Raymond Vacations from $817
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Your Raymond Vacation
Entertainment, food, art and more … There's so much to immerse yourself in with a Raymond vacation package. And with the ability to customize your city getaway, you know it'll be one that's memorable. Fill your free time with visits to Pawtuckaway State Park, Leddy Center for the Performing Arts and Liquid Planet Water Park, some of the things you should see during a trip to Raymond. Your ideal Raymond vacation is clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored to suit your style.
The Latest Raymond vacation packages
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
Lexington Green Historic District
$817
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.
Reviewed on Sep 4, 2026
Furnished Apartment Near Longwood
North Brookline
$885
per person
Oct 29 - Nov 3
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
7/10 Good! (6 reviews)
Great place, clean, well maintained and centrally located. Excellent and timely communication.
Reviewed on Sep 25, 2026
The Monty Boston
Downtown Boston
$1,999
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.6/10 Exceptional! (40 reviews)
We loved the location and the host was amazing. We only wish the sidewalk construction wasn’t going on because it obstructed part of the beautiful view.
Reviewed on Sep 21, 2026
Stay near popular Raymond attractions
Onway Lake
Onway Lake offers serene waters perfect for kayaking and fishing amid New Hampshire's pristine forests. Bring your own paddle craft and visit during fall to witness spectacular foliage reflecting on the calm surface.
Dudley-Tucker Library
The Dudley-Tucker Library offers 24,000 volumes and internet access in a welcoming community space. Browse the collection, participate in seasonal reading programs, or attend their popular annual book sales.
Raymond Shopping Center
This convenient community hub offers essential shopping and dining options for Raymond locals. Browse stores like Dollar Tree and Ace Hardware, or grab a bite at Pizza George in this centralized retail center.
Cozy Corners Plaza
Cozy Corners Plaza offers essential shopping in a convenient small-town setting for Raymond residents. Browse local stores for everyday necessities while experiencing the authentic rhythm of New Hampshire community life.
Raymond Hotel Deals
Lamie's Inn and The Old Salt Restaurant
490 Lafayette Rd Hampton NH
Fully refundableReserve now, pay when you stay
$127 nightly
$137 total
Oct 1 - Oct 2
Total with taxes and fees
9.4/10 Exceptional! (1,008 reviews)
"Beautiful vintage Inn with great breakfast and large rooms"
Reviewed on Sep 28, 2026
Quality Inn Portsmouth
1190 Lafayette Road Portsmouth NH
Fully refundable
$151 nightly
$164 total
Oct 25 - Oct 26
Total with taxes and fees
Comfort Inn Manchester Airport
298 Queen City Ave Manchester NH
Fully refundable
$99 nightly
$108 total
Oct 25 - Oct 26
Total with taxes and fees
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.
Find the Best Raymond Vacation Packages
Raymond Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Manchester-Boston Regional Airport (MHT) |
Population | 2,900 |
Top Sights | Bear Brook State Park, Zorvino Vineyards and Pawtuckaway State Park |
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Frequently asked questions
How much does a Raymond vacation package cost?
You'll find cheap prices from $817 on Expedia for your Raymond break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Raymond costs.
What are the cheapest months to go to Raymond?
If you're looking to score a cheap Raymond vacation package, consider traveling in October, November and December. You'll typically find better prices on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Raymond?
The ideal length for your Raymond vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to hit all the leading sights and explore some hidden gems along the way.
How to find the best Raymond package deals?
Finding a cheap Raymond package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Raymond package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Raymond vacation as a package?
You can enjoy significant savings on your next Raymond break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Raymond?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Raymond trip.
Does Expedia offer Book Now, Pay Later Raymond vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Raymond trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
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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.
