.2/10 (17 reviews)
You can learn about the history of Rye with a trip to Odiorne Point State Park. Wander the beautiful beaches and seaside in this family-friendly area.
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What to do in Rye

Wallis Sands

Luxury E-Bike Adventure By The Sea: Visit The Ocean & Landmarks

CA $346
per adult
Luxury E-Bike Adventure By The Sea: Visit The Ocean & Landmarks
See all activities in Rye

Frequently asked questions

How much does a Rye vacation package cost?
You'll find cheap prices from CA $756 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.