Carlisle Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Carlisle Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
S$1,924
per person
16 Oct - 18 Oct
found 11 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
8.8/10 Excellent! (1,566 reviews)
Charming small hotel close to the North End : an 8 minute walk from great food and MBTA the train station. Rooms are small but very comfortable and well-appointed. Staff was welcoming and helpful. Excellent breakfast.
Reviewed on 27 Aug, 2026
Omni Parker House
Downtown Boston
S$2,000
per person
16 Oct - 18 Oct
found 11 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
9/10 Wonderful! (3,711 reviews)
The hotel has real charm to it. The rooms have been updated and are spacious. I love the location as we were able to walk to places like Fanueil Hall/Quincy Market Place, the North End, the Boston Common, Public Gardens and Copley Square. Enjoyed spending time in the historic Last Hurrah.
Reviewed on 27 Aug, 2026
Top hotels in Carlisle
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
S$323
6 Sept - 7 Sept
includes taxes & fees
9.6/10 Exceptional! (4,873 reviews)
"Great location. Safe and clean. Perfect view of the harbor. Only complaint is they need to lose the automated phone call line when trying to reach the bellman or front desk. Called for bags using their robot and it never connected to a live human. Human touch is key in customer service. So lose the ..."
Reviewed on 27 Aug, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
S$191
30 Aug - 31 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
S$376
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (4,808 reviews)
"Great hotel!"
Reviewed on 27 Aug, 2026
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 Carlisle attractions
Great Brook Farm State Park
6.0/10 (1 review)
You can take time to visit Great Brook Farm State Park during your travels to Carlisle. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Malcolm Preserve
Explore the great outdoors at Malcolm Preserve, a lovely green space in Carlisle. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
Frequently asked questions
How much does a Carlisle holiday package cost?
Offering excellent value package deals from S$1,924 on Expedia, you'll be pleasantly surprised at how much a holiday to Carlisle costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Carlisle?
Plan your getaway for the low season and you're likely to find cheap Carlisle holiday packages. Keep in mind that school holiday periods and major events and festivals can have an impact on prices, so do a little research before booking.
How many days is enough for Carlisle?
The ideal duration of your Carlisle holiday depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to visit all the major attractions and discover some hidden gems along the way.
Is it worth booking a holiday package to Carlisle?
Carlisle has everything you need for an unforgettable getaway. Begin your Carlisle holiday on a high note by visiting popular attractions like Great Brook Farm State Park.
How to find the best Carlisle package deals?
Landing a cheap Carlisle package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most economical Carlisle package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Carlisle holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking accommodation and flights separately. Better still, you can tailor your Carlisle getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Carlisle?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Carlisle getaway.
How to plan a trip to Carlisle?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Carlisle.
- Budget wisely: On top of the price of your stay, you should factor in other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Carlisle.
- Determine how many days away: Start by listing all the activities and attractions you want to get to in Carlisle. Then, estimate how long you'll need at each, including any travel time.
- Combine your airfare and accommodation: Once you've settled on your trip dates and duration, book the ideal Carlisle holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
