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

4 out of 5
Dorchester
Price was CA $1,231, price is now CA $760 per person
CA $760
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $3,072, price is now CA $1,733 per person
CA $1,733
per person
Oct 10 - Oct 17
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.6/10 Excellent! (1,070 reviews)
The staff was friendly. Room was clean and met our needs. Expedia VIP allowed the resort fee to be waived which was wonderful.

Reviewed on Aug. 18, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,739, price is now CA $2,155 per person
CA $2,155
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,374, price is now CA $1,502 per person
CA $1,502
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,896, price is now CA $1,215 per person
CA $1,215
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on Aug. 16, 2025

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

Rye Motor Inn: An Adults-Only Apartment Hotel

Rye Motor Inn: An Adults-Only Apartment Hotel

3 out of 5
741 Ocean Blvd, Rye, NH
The price is CA $315 per night from Sep 2 to Sep 3
CA $315
CA $392 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (75 reviews)
"Excellent communication. Clean! Only disappointment was the beach across the street was in inhabitable with bugs but pretty to look at from top of rocks. It was my misunderstanding of the lay of the land, not the fault of the motel description"

Reviewed on Aug. 18, 2025

Rye Motor Inn: An Adults-Only Apartment Hotel
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is CA $129 per night from Sep 4 to Sep 5
CA $129
CA $140 total
Sep 4 - Sep 5
includes taxes & fees
8.8/10 Excellent! (1,123 reviews)
"Property is somewhat dated"

Reviewed on Aug. 20, 2025

Ogunquit - The Milestone
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 $240 per night from Sep 1 to Sep 2
CA $240
CA $299 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,254 reviews)
"Location, clean and safe, great staff"

Reviewed on Aug. 18, 2025

Ashworth by the Sea
See all 2,643 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

Discover the most popular places to visit in Rye

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.

St. Andrew's-by-the-Sea

Rye Airfield

Catch an event at Rye Airfield during your trip to Rye. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Rye Airfield

What to do in Rye

Guide Cassandra sharing the highlights of the magnificently preserved exterior of the Rockingham. Learn the history of the building & its role at the center of Portsmouth life through the centuries.

Historical Tastings at the Iconic Rockingham

CA $110
per adult
Historical Tastings at the Iconic Rockingham
See all activities in Rye

Frequently asked questions

How much does a Rye vacation package cost?
You'll find cheap prices from CA $760 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.