Rye Vacation Packages & Trips 2026 from CA $960

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.

Hotel Ivy Boston Common

Bay Village

CA $960

per person

Jul 3 - Jul 6

found 19 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

8.4/10 Very Good! (1,430 reviews)

The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.

Reviewed on May 8, 2026

By the Sea Guests Bed & Breakfast & Suites

CA $1,944

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.2/10 Wonderful! (185 reviews)

Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Nantucket Inn

CA $1,925

per person

Jul 27 - Jul 31

found 24 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9/10 Wonderful! (670 reviews)

Room was clean upon arrival, but there was no "service" daily .... No bed making, no clean towels, no kleenex, etc. We've stayed at Nantucket Inn several time and always like it. We were very disappointed with the daily service this time.

Reviewed on May 8, 2026

The Ritz-Carlton, Boston

Downtown Boston

CA $3,563

per person

Jun 16 - Jun 21

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

9/10 Wonderful! (453 reviews)

Top notch. Every member of the staff was a credit to his or her profession.

Reviewed on May 3, 2026

Chatham Tides

CA $4,321

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.4/10 Exceptional! (687 reviews)

Will go back very quaint and relaxing

Reviewed on May 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!