Roxbury Holidays from £817
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
Your Roxbury Holiday
From its rich history to its spectacular views and beyond, there's a whole lot to like about Roxbury. Uncover the wonders of this fascinating city with a Roxbury holiday package that's tailored to you. You'll want to take in some sights during your trip to Roxbury. Don't miss big-name attractions such as Glebe House Museum and The Gertrude Jekyll Garden, Woodbury Ski Area and Pilgrim Mall Shopping Centre. Whatever your travel plans or budget, putting together a tailored Roxbury holiday is a cinch with Expedia.
Top Roxbury Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hyatus Luxury Residences City Crossing
The Hill
£862
per person
22 Oct - 25 Oct
found 10 hours ago
Return direct flight included
London (LON) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on 10 Aug 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
£915
per person
22 Oct - 25 Oct
found 10 hours ago
Return direct flight included
London (LON) to New Haven (HVN)
9.6/10 Exceptional! (86 reviews)
We recently stayed at Hyatus Downtown at Yale and had a good experience overall. The building is convenient and easy to access with a designated parking spot and the apartment unit felt modern, bright, and welcoming. Other highlights of the property are definitely the building amenities; having access to a fully equipped gym and a rooftop is a plus.
The location is practical, positioned centrally between local businesses downtown New Haven, and some surrounding low-income blocks.
To elevate the apartment to a true 5-star rating, a few maintenance and housekeeping details need attention. The throw blanket in the main room needed a proper wash before our arrival. The bathroom also felt somewhat average compared to the rest of the unit, the lighting was dim and needed a lighted mirror, while the vanity counter and tub/shower combo were somewhat worn down.
Overall, it was a solid 4-star stay with great building features and a nice welcome bag with snacks.👍
Reviewed on 16 Aug 2026
Graduate by Hilton New Haven
Downtown New Haven
£835
per person
22 Oct - 25 Oct
found 10 hours ago
Return direct flight included
London (LON) to New Haven (HVN)
9.2/10 Wonderful! (1,004 reviews)
Very charming hotel! Rooms are decorated nicely with plenty of downstairs gathering spaces. Easily walkable to Yale and lots of dining options.
Reviewed on 25 Aug 2026
Roxbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Lake Waramaug State Park, Lovers Leap State Park and Woodbury Ski Area |
Top hotels in Roxbury
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
£85
30 Aug - 31 Aug
includes taxes & fees
Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
£75
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (1,279 reviews)
"Staff was very helpful."
Reviewed on 25 Aug 2026
Wyndham Southbury
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
£78
20 Sept - 21 Sept
includes taxes & fees
8.2/10 Very good! (1,294 reviews)
"A good value hotel right off the highway. Friendly staff, clean rooms, onsite bar. Rooms are a bit dated, but overall a nice place to stay to break up a long drive."
Reviewed on 25 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.
Frequently asked questions
How much does a Roxbury travel package cost?
From as little as £817, you can create your own Roxbury package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Roxbury travel package?
If your travel plans in Roxbury have changed, it's comforting to know that it's possible to cancel your booking. If your booking was made within the last 24 hours, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. To learn more, visit our Customer Service Portal.
How do I get a cheap travel package to Roxbury?
It's easy. Just bundle everything together. Hotels, flights and rental cars — combine whatever you need into a Roxbury travel package and save. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to tailor your holiday your way. We offer more than 550 air carriers and 1,000,000 hotels worldwide, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Roxbury holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip across multiple transactions.
- Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.
What are the top hotels in Roxbury?
Book a room at The Litchfield Inn. It's one of this area's most popular hotels. Another top-rated option in Roxbury is Americas Best Value Inn Torrington CT.
How far in advance should I book my Roxbury holiday?
To land rock-bottom prices, book early. Airlines typically begin selling tickets, along with some of the lowest fares, nearly 12 months ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Roxbury, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Roxbury travel package include?
Flights, rental cars and hotels, or any combination of the three — it's up to you! Whether you're exploring Roxbury on a family road trip or travelling by yourself, there's a bundle to fit your style and budget. Once you've made your booking, why not add on a couple of tours or activities?
What should I know before booking a Roxbury travel package?
Booking all the parts of your holiday together is a great way to save. Combine your flights, car rentals and hotels into a handy package. But hotels aren't your only option. Expedia offers all sorts of properties, including holiday rentals such as beach villas and serviced residences. You've got choices galore!
Can I choose my airline with a Roxbury Expedia travel package?
The choice is all yours! We offer more than 550 partner airlines throughout the world, so you can tailor your Roxbury getaway according to your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
