
Orleans Holidays
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Top Orleans Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

YOTEL Boston
Seaport District
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (2,098 reviews)
Safe location. Clubs across the street for a night out. Fairly close to tourist things. Rooms are clean but on the smaller side.
Reviewed on 24 Jul 2025

Boston Harbor Hotel
North End
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per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.
Reviewed on 23 Jul 2025

The Langham, Boston
Downtown Boston
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
We enjoyed our stay very much, the staff is super friendly, rooms are very clean, the restaurants offer delicious meals, breakfast are simply amazing ❤️
Reviewed on 23 Jul 2025

The Boxer
West End
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (1,236 reviews)
This hotel is super cute. Our room was pretty tiny but the proximity to the TD Garden is what makes this the real winner. If you are super sensitive to noise the water running through the pipes is quite loud. It never woke me up but it was annoying when we were relaxing in our room. As far as noise goes, we never heard anyone in the hallway.
Reviewed on 22 Jul 2025

Global Luxury Suites Downtown Boston
Chinatown
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per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (566 reviews)
Good location. Walkable to activities and shops and restaurants. The place is nice and clean but the communication with the customer service team was not easy.
Reviewed on 24 Jul 2025
Orleans Beach Holiday
Get prepared to live out those summer daydreams on your Orleans holiday. Set off on a leisurely stroll, appreciate the sparkling coastal views and pick up pretty seashells on your trip to Orleans. Situated just 2 kilometres from the town centre, Rock Harbour Beach is the place to be for many visitors. Browse our Orleans holiday deals and watch your travel budget stretch further!
Top hotels in Orleans

Rodeway Inn Orleans - Cape Cod
48 Cranberry Hwy, Orleans, MA
Fully refundableReserve now, pay when you stay
The price is HK$1,562 per night from 27 Jul to 28 Jul
HK$1,562
HK$1,788 total
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (746 reviews)
"Property was very clean staff was very friendly and inviting"
Reviewed on 12 Jul 2025

Olde Tavern Motel And Inn
151 Cranberry Hwy, Orleans, MA
The price is HK$1,409 per night from 25 Aug to 26 Aug
HK$1,409
HK$1,613 total
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (210 reviews)
"Check in was fast and easy. The room was clean and pretty. The water pressure in the shower was phenomenal! The breakfast was continental but had pancakes! The staff was super helpful and friendly. I would definitely stay here again!"
Reviewed on 17 Jul 2025

Skaket Beach Motel
203 Cranberry Hwy, Orleans, MA
The price is HK$1,623 per night from 24 Aug to 25 Aug
HK$1,623
HK$1,858 total
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (406 reviews)
"This is our favorite place to stay in Orleans. Everything is just perfect. Clean and neat, rooms are a great size. It is very quiet and the grounds are beautiful. Tables and grill outside for breakfast, lunch and dinner, if you like to eat outside. They also service a continental breakfast everyday ..."
Reviewed on 20 Jul 2025
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.
What to do in Orleans

Private Professional Vacation Photoshoot in Cape Cod
HK$9,202
per adult
Frequently asked questions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.